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Transcript of The Best of SBS: Roy Wood Jr.

The Dan Le Batard Show with Stugotz
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Transcription of The Best of SBS: Roy Wood Jr. from The Dan Le Batard Show with Stugotz Podcast
00:00:00

You're listening to DraftKings Network. Welcome to South Beach Sessions. I'm excited about this It doesn't mean I haven't been excited about the others, but my level of admiration for this person with what he's done, just flippantly being a journalist while also being a comedian, honoring the things that his father was about in what now passes for the Old South when he was a journalist who was more joyless than he was. I recognize in you some of the things I saw at my dinner table where my dad was really unhappy at I'm like, I don't want to do it that way. I'd like to work hard, but there's got to be joy in it because I don't want to be miserable. But Roy Wood Jr. Should be, if you've been paying attention, the Daily Show host now. Thank you for that. If television executives weren't perpetually idiots, he would already be the Daily Show host because what you've done, I admire you so much, but at least in part because I don't think many people know how hard it was for you to make a career out of all of this.

00:01:30

What's weird, man, is all right, here's... Because I started comedy at 19, which I would argue if you start anything as a teenager, you're just learning the art of it. You don't have an opinion. You don't have an angle on what you want to do. And then when you start realizing, Oh, no, these are the things I really want to talk about that I really care about, well, then that comes at a cost to a degree because now certain clubs aren't going to book you or you're going to deal with certain criticism. So that part of it has always been a weird balancing act. But at the end of the day, if I'm not excited to talk about the stuff I want to talk about, then I can't be up here.

00:02:10

But foundationally, when did you decide that you were going to do funny as Are they living?

00:02:17

I don't know. It's a weird question to answer because I just got... I fucked myself, for lack of a better phrasing. So when I was in college, and we can go down this rabbit hole if you want. But when I was in College, when I was 18, 19, I got arrested for stealing credit cards to buy clothes. We're buying jeans and shit and selling them on campus, whatever. I get caught. I think I'm going to prison. That is what my lawyer told me. That is what everyone... Well, these cases are usually adjudicated at a five-year sentence, but with good behavior, you're a young man with no priors.

00:02:54

But it's a federal felony, right? Correct.

00:02:57

I ended I ended up somehow getting probation instead of prison. In that time, up until sentencing, I started doing stand-up comedy just because I had no friends. I was sad. I stopped short of saying depression, knowing now what people who are depressed deal with. But whatever it was, I was in a bad place. Comedy made me happy. So when I found out I got probation, I just kept doing comedy. So when I got back in college, at that point, I was so focused on stand-up that I made good grades just so my just so my mom couldn't say shit to me. You can't tell me I'm throwing my life away with comedy. I'm over here on the dean's list. So when I graduated with my degree in broadcast, no one would hire me because I had no internships, because I spent every summer doing comedy. But then when you do the math and I look back on it, I go, Oh, that was my internship. It was comedy. And so when I graduated from school, I had two jobs that I could have applied for and probably would have gotten. One was the Tampa Tribune to do the Page 2 Sports 2 AM.

00:04:00

Oh, you could have been a sports writer. You were headed down the possible sports writer.

00:04:04

I was on that Stuart Scott, Kenny Maine, Vanner- Wright, Jenny Mousse type offbeat. Those were the journalists that I respected growing up.

00:04:16

You worked at ESPN some, and you were watching Stuart Scott basically change what sports television looked like because Stuart Scott was rebellious. I mean, all he was doing was being Black and Brown.

00:04:31

But I didn't know that. All I knew was just that this motherfucker talk like me, but he's cool, but he's doing... He's talking about what I love, but he sounds like me. He was the first person because before that, before Stuart Scott, it was Fred Hickman. Fred Hickman was the more buttoned down, more appropriate, more like my father, journalistically. Stuart Scott, to me, was the evolution.

00:04:51

That's so funny. Hickman was '80s Black man on television, badass, but serial professional. This is a man you can trust. Just look at him.

00:05:01

Correct. Because he's from the Ed Bradley. Ed Bradley was probably Fred Hickman's O. G. Journalistically.

00:05:07

Oh, so you're watching Stuart Scott changing. He's allowed to be in the playground of sports. He doesn't have to be a serious journalist. Correct.

00:05:16

As was Vanner or Wright, who had seen in headline sports at the time. People talk real crazy and talk to me, Do the highlights real fast. And the Jays beat the A's and the Bull still went from the hornet. I just liked it. It was different. It wasn't the traditional box of conservative behavior that I was told that you have to adhere to. I had a job offer. I had a job opportunity at the Tampa Tribune. I had one at the Birmingham News. Both were going to pay about $14,000 or $17,000. By my calculations that year, at this point, I'm going into my third year of comedy. By my calculations, I would have made 27K that year. Then I stopped minus gas and all of the other stuff. But I worked hard enough in those two years in school that by the time I came out, I just did the math, and it just fiscally made more sense to keep doing comedy. Every year- A business decision. Every year since then, It has fiscally made more sense to keep doing comedy.

00:06:18

But this is the part that I don't think people can possibly understand of what it is to do that. To be someone who decides to make his career with the bravery of, I've got the expectation of funny, and all I have is my talent, my humor, my jokes, my charisma. I'm going to make a career of this with no health insurance. I'm going to do sad comedy clubs, and I'm going to learn how to make 19 people from Mobile, Alabama laugh. Guns pulled on you. Guns pulled on you.

00:06:52

Yeah. Paid in cocaine one time. It's definitely been called the N-word a couple of times from hecklers. But you have to remember, when I started, I didn't have anything. I was supposed to be in prison. So this is better than prison. So this idea of taking your risk in a jump, that just didn't register. And God bless me because it just was too dumb to know how wild of a decision I was making. I had two roommates, bro. All I had to cover every month living in Tallahassee was $375. And I did at Golden Corral. So the money I was making on the weekend, that was just extra gravy, and I was riding the Greyhound.

00:07:35

I want to hear about the Golden Corral gig. I mean, how bad were the earliest gigs? This wasn't that long ago. It's 20 years ago.

00:07:43

In that '99, 2000 era Southern buffet.

00:07:48

No.

00:07:49

Golden Corral was the shit, bro.

00:07:52

I like Golden Corral as a restaurant. Look at me. I'm saying playing it as a venue?

00:07:58

No, no, no, no. I I worked there. I worked 15 hours a week at Golden Corral. Okay.

00:08:03

All right. I misunderstood you. I thought you were playing Golden Corral, that you were doing stand up there.

00:08:09

God, no. That would be miserable. Monday through Thursday, Golden Corral, Thursday night, I take the Greyhound to wherever my weekend gigs are. Monday morning, I'm back in Tallahassee to take a night class, then go back to Golden Corral. And that was the watchmen's repeat while I was in school. And so then after about a year of that, my mom got me a car. She put down on a car for me, and that opened up essentially the whole Eastern Seaboard to me every weekend. And that's why I say it a million times, my mom is my biggest supporter, because even when she didn't understand why I was doing comedy, she just wanted me to do it safely. So here's a car, stop sleeping in the bus station. That's going to get you murdered. I'm like, You're probably right. I will now go sleep at a truck stop. But I would at least sleep at a Flying J. It takes years of traveling to notice this, but Flying Js are the only truck stops that I've seen by by corporate design, where the cash register is closest to the parking lot. It's not in the center of the store.

00:09:06

If I'm going to get robbed or murdered, there will be a witness, at least one person.

00:09:12

That's how you were touring. That's how your career began. I'm going to see if I can do this safely up and down the Eastern Seaboard with jokes.

00:09:22

Cheaply, not safely. What is the cheapest way to do this? More often than not, it It was sleeping in my car at truck stops. If you got lucky, you could meet a girl off of a dating site, and maybe if the date went well, you could sleep on the couch. It wasn't even about sex. It was just, I need somewhere to stay tonight. The show is late. If you're a good enough date, then maybe they'll offer, You're going to get back on the road? It's late. Just stay on my couch. Thank you.

00:09:57

This is how you're making a career of it. People couldn't fathom it now, right? Watching you on television, they couldn't fathom the idea that you were and thrilled to do it, probably.

00:10:07

It was amazing. That's why I could never tell anyone that anyone There are late 20s, early '30s, where they go, Well, how do I do it the way you do? I think that's one of the biggest fallacies in any career is thinking that you can do it the same way the people you look up to did it. The game has changed. Gas was also a $1. 29 once in a gallon when I started. The money in stand-up is exactly the same. 50 to 75 to open, 100 to middle. You might get 200 to be the last guy on stage if you want to call that a headliner. But gas is triple. Hotels are more. The gigs are far and few were in between. Then when I got to Birmingham, I started interning at a radio station there that I ended up at for 12 years. If the gig was less than four hours, bro, I drove back that night. Because I need to be on air in the morning. I'm trying to be Stuart Scott. I can't not water this plant. So you find yourself just living on both sides of the tracks at all times.

00:11:12

But when you're young and you're just driven and you're fueled by that, it's beautiful. And then one day, you're 44, and both of your industries that you're in are on strike. Your show is in flux without a host, and the economics of touring have changed immensely. You still have to get back out there with that same fever, that same passion. That's a very difficult thing to recreate when you have a child and you have responsibilities. I think that part of it, it's like Rocky 3 after Clubber Lane beat the shit out of Rocky, and then Mickey sits Rocky down like, Yo, man, you got rich, you got comfortable. You lost the fight.

00:12:01

It happens that fast. It's hard for me to fathom that the industries could be that fragile, that someone with your talent, your name, your brand would see not just corporate change throughout America, but also, comedy change in ways that would demand your evolution. That if you got fat and lazy with the idea, I don't have to hustle just as much as I was at those truck stops because now I got a kid, too. Back then, it was just me. I could sleep in truck stops. I can't believe that career could be that flimsy with someone, not just with your talent, but your bona fides.

00:12:38

It could be, and you may be right, and we will see. But that does not make me comfortable because I When people talk about the light at the end of the tunnel, where people go, Oh, there's a light, and keep running, and one day you will achieve the light. To me, the light in the tunnel is the train coming to run me over. So I've always operated from a career standpoint. I've always operated from a place of paranoia of this being a finite journey. I hope I'm wrong, but I'm not going to bet by just sitting still and just going, Oh, no, everything will be straight. No. Bro, I put dates on the books in February before the... When I heard a rumor that there was going to be a writer strike, I called my people, 30 cities. Let's go. Let's find 30 cities. Now that's up to 40 cities I think we're going to do now.

00:13:33

But this is one of the reasons that I admire your journey and just how hard all of this stuff is to make an entire economy around, I'm just going to pop up in 40 cities. It's me and a microphone, and I'm doing another show. I'm doing other things. But of course, I've got an act that's ready, and it's going to be fresh, and I'm going to work the America to see if it morphs into what? A Netflix show because that's what's buying next.

00:14:03

Correct. You do the things that you are passionate about, and then people will find a place for you to do them within their organizations. I think that's the biggest thing that has happened. To me, that's the biggest transition in the industry, entertainment. I mean, really, if you want to get into sports, you're always talking about McAfee on your mothership show a couple of weeks ago, when ESPN was having the bloody Sunday, right? We have transitioned from a place, in my opinion, within entertainment. I pay close attention to sports because sports as an industry, television, sports, the studio stuff, it operates at such razor-thin budgets compared to other parts of the industry. If we're talking daytime talk shows, late-night talk shows, scripted shows, et cetera, sports has always operated the most razor-thin. So how sports goes to to a degree can start informing me on how late night is going to go. That's just what I believe. I could be wrong, but that's just what I believe.

00:15:07

And of course, you have to study it that closely because your paths, you could have ended up on either one of the paths, right? You could have. You very easily could have. You would have been great as the funny sports writer on ESPN who then turned that into multiple shows because there is no funny sports writer at ESPN.

00:15:26

You know what put me up on game with that? I had a year, and this is also why I'm in this mindset now career-wise, but I had what I call a drought year in 2014, the year before I got the Daily Show. I was blessed enough to where I had a buddy that I was in journalism school with, and he knew some producers up at ESPN. Hey, man, there's this lady Jamal Hill and Mike Smith. They're doing this show called His and hers. If you ever near Bristol, and I go, I'll drive. At the time, I still lived in LA, but if I had a gig anywhere in the Tri-state, Hey, man, can I come up and do Jamal?

00:16:06

Because you saw how rare it was for a 6: 00 PM Sports Center to give an opportunity?

00:16:12

No, this is pre-6: 00 PM Sports Center. They were on it two in the afternoon, two years prior to when they did this.

00:16:18

Oh, like Numbers Never Lie, the show on ESPN2. That era. So you're like, I will drive from Los Angeles to Bristol to be on ESPN2 because there's a space where someone can be funny on If I'm performing anywhere within five hours of Bristol, I'm adding a day and I'm driving and I'm going to be in that studio. Because you're a hustler and because you see opportunities.

00:16:40

It's exposure. It's exposure. It's paying me nothing, but it's exposure. Then that got me access to Balmani, which got me access to Sports Nation, which got me access to West Coast, pretty much anything in ESP in LA that shot I did in 2014. I came in. Then the next year, The Six happened. And then 2015, I get The Daily Show, and part of it was on the strength of some of the segments that I had done on ESPN because the sports, sports and comedy is hard. To me, it's harder than politics and comedy because at least the politicians, they don't take themselves seriously. They know they're running a hustle, and you call them out for it, and they just grin and go, What you going to do? But if you call out an athlete, an owner, a fan base, a city, they don't like that.

00:17:28

It's funny, isn't it?

00:17:30

They don't like that.

00:17:30

But just how ridiculous that perspective is.

00:17:33

And all you do is catch a ball, but you can't take the criticism. Meanwhile, my man over here making these cricket laws is getting all types of poor people done dirty. He can take This isn't just fine. Espn is a network where you got to... There's guardrails up within the jokes. There's not a lot of comedians that come on that network, just in general. Let's just be real about that.

00:17:57

It's so strange to me. I don't even understand It's not strange.

00:18:02

Comedians are like, You can't control us. We're professional dynamite jugglers, and everybody wants to see dynamite juggling, but they don't want the shit to go boom on their show. They would just rather not book comedians at all.

00:18:15

I had never thought. I booked a couple of comedians, and it was cumbersome to do, and I'd never given it a thought, honest to God, that there were guardrails there to make sure that you couldn't come on there and make such a noise is that you got your credit. You got attention for you, but somehow soiled the Disney brand.

00:18:35

Yeah. I mean, you can make jokes or two, but let's keep them within the lines. But it depends on the type of comedian you book. I mean, I generally don't do humor that crosses into that in general. But there are comics who do that I think do a good job. I'd say the one who toes the line perfectly is Bill Bur. Bill still does like... They bring him in the booth for Red Sox games now and just let him just open mic, live TV, and it's perfectly on the line. But that's also a testament to Burris professionalism because he knows where the line is. He could cross it if he wanted. But in that time... I'm sorry I got on this tangent, but in that time, that taught me a lot about just hustle in general and just busting your ass and just trying to always make sure that you have another opportunity. So I never have sat pretty and went, Oh, everything's great. It's, Oh, I did that really well. Okay, what's next?

00:19:33

But how does this go for you? Because I can't imagine what it is to be you right now, and I don't know what they're doing as they look for a replacement host. Trevor Noah does it very well. Almost an impossible spot, really. John Stuart did it so well to come after him. Trevor Noah does it successfully. The next slot for that seems perfectly set up for you.

00:19:57

It's whoever comes comes in after Trevor, we'll never have it as bad as Trevor. You don't want to be the guy that replaces the guy. You don't want to be the guy that replaces the guy. Trevor also was far more unknown domestically. He was huge internationally, but he was far less known domestically at the time. I don't envy what he had to do in replacing Jon Stewart. I just think that when we talk about who the next host is, be it me, I know Hassan Minhaj's name is in the hat. There's a couple of the guest hosts that we've had. Some of the ladies, their names are in the hat. So regardless of who comes in, there's also a bigger question of what is late night after the strike and with the changing economics and blah, blah, blah. That is a question that also has to be answered. To me, the bigger question is, what is the show going to be? Because if somebody goes, Oh, you should host the Daily Show, what I hear is, you should host the pre-Trevor version of the show, the pre-COVID, whatever, of the show. I don't think fiscally, most late-night shows, any new iterations of late night shows, I don't think they're going to look like that anymore because I just don't know if the networks are committed to putting that type of money into that type of product anymore.

00:21:23

And that's a question you can't answer because of the strike. So I can call you and go, Hey, are you really going to put some money this shit? Okay, cool. Leave my name in the hat or take my name out of the hat. But in the meantime, I can't wait. Hey, man, give me 50 cities. Forty ain't enough. The actors just went on strike. They're like, Yeah, see if we can add Canada or some Australia. Yeah, cool. Click. People don't- I'm not going to wait.

00:21:49

People don't understand that the industry is trembling right now and you just had to book a 50-city tour because you've got to keep the economy of your brand alive as the industry shakes.

00:22:01

That's a blessing. That is a blessing that I have from 25 years of grinding to be able to go into markets, into certain venues that know me and trust me and know that my fans will come out and see me. Every actor and writer does I didn't have that. So it's my job to be out there and try and fight a little bit for what's right and make sure that I'm holding the line and not going and talking to the network behind everybody's back. Yeah, so can I host ? I would love to have a late night show. One thousand %, I would love to have a late night show. I think my iteration of what I've done on Comedy Central at some point has to come to an end. I don't think just sitting as a correspondent into perpetuity benefits me in the long run. It's that if we can go sports for a second. To me, it's that Cordell-Stewart-slash era, where they didn't want to make him the starting quarterback, and they go, Okay, you can be in the slot every now and then.

00:22:59

Before For the Revolution at the position camp.

00:23:03

Correct. Hey, you can quarterback third downs during blowouts, and you can be in the slot when we're in the shotgun or something with Heinz Ward or whatever.

00:23:12

But this is why I would have loved to have you on ESPN talking about this stuff because six-time executive of the year, Bill Polian, thought Lamar Jackson, the MVP, wasn't a quarterback. I would have loved for you to be able to slice that up playing in sports instead of just visiting on occasion because it spurs your curiosities.

00:23:36

I like that. I've always loved sports, man. I'm not good at it.

00:23:41

I'm not good at it. But you'd be good talking about it. If you spend 20 years carving up what you've carved up in entertainment and comedy, if you spent the last 20 years taking the path you were originally going to take of, let me see if I can figure out how to be Stuart, Scott. I'd given you a microphone to be on one of these debate shows that you could have made your own?

00:23:59

Yeah. Yeah, I think I could have done that. I think I still could. And that's the beauty of where I am now, creatively, is that you get your Tom Hanks at the end of Castaway, where there's all these different roads. Which one do you go down? And that's what I've had fun during this downtime of just creatively trying to explore. It's like, okay, well, if it's not hosting the Daily Show, well, then what would you host? What would that show look like? Well, maybe you should go to Miami and sit on the beach for a couple of days and relax and try to create that and go, he love guitars in town. I should go over to his studio and say hello, which is essentially what's happening right now. I'm just not in a position, and I don't think I'll ever be comfortable in a position of waiting on an industry to decide when I get my next opportunity. I think this is the first time in my career where I felt that, that real uncertainty for the first time. My rent's not $375 anymore. We got to go out and do something. The first thing you do is tour where you can, and then you start coming up with your ideas.

00:25:11

You write your films and your movies, and you can finagle a book deal and all of that stuff. But to me, that stuff is all hot and cold. I enjoy conversation. I enjoy it. The thing that I loved most about live radio was talking to regular people. Just talking, just taking calls.

00:25:27

That's the most exciting thing. I want to talk to you about your career and your dad It's a kid's career, but what you're articulating now, freeing, scary, both? Which is it of more, freeing, scary?

00:25:40

It's scary and exciting because you don't know what the hell you're doing, but all you're doing is trusting your instincts. And what have you done your entire career but trust your instincts? That's all I've ever done. I can't tell you why I did XYZ. Going to ESPN for a year and just working repeatedly It shows for free felt like the right thing to do. I go and I do Jamel and Mike. I do His & Her. Their OG podcast, which rolled into the 2: 00 PM show. I do that. I think I might have popped up on Bowman They had a situation at some point before high noon, and they would use Bomani and stuff. Then they would start using me at Sports Nation. Sports Nation is where I really settled in every three weeks, just on there for one reason or another, doing something, talking about whatever current event was going on. When you look at my job in that chair, it really wasn't any different from radio. Because in morning radio, as the comedian, as it was told to me by my radio sensei, Samuel Mac, the job of the comedian is to offer the viewpoint that no one else in the room possesses.

00:26:50

The three people in the room possess the views of the listener. Your job is to be crazy town and come up with the most alternative counter art, whatever it is. It can't be something that any three of us have already said or you think we would say. Until you have that thing to say, your job is to sit here and be quiet and answer the phone. Shut up until you have something funny to say. That was the job. That was the habit of how my comedic writing started. Then that fit perfectly into ESPN because Beatle, Marcellus Wiley, and Max Kellermann, they were going to handle the structure. Stats, nerd stuff. My job is to come in and say something silly.

00:27:33

Roll grenades across the floor.

00:27:35

That's it. That's your job. Then you get to the Daily Show, and lo and behold, what's your job now? Roll grenades.

00:27:43

But you're a journalist in the middle of all of that. You are honoring your father's work through comedy by doing legitimate journalism on a show. I can't believe. This happened on my watch, and I was stunned to watch it. For Jon Stewart just so thoroughly, for that show to be so smart, that it so thoroughly took over news anchors so that John Stuart was the most trusted newsman in America by poll was because you guys were reaching people with creativity. Instead of the news like Fred Hickman would deliver it, you guys were delivering to the people something that they were happy to be nourished because it was smart and funny, and it felt less like they were being lectured at.

00:28:31

There's a pressure in that because then comes the expectation of, We must do the thing that you think we should do. That's the most righteous thing, or, Cover the most righteous stories. There are stories that we don't always get to or we're not able to tackle with the same degree of depth as other shows. I think that's because we have to be funny first. Watch Vice News and then tell me how many of those stories are on us or Oliver or Jon Stewart over on Apple. It's not going to be the same hit rate because we still have to be funny. Now, Oliver and Stewart shows, respectively, go to different depths on particular problems than we do. Daily show, we have to hopscotch around. So certain stuff, if it's a super nuanced issue, it may not be the right story for Trevor to carry at the desk. It might have to go to a responded. And so that becomes a whole another set of planning and production. But being on the show is definitely... It's far more journalistic than anything I've ever done. When I first got there, I was like, Oh, shit, I have to use my degree I have to think about what the story is, what we're trying to say, and then also what is the funny way to go about talking about this thing?

00:29:55

Because not everybody's going to like it. Not everybody's going to agree either. And that's the I mean, that's when we talk about divisiveness and blind loyalty in politics, I think you're going to deal with that the same way you do in sports. That's why I've always felt like sports and politics creatively build from the same bag of Legos, because it doesn't matter what you say, it doesn't matter how centric it is about a particular team or ownership, somebody's going to call you out and say you're playing favorites.

00:30:27

Mike Fuentes. Chris Cody. Tell me your favorite Favorite thing to do while watching sports. Favorite thing to- Think hard now. Don't overthink it, but don't underthink it. Think the proper amount.

00:30:38

Easy. Yeah. Nice cold Miller Light.

00:30:39

Oh, me too, dude. I'm telling you, it's not just drinking it. You get a can in your hand. I give one to you. We both have one. We do that. And then the little bubbles start to pop up. Oh, my God. I just got goosebumps. Feel my arm. Goosy. Oh, wow. I have goosebumps legitimately from this Miller Light, and it's a beautiful thing. Game day's hit different with Miller Light in your hand. From jaw-dropping to fantasy heartbreak. It's the beer that's been there for you every moment. I know you're 50 years old. You look like you're 31, maybe 32. Aging Grace. That iconic golden color, the simple ingredients, that hop. Oh, my God. I got goosebumps again. I can't stand it. Don't look at me right now. Here's the kicker, guys. It's just 96 calories, 3. 2 carbs per 12 ounces, the original light beer since 1975. I'm going to open another one. That sound. Still hitting different five decades later. So whatever your game day looks like, remember, Miller Time is always a good time. Miller Light, great taste, 96 calories. Go to millerlite. Com/beach to find delivery options near you, or you can pick up some Miller Lite pretty much anywhere they sell beer.

00:31:42

It's Miller Time. Celebrate responsibly. Miller Brewing Company, Milwaukee, Wisconsin, 96 calories and 3. 2 carbs per 12 ounces.

00:31:51

It seems crazy to me that you're saying that, and I don't think you're wrong either, it's just not something that I'd ever considered, the idea that The politicians or the political journalists would have it so much easier because they're all playing the same game and they understand it. Whereas sports journalists, the head coach doesn't interact with us the same way with a wink when he is criticized. That sports would be more serious than politics seems crazy.

00:32:18

When a politician snaps back at a reporter, it is a huge story. I think Ron DeSantis said something slick back to someone. This may have been a couple of months ago, but he didn't like the question, so he was real snippy. And that was a story within the political news cycle for 36, 48 hours. You all get cussed at every day in the locker room. I don't like that question. Next question. Where the coach is all indignant about it. And then for the next four days, he won't call on you or your organization. It's crazy. It's funny. The next press conference, I'm not going to talk to that news outlet because you said that our guy didn't have a good game shooting. He didn't. Whereas a politician would go, Yeah, I didn't have a good game, but let me show you how that still benefits the American people. See, you got to understand, when you're missing shots, what you're doing is creating opportunities for other people to rebound the ball. That's Politicians, it bounces off of them. But with fan bases, you could tweet right now something about... Pick an issue. I'm not even going to say an issue.

00:33:28

You could tweet about a divisive political issue. And then your next tweet could be, The Cowboys will not make the playouts. You tell me which tweet is going to be more just visceral, just anger. Even if one tweet gets more replies, I think sports fans They're the ones, to me, that will actually show up to fight. God bless them. And I think part of that is also because sports brings you joy. So when you're insulting a team to a I agree you're insulting the fabric of someone's being. I think they take that a little bit more personally than they do you criticizing whatever politician represents their party.

00:34:11

I have said for a while now that what sports do to people because you don't jump up and down screaming at many things. Even if you're in the delivery room when you have your child, there aren't many things that give you permission to do that with joy. It's been a weird world to occupy, at least in part because of what you're talking about. Some of those rigidities almost don't allow somehow for funny, which strikes me as so weird that sports television wouldn't be funnier given what we're covering. It seems like such an easy place. I've always been mystified by this, that this playground is taken so seriously that even if you're a little off-kilter like we have been, you're viewed as sacrilegious because you're not treating it seriously.

00:34:57

How dare you smile while doing any of this. You can't even smile while playing sports half the time. They'll say that you're an asshole. When you look at the marriage of those two industries, how often does that even happen? You had Sport Night on ABC back in the day, which was like an ESPN 30 Rock-ish type show. But there's not a lot of comedy set within the world of something professional, not with a professional logo on it. Then when it's not a professional team, well, then you're in Wackyland because then the fans don't really... They won't accept that.

00:35:34

I thought Jay Moore had a shot originally at ESPN. I don't know. When he was doing a comedy late night show in its original iteration, I don't know how long ago. Did that predate you too much to remember?

00:35:46

Yeah, that predates me. I remember the program, but I wasn't an LA comic yet, so I didn't have a relationship with Jay at the time. But I just think it's a very difficult place to land a plane because you're going to... Good comedy is is going to piss off somebody, and there's nobody more sensitive than people within the orbit of sports. They're going to complain to some exec who's not going to stand beside you because ultimately, they could replace you with anything because it's cheap. It's not worth the battle.

00:36:16

Even cheaper now, right? Correct. It wasn't expensive before, and all of us were almost totally disposable. Even if it's a kid. You could have replaced it. You could have. Whatever Sports Nation was, yes, it might have been Michelle Beatle and Marcellus Wiley, but if I put you on there with ESPN person du jour, by virtue of it being on ESPN, it would be cheap programming that would make money easy.

00:36:40

Yeah, same thing they did with the JMP. Bye-bye. Just because... Even if it's a hit, when you look back, and this wasn't a comedy, but I will go down. I will take it to the grave that Playmakers. Oh, it was so good. One of the best television traumas ever It's so good.

00:37:00

The NFL stomped it out. Yeah.

00:37:02

They said, You better get that show off the air that's telling the truth about what you have.

00:37:06

Drugs and pain. Drugs and pain and sex. We can't have that on ESPN.

00:37:09

Yeah, you better get that off the TV.

00:37:11

It was shocking to see that on ESPN for whatever it was, four episodes or one season, and the NFL said no more of that. Yeah.

00:37:18

The only place you could have put a show like that was on like, TruTV or Spike. Wow.

00:37:23

I had thought that might have been because when I talk about ESPN, always people hear some the bitterness in it. But I always wanted them as a content company because the space is so valuable. I'm like, if you put a little more money into some of these things, they could be special, different, funny shows, creative playgrounds that are wild, sprawling things. I wanted to, in the last iteration at ESPN, I wanted to do a daily show for sports with Pablo Tori and Mina Kimes and Bimani Jones. It wouldn't have been that expensive by television standards. But if If they can make it cheaper and if they can pay everyone $100,000 a year, and if we're all actually interchangeable, because we are, it doesn't matter whether it's Kendrick Perkins or BamanĂ­ Jones on ESPN. I mean, it It might matter to you or me, but it's not going to matter to what they're doing.

00:38:18

Yeah, I think the biggest difference between... I just feel like sports and entertainment have always overlapped. If you understand one, it helps you understand the other. I'd say the biggest difference, though, is that in sports league, the owners want to pay their employees. They may pinch you a little bit here and there. Whereas the difference in entertainment, if we're comparing the owners of sports teams to the heads of studios who run all these companies that green light or cancel all of this stuff, they don't want to pay anything. They're constantly looking for a way to cut a corner and make things cheaper and pay everybody the lead minimum. Whereas in professional leads, you have Supermax deals and guys who barely see the court getting 80 million and 90 million for two years. So you'll never see that in entertainment here and there. There's a couple of whales who get a real contract For the most part, this strike is to about the 85% of actors that don't even qualify for health care. You know what I'm saying? But the strike is also weird, though, because I think it's not I think that the public sentiment for the writers and actors, it's grown.

00:39:40

It needed time to grow because this strike isn't as instantly impactful to the average US citizen as is a teacher strike or a transit strike or sanitation. Your neighborhood starts stinking and you got to walk to work because there's no bus.

00:39:55

We'll feel it in 18 months or 24 months when the content dries up. Correct.

00:39:59

I Well, not even that long. I'd say maybe January.

00:40:02

Oh, wow. That quickly.

00:40:04

I think at some point. But as the voices start permeating, it just takes... This is one of those strikes where I feel like it takes time for the word to spread, for people to really understand, for people to really be educated on exactly what is happening. Because your perception and assumption of an actor is that they're all bawling because you saw a couple of them bawling in a newspaper or in an article. So you assume that all actors live fat, like the top 5% of actors. And that's the difference between a teacher and a garbage strike. You know ain't no teacher's ball in. There's no teacher with a Porsche. And if they are, they're stilling. They're stilling from the school. So you can't go, Well, don't they all have Porschas? No, you know they don't all have Porschas. You've never seen one. So you know they're all struggling. I think that's the biggest difference. But I just think that if industries, if sports were to not take itself so seriously. It would take one quadrant to not take itself so seriously, be it the journalists who don't want to be criticized ever, be it the fans, be it the players, be it the owners.

00:41:14

One of those four corners. If one of those four corners lets off alone because we can laugh about it, then it'll be okay. But it's too much money involved. It's way too much money involved.

00:41:26

Your father made you you want to be doing this because you were seeing his activism and radio love of journalism through the work he was doing, or were you not moved into this path by any of that?

00:41:45

I wasn't moved. I was more inspired by Stuart Scott and Fred Hickman than I was my father in the beginning, because my dad's work was more... He was a true radio news guy. He went out and was embedded in wars, getting shot at with a tape recorder. Vietnam, Zimbabwe now, South African riots, civil rights movement, Name a riot in the '60s. My pops was there. So a man like that who then matriculates into working in Chicago at WVON and starting, co-founding what we knew at the time as the National Black News Network, NBN. Nbn was essentially a news out, a national syndicated news outlet that delivered news for Black people to let Black people know what's going on. Here's the news that's relevant to us, and here's what this means for you. Here's what this policy thing means for us. Just be in the news window between Black people and- All of it Black-owned, right?

00:42:54

Correct.

00:42:56

When you take in, and I I didn't learn this until later at The Daily Show, but when you take in nothing but bad news and your job every week is to go cover the bad thing, then you just... I didn't see him laugh a lot. I'll just put it that way. I didn't see my dad laugh often. I enjoyed laughter. Lafter was an escape because we moved to Birmingham from Memphis when I was in the third grade, and I was never in the same school system for more than two years until high school. So every two years, I'm having to meet new people, and humor was the easiest. If I make this person laugh, he's not going to fuck with me. So let me figure out how to make people laugh. And it wouldn't even necessarily be the bully in the classroom. You identify the bully, but you identify who the bully is cool with, and then that's the person you go get cool with. And then by proxy, maybe you get the bully off your back. So for me, humor was more of a defense mechanism than anything, but it just came naturally. I think I play sports, but I wrote the bench, so you're alone in your thoughts.

00:44:06

You're just sitting on the bench about everything that's funny around it. You're not playing. You're not any good. But hold on, I want to go back for a second because your dad is bringing joylessness to the work. That's what you're seeing. And understandably, because if you're talking about Jesus, not just covering the things with a tape recorder you're talking about, also just Coming through the racist south to- Just the PTSD of existing as a Black man in that time.

00:44:38

It's like, okay, I can look at him and see that he's not well most of the time. Beaten down. Yeah.

00:44:47

Has to fight all the time because he has to survive the same way you do. You're going to do it funny to keep the bully away from you. Calculated strategic. He didn't have those. The world buried him because he had it than you did.

00:45:00

So you either cope with that with drugs or alcohol or in his case, women. That was the escape. You have to have an out. And he also had a jazz show. He loved jazz. He would do all this wild Covered this, that, and the third, getting mace, tear gas. It would just pop in John Coltrane, and that was his happy place. I observed that, and Innately, I just tended to gravitate to people with bigger energy than my father. Then as I got older, then you realize how much of your parents is just in you, and it's not even anything you can control one way or the other. You just you wake up one day and you go, You know what? I don't want to keep making jokes about the weatherman and check engine lights. What's up with this police reform? To go from that joke to start tiptoeing into issues, but not even really trying to choose a side half the time. Just going back to the old radio rules, find the alternate angle that no one else is First, do the research. Find out everything that's been said about this issue from every possible zigzag.

00:46:21

I go on Reddit, I read all the weird message boards. Whatever the lobby is to the dark web, let me know everything about everything. Then from that, formulate what I think about this. But this is how a maximum hustler in this industry.

00:46:39

This is why I admire this, because you had to find all the slivers over 20 years. People think you just get between people that are naturally funny. No. That you're just there. This is a funny man. A holy man reached into his crib and gave him funny when he was young. And look at him. He's on television between those two people, choosing the perfect window to tell joke that's going to work as the as the fifth voice because you've sculpted, I'm going to get in and out of here with a sentence or two and not waste your time. That's what you need. But you've been... That hustle to survive for 20 years of career, bounces through small comedy clubs at the beginning, right? The hardest parts of this and maybe the most joyful were back then because- It's always more fun when it's early, and that's when you're not plugged in to enjoying it, and you should.

00:47:38

You should enjoy it.

00:47:38

You don't have the years of wisdom to know that then, right? That comes with only time. Oh, I should have enjoyed that more.

00:47:45

Yeah, but you don't because you go to a room now. Back in the day, there used to be rooms that were turning to a juke joint after the show, and you could stay and just dance and talk and just meet and interact with people. I met to work in the South on a weekly basis and make enough money to pay bills. I'm talking if you're trying to clear anywhere from 25 to $40,000, which is what I cleared eventually as a middle act before I moved it up to a headliner. We're talking '01 through about '05.

00:48:21

$100 a show, $200 a show.

00:48:23

Correct. Now, they're not covering gas in between. And if you have an off night, you got to figure that out. You You can lose 50 at a hotel room or you can flage it. Sometimes I will go do day labor and use the money from day labor to pay for the hotel room wherever I was in that town. So just get to the city a day early, show up at 6: 00 AM with some work boots on, do a shift, come home at 5: 00, go get a hotel room. There were ways to put it all together. But, yeah, those were good times. And I met a lot of people and a lot of great comics that I got to open for, I got to work with. And the thing that really is impactful about that now is that a lot of those people, they've either quit or they've died or they've made it. Just knowing those are the three lanes for a comedian. Some suicide, some bad health. But depending on the comedian, you could almost akin quitting to dying if they didn't want to quit, you would ever life thing happened to you.

00:49:31

But that's why it's the hardest thing. To me, that's why I'm saying I don't think people understand how hard you had it. It's a community of what? How many people right now who could pick up a phone and do a 50-city tour? How small is that world?

00:49:46

I'd say if we're going across all genres, all races, I'd say about 500. If that. 500 comedians right now that could do 50 cities.

00:49:58

Or to make a living at it, not truck stop to truck stop. It's a very hard way to make a living, and there's no safety net.

00:50:06

Solely paying bills off stand-up alone, no other income coming in, I would say about 500. I could be off I know some comic might argue a thousand, but I think at that point, you're talking about openers. There's not 500 comedy clubs. There's some theater venues, but not everybody can play a theater. Well, say everybody can play a comedy club. There's 50 states. You're on the aggregate, let's just say there's three comedy clubs per state, some high, some low. That's what, 150 clubs? Fifty times three? Yeah.

00:50:39

There are how many people in the world who can appreciate just how hard it is to do this? Because if they're quitting or dying, they're not living to tell about it, right? Yeah.

00:50:52

I'd say a thousand. I would say if we're counting open micers and emcees and feature acts and stuff, I would say it's probably 3,000, 4,000 comedians that hold the title and at some point have been paid at least a dollar to do it. But of that, 4,000, I would say probably 500 or so.

00:51:15

Along the path and given that the truck stops were the beginning and there was some joy in it because you were chasing something and it was better than jail. Has the industry beaten you down in a way that would in any way look like what your father was after 20 years of the industry beating him down, that you start with this idea of, I want to make a living being funny. Then everything that happens in the industry is so stupid, unfair, greedy, silly, that you just get beaten down by it, and it sucks some of the joy out of the fun.

00:51:47

Well, then it also gets to a place where, do you want to keep talking about those things? I think that's part of why my dad did a jazz show. I get that now.

00:51:57

That's what you have to do. You just have to go on a touring But that's what sports is for me.

00:52:03

I enjoy that because I don't have to sit and yell about world issues. There's a stress in that. I saw that through Trevor Noah because Trevor, at least I had days off now and then as a correspondent, Trevor's in there every day hearing all the bad stuff and then choosing the stuff that we can make a show with. That takes a toll.

00:52:22

Well, what was that, by the way? You mentioned that earlier, and I wanted to ask you a follow, and I didn't about just you said how hard it was for him, not just following John Stuart, God Almighty, but just, okay, who are you and why are you talking about these things?

00:52:36

Who are you and why are you talking about our business? Where's our dad that we've loved all these years before you? And then, meanwhile, behind the scenes, he's reading all of the most horrible shit on Earth every single day and then deciding what stuff to put on TV and then getting criticized for that.

00:52:54

Race and xenophobia, not just race, like every other.

00:52:58

Don't revision his history You Trevor Noah. There was a lot of hate on him in that first year, a lot of unfair hate. Then it became love over time and repetition and just him working and just doing what he does and people eventually coming around. But out the gate, it's very hard. I don't think The next host of The Daily Show will necessarily have to deal with as much of that from the outside. But internally, it's still a very difficult mind-bending job to just sit and take all of that in. It is exhausting. At some point, it gets you coming home with with a thousand yards stare like our fathers did. I don't know if that's what I would want. Is there another show option, perhaps? Can you pepper in some other shit in between the segments? That's where my brain- Oh, but I just think one of the reasons that I would advocate for you doing this show, you tell me if I have any of this wrong, because they're just observations from afar.

00:53:56

But because you realize that the platform that that is, for you to be able to do that show in your voice, your way, by hiring just a handful of people who can put your imprint on it, I can see you doing that show with your experiences and your growth in a way that's super uncommon for anybody with real confidence, with real confidence to be yourself on television because you know this playground. That's why I think you'd crush it because you would imprint it and you've been working all your life for this moment.

00:54:29

I'm thankful, and I'm appreciative of that perspective. I've done a lot of things that would say that I could do that thing well. Now, you have to convince an exec who does not want to take chances in a time where pretty much every studio wants to do the safe thing. They want to do remakes. They don't want to rock the boat because if you do something truly different and it doesn't work, it's your ass. You have to convince that person to do something different because what's wild is that everything that you're talking about with me, that would be considered a radical approach to television by some studios.

00:55:02

But you would play with the form by zigging when others are zagging. You've been doing that all your life. You have been looking for the spots when you can... If I gave you, if I armed you with a team of writers right now and said, Do a political show. Okay, it has black in it, but no, that's not... You're doing a show for everybody that has broad appeal. You are uniquely qualified to walk that tightrope.

00:55:25

The shows in Late Night that we respect the most that have done the best were done by people who the execs did not get in the way of. So the question becomes, will people creatively obstruct me and keep me from doing the things that I want to do that best fit me? Because, listen, I get it twisted. There's some shows out there where people want to hire you to do what they think you should be doing. They don't want you to be you. I look at you and I think you can be a good version of what I need you to be. So let me just take a little bit of that creativity away. Let me knock away that little part of your person out there. Now you're perfect, and now you're miserable. They didn't tell Konan what to do. They didn't tell Arseneo what to do. They tried to tell Trevor what to do, and then Trevor told him what the fuck we going to be doing. So that part of it, I can't control. And I'm not going to just accept something if it means that... Would you drive a Ferrari if somebody Nobody else was controlling it remotely.

00:56:33

It's a Ferrari, and you got a Ferrari. You had a Honda, but now you got a Ferrari, but you have no control over the weather it's turning left, weather it's turning... They decide where you go in the Ferrari.

00:56:44

I'm a bad person to ask, though, because I left the Ferrari because they took one bit of control away from me. I wanted no interference. I didn't think I was doing anything that was that blasphemous.

00:57:01

We are at a time in entertainment, sports as well. We are at a time in entertainment where talent, to some degree, can dictate what they want and what they want to do. And the execs don't necessarily have all that power, which brings me back to that original point about Pat McAfee, and that it used to be a setup where, Hey, I think you're talented. Come with me. I'll help you find an audience on on the network. Now it's more of a, Oh, I see you have an audience. Would you like to come be on my network? And that's not a knock on Pat. You built your shit. Go get your bread. But I think that is a true viable path to all of the other things that we thought we needed a degree to go and get. And so now we're at a time where you have execs across all these networks. They're all going to have different financial mandates, and who knows how much the writers and the actors are going to get when we settle. But when we do, it's going to change some financial models. So when those models change, your priorities and your creative goals are going to change.

00:58:10

And what are those creative objectives from the networks versus the creative objectives from talent and people like me and going, No, that's not what I want to do. This is what I want to do. And either you're with it or you're not. Or you go over here and you fucking build your own shit. You pull a lebatard, build a studio, some neon up. That's right. I don't know if I can afford all this.

00:58:32

Just neon. Yes. We spent a lot of money on the neon, and we blew the entire budget on the neon. You really admire, it sounds like Trevor Noah, because you saw close up how unfair all of that had to be to try and navigate that comedically.

00:58:49

Yeah, but it's America. We judge foreigners harsher out the gate. That's just what we do. Who are you to come here? Okay, I like you. And That whole sentence took about five, six years. We didn't get an Emmy nom for five years as a show. I think when we won, it was for a digital. The actual show itself didn't get a nomination for a while. It's just people looking and seeing and trying to decide what he was doing. I don't want a show that puts me in that place. I love Trevor Noah. But you don't quit live on the air because shit's going good. You step down because you realize you're ready for a change. Well, then there had to be things that incentivize that type of change. Doing a job that meaningful, there is going to be stress. There has to be. It's a show every day. That's not easy to do. But what I'm trying to be cognizant of as I grow is figuring out just how much of my I want to lose in all of that. Because I don't want to be the guy that's just yelling about government every night.

01:00:08

There's other things to yell about.

01:00:10

It's interesting because what I hear, you correct me if I have this wrong, because you're in the running for a job that would have safety in it, that would allow you to raise a child without being in 50 cities over the course of a year away from a child that would offer security. It sounds like what you're saying is it is possible that they give me all of these things that would be the dream scenario, and I get there from one day to the other. As soon as I land, I'm unhappy because I realize that the people I'm working for are not going to allow me to do this the way that I want to do it. Or worse still, I'm going to get a little bit of turbulence, and they're not going to support me. I'm going to get inevitable turbulence when I start, and they're not going to support me, and it fizzles in six months because as a black man, I have this much margin for error.

01:00:52

I agree with all of that. But the option also still remains to just go and do your own thing. Everything you're saying could also still happen. People go, Oh, yeah, we like it. Yeah, we'll do whatever you want. Then you show up and it's like relationships. Yeah, I don't have a problem with you staying out late. Hey, why are you always out late? It could be either way. I just think that going into it thinking that, and this is for anybody that's trying to do late night, going into it thinking that whatever you're going to get will mirror what was before COVID You are mistaken. The creative taste of people are different. The fiscal access is different. They're replacing James Corden with a game show. It's not because at midnight isn't entertaining, but it's also because At Midnight is cheaper to produce than The Late Late show. That's what they think about late night. Tradition don't mean shit. Money means everything to those entities, to those stockholders, to those people.

01:02:00

It doesn't mean that they're wrong, though, that it has changed so much. Late night has changed so much that they can throw a game show on there, and people are just catching clips in the morning anyway.

01:02:11

For the most part, you're making tomorrow's Internet today. So how do you make this more relevant in the now? There's not a lot of live TV events that I think people clamor for that are non-sports. I would say the White House correspondence Correspondence dinner, that's still a relevant live thing.

01:02:33

I wanted to ask you about doing that because I feel like if you can do that, you can do just about anything.

01:02:39

Yeah, but the correspondence dinner, nobody was in my way. I had my team of writers who understood me. I think that's a degree of what you need. But I think networks and I think talent are both trying to predict what late night will truly look like on the other side of the strike, and then that's when the good ideas are going to flow. I don't think the Daily Show is going to go anywhere, regardless of whether or not I'm the host, but it is going to creatively evolve. It has to or it will die the same as any other show that can evolve. It has to fiscally all.

01:03:15

That's just- But this is what you're looking at, right? That's my light in the end of the tunnel coming to run me over.

01:03:22

I'm not looking and going, Oh, I might get the host. It's going, I don't figure out how to fix that show. I need to come up with an idea that it's that is affordable, that I can do every day, that doesn't stress me the fuck out. That's also funny and poignant and fresh enough that people would want to watch it on the day, not tomorrow on the internet.

01:03:42

All of which you can do with 15 writers. Ten?

01:03:46

Ten. Well, I don't know. Depending on the guild, there's going to be minimums that you have to carry for late night. I know right now, Daily Show, we carry We carry it pretty good. We got a deep bench, but we had to because we had a bunch of- You would be inspired, would you not?

01:04:05

I know I can get your eyes to twinkle if I tell you, 10 writers, go do your own show, do it the way that you want to.

01:04:13

Yeah. If the guild said twelve, I'd rather have 12. I think the guild is going to say 12. I think that I don't know all the- But you don't need 12.

01:04:20

But you don't need 12.

01:04:21

I don't need 12. You can do it with 10.

01:04:22

You might be able to do it with 8.

01:04:23

But if I say 8, then everyone's going to do it with 8, and then you've fucked the whole.

01:04:30

But this is how you have to think right now. Man, look, 20 years, you've figured out how to hustle your way to money through evolution in this business. It has changed for all 20 years, and now it changes again in a way that's even more dramatic, more seismic, and you are now living a bigger lifestyle with a child that has different responsibilities.

01:04:50

Correct. But then there's ways you can play within those margins, right? I don't want to get all David Samson, how to finagle the salary cap type shit. But I could carry 12 writers, and if that's more money, then you could shoot two episodes on one day and save a production day. That's one way to get... That's what a lot of daytime talk, but they do that because their shit's evergreen.

01:05:15

I feel like if I gave you just the skeleton to create a budget for this show, you can come in. Why are you creating their bones?

01:05:23

I don't know.

01:05:24

I'm just saying that I believe that I wouldn't have to give you to make a good 50-minute show.

01:05:32

What if you did it like Leno in the '90s and just had strangers fax you? If you use the joke, give them 100 bucks. That was a true thing, by the way. The Tonight show had writers, but They also just had random committees across the country who would essentially tweet back in '92.

01:05:50

Roy, the reason that I wanted to talk to you about some of this stuff is because you appreciate the industry enough and the history history to know that Jay Lena was hiding in a closet when some of these decisions were being made by executives, whether it be him or Letterman, to replace Carson. You come in as a new age of comedian on the funniest daily show that there is that replaces Carson in some ways in America and makes the network matter because what you guys were doing, people were hunting it down.

01:06:23

I think it has to be as fresh as possible. I think The biggest hurdle, in my opinion, for late night as a whole is that it records too early in the evening. I think that's one of the biggest problems is that you're recording a show at 5: 00 PM to go on at 11: 00. And it's not just Daily Show. Jeff, Jimmy, everybody records early. Jimmy Fallon, not Kimmel. I don't know what time Kimmel. I've never done Kimmel. But I think that making something closer to air time. If it's more expensive If you have to go live-live, then don't go live-live. But there has to be some degree of freshness to the content. The conversation needs to be as prevalent and fresh as possible.

01:07:14

Well, it has to evolve to the modern age in a way it hasn't, correct? What you're talking about is if you're taping something at 5: 00 PM, it can be dated now by 11: 00 PM in a way that it couldn't be 20 years ago.

01:07:26

You can't live like that anymore. That's the first. That's the one change. Any program that I do that's late night, it has to be live or damn near live. The only thing that's closest to damn near live is the Breakfast Club with Charlemagne and Envy. In the mornings, they come on BT at 9: 00 AM. What you're watching at 9: 00 AM is stuff that was said at 7: 00 AM. It's less than two hours. The content is not even 2, 3 hours old, and it's already on air. That's being on top of the conversation. That's being ahead of the curve. I think that's where late night eventually is going to have to start going to. The other issue, in my opinion, if we really want to pop the hood and do a diagnostic, is I also think that the places where young people get their news doesn't always mirror the way in which news is parodied. Does that make sense? Yes. So when you look at regular TikTokers walking down the street that are spitting real knowledge, and then you look at a lot of different podcasts now that have viewership that's higher than some local newscasts in certain markets, those vehicles, the visual medium of that matters.

01:08:40

Flip that shit. Parody that. The thing that's weird is that I don't imagine the TikTokers and the podcasters would be as offended as the local media would be for being parody because they come from a different comedic sensibility. I think that more. When I look at the type of show I would want to do, I know the win, and I know the creative visuals that I would sprinkle in there.

01:09:13

But you wouldn't be given the freedom, right? The only way you can have the freedom is to do it all yourself.

01:09:17

Probably so. Unless someone came in with a disgusting amount of money or a disgusting amount of true trust.

01:09:25

But if you put five of your comedian friends together in a room, you would dominate dominate the sports podcast market. If just you and a couple of your comedian friends, you and Neil Brennan decided to...

01:09:39

Neil is a good friend.

01:09:40

I'm just saying, you guys are a lot funnier about sports than the people I talk to every day.

01:09:45

We literally text him every day about sports, ironically.

01:09:52

And how stupid it all is because you've outgrown it. Both of you have. You've learned some things in adulthood that make sports this the only little thing that exists over there that comedians would have a good time parading in a way that would get audience very quickly because they're so little, weirdly, they're so little funny in this medium. I don't even get why they're so little funny.

01:10:13

Do you think sports journalism has benefited more or less from the flood of podcasts from athletes. I like it. I think that some are better than others in terms of the journalistic structure and the conversations they're trying to have. But I meant I've enjoyed seeing active athlete, and it's predominantly basketball. It's not really a lot of baseball. I think football had I am athlete, but I think they broke up.

01:10:43

I love how competitive all of this stuff has become and the meritocracy and athletes flooding to it with understanding. Many of them will get weeded out. It'll be survival of the fittest just like it is in sports if they're not actually working at it, if They think they can just get on a microphone and talk because they're famous and that people will keep showing up.

01:11:05

People know when it's mediocre, even if they can't identify why, they know when they're getting to put it.

01:11:10

Travis, Kelsey said, podcasting is the hardest job in the world. I'm looking at what he's doing I'm like, What's the matter with you? But the idea of having to be excellent at it, not enough of them care that way, but all of them have seen what's happened with McAfee, if the punter can do it. But what he has done is he's created a community community around nine dudes he's frolicing with, and he's appealing to middle America, and he's not doing any of the stuff that's going to bother Disney because it's going to get headlines in the political race realms.

01:11:43

Yeah, but I think a lot of the athletes, though, they tend to be more open with one another. I wonder if that's because they have a familiarity with the person across the table or if traditional sports journalists aren't always as chill because they are all default into button down mode, which makes the athlete button up, which makes him not tell you the good stories.

01:12:08

Edrin James, I remember being in Immokalee with him, and he's in his Bentley, and he wasn't telling his story to anybody. He's like watching Scarface on the television of his Bentley.

01:12:18

What year is this? Is this straight after you?

01:12:21

No, he's had a couple of good years with the Colts, so he's a star, but he hasn't told anybody his story. We ended up putting him in the magazine cover in a way that scared America with just gold teeth and dreadlocks and everything else. He was giving his first interview where he was talking about things like, Yeah, I'd ignore my coach if he said to Neil here in this situation if I've got incentives in my contract that pay me for touch downs. I ignore Payton Manning and everybody. Don't put it in my contract if you don't want me to ignore the coach and go get the money that's in the end zone. But he took me to tell his story because he trusted no one, and I would do well enough to get close to wherever he was while not being able to get close there at all. Not at all, right? He was selecting me as the journalist to tell his story because he's looking around and didn't feel like there was anybody who looked like him who would end up telling the story. There's all sorts of muddle between the athlete doesn't trust us.

01:13:22

I don't blame him, the athlete generally doesn't have very much in common with us. Of course, if I put you in a room with comedians, you're You're going to probably enjoy the conversation with all of the connection points about comedy than if I just put you in there with any journalist asking questions.

01:13:37

Yeah. Then how do news outlets compete with that then? How do you compete with an athlete giving more to a podcaster than to your own reporter? Because some of that stuff, the conversations on some of these podcasts, are as good. Some of the JJ reddits that JJ gets out of my fact, it's as good as stuff that would be on a Sunday morning.

01:13:59

He's working on it, though, it's not just that JJ is sitting down with somebody and they respect JJ because athlete X is looking at JJ and saying, You couldn't have shot 40% from three unless you really care deeply about the way that I care about this sport. You are excellent at what you do. The respect is built in. Then JJ treats it as like, How do I get content out of this person? By just having a barometer for what's interesting.

01:14:22

Are there any athletes that you found that liked the criticism? Because I know they don't like it, and probably that's part of why they probably go talk their buddy who they used to run with in G League.

01:14:35

I wouldn't say like criticism necessarily, but I do know that Barkley is one who just is immune to it, has developed the skin.

01:14:45

It wouldn't take the interview off track. When you have the one or two criticism questions you have to eventually get to.

01:14:53

With Barkley?

01:14:54

No, with any athlete. Were there any athletes where if you criticized them, if you brought up a criticism within the interview, then you would see their energy shift, and then the interview is basically done, or it's not the same.

01:15:06

Are you asking if there can be an intimacy in an interview where an athlete is actually welcoming a criticism he or she hadn't considered because it is constructive and would therefore be helpful? Correct. Does it strike you that that's the dynamic in sports interviews?

01:15:21

But see, I could do that with a politician. A politician wouldn't care. Not the real ones, not the ones that are career politicians. They're already there prepared.

01:15:32

You've seen this machine so deeply from the inside how silly a game it is. Even you have to be surprised by what's happened over the last six years in this country.

01:15:42

You want to talk about the correspondence, Jenna. You know it was really wild. I was going to the after parties and just seeing all the people that be yelling at each other on TV, just drinking and kicking it. I'm like, What the fuck? You're drinking with him? You're talking... Weren't you all just on the... Oh, you're all friends because you used to work together on the thing five years ago when that network wasn't as divisive, and now you have to choose a side and you have to feed your kids. It's just the equivalent in them booking their 40 cities. They just think, I got to eat.

01:16:22

That's not happening with Draymon and Jordan Cool.

01:16:25

No, I don't think so.

01:16:26

It's that overt, though. It's that brazen. It's that brazen of If that they're all professional wrest just stealing from us.

01:16:33

But nobody would believe it if you told them. Then also the general public, the lie is more comforting. I don't want to accept the truth because then that means I have to unpack everything I've ever believed and then reprocess. It's too much work.

01:16:50

So you haven't been surprised by the last six years?

01:16:53

Not particularly. But then I also had a father that took me around to every Democratic primary. I remember, I can take you back to '84, my pops had me backstage with Jesse Jackson when he was debating Michael Dukox as... I've seen it all. I've met these people and some of the politicians Americans, Democrats as well. Not always good people off-camera, off-stage. Some of those people over the years... You have to remember my father, he covered a lot of politics and a lot of civil rights leaders and a lot of people who were relevant to the Black cause. If those people came through Birmingham, they came to the crib. So I haven't seen them. I'm middle school, but I can reconstitute it now as an adult and understand what the vibes were. Not everybody was... I'm not going to say they weren't noble, but I think that there is definitely, well, what can I get out of it first-ism within most politicians. You didn't realize how dumb that was, the wild backstage on Jesse Jackson and Dukakis, right?

01:18:08

You're too young. No.

01:18:10

I'm learning I'm a bill on Capitol Hill and everything's great. We are elected President against the most votes. And then you get to college, Electoral College, dangling chats. I was in the group that marched when Jeb Bush wouldn't certify the Al Gore, blah, blah, blah in 2000. You get older and you go, Wait a minute. This feels like a hustle. Oh, you're redrawing districts. Are you? A gerrymandering. Didn't learn that in 84. It was just vote. Then most people vote, then you win. It's like, Oh, okay. Even when you're in office, you're still... A lot of people are running hustles. I spent time in Black barbershops where you hear grown men conversations as a middle school, as a high schooler. I understood how city politics worked in Birmingham. And once I understood local civics, I just took that and just applied those assumptions to state and national politics for the most part. And for the most part, I've been right. It's not really There was a then mayor of a Birmingham server. He eventually became a mayor of Birmingham, a gentleman named Larry Lankford. And Larry Lankford at the time was trying to build an amusement park in Birmingham Birmingham proper to cut off traffic from Mississippi.

01:19:34

People from Mississippi were coming through Birmingham to go to Atlanta to go to Six Flags. So Lankford's idea was, let's build our own little thing here, and maybe we can siphon some of that traffic, boost the tourism, blah, blah, blah. But Birmingham has, I don't know, I'm just spitballing. Let's just say there's 10 suburbs. Each suburb has its own mayor, but they're all part of the county commission within Jefferson County. So Birmingham proper is not liked by the other outlying suburbs. If it's good for Birmingham, the other suburb... And Larry Lantfer came in that barbershop every day for about two years and just gave the play-by-play of where he was on trying to get the other suburbs to play ball. And eventually, he got the deal done. And Visionland was built. It's Alabama adventure now. It's still there. Wonderful park. Go there. All wooden roller coaster, beautiful wave pool. But just as a high school student listening to this man talk about just trying Trying to get all of the suburbs to agree to put in a little money, to build a fucking park, to bring in money so we can split the money amongst all of the municipalities and we all grow.

01:20:47

Complete other bullshit. The type of stuff he... Just cutting deals and having to meet and go and talk to... That was my first lesson in local politics from a dirty level where, okay, for this guy to approve it, you got to go do these two things. And this guy, he'll... Like stupid shit. I need Alabama tickets. I want to meet Jean stallings at the next...

01:21:15

I know. I give you a couple of tickets to an 8 and 4 Jean stallings team.

01:21:20

Literally.

01:21:24

I can't imagine what it was like for you or where your imprint from Birmingham resides?

01:21:32

It's a great city. It's a great city. I think that Alabama as a state, there's always going to be some pockets of BS in a lot of different cities. But I think we assume one spot to be everywhere else or be like... We've had great mayors over the time that will try to do the right thing, and then that gets struck down by Montgomery. They He passed increasing minimum wage to $15, and then the state struck it down and said, statewide minimum wage is $10. For no reason.

01:22:07

Just because they could. Yeah.

01:22:09

What you all up there doing? You all trying to be good? No. Shut that down. What you all doing up there? You all trying to take down a Confederate monument? All right, $30,000 fine. Just little stuff, just to poke at you. But it's a resilient place, man. I think people come together. That's why even when you look at the Carly Russell situation back home with the young woman who faked her own kidnapping for God knows whatever reason. I'm sure clearly some mental stress or whatever the hell. She came out, said she lied. Okay, fine. But if you look back at those first two days when it happened, that whole community came together and looked for her. I would pray that anybody is blessed enough to be from a city or a place as communal It was Jefferson County, Alabama, where everybody came out, Black, White, whatever, to literally just walk the way forest for a stranger. Alabama is also that. You make sure you say that when you start talking about all the policies and you start talking about all the laws and stuff that really we don't have that much control over because of the way the districts are drawn.

01:23:22

When you talk about the goodness of a place or whether or not a place is meaningful, well, we We don't treat anybody from our community as if they're disposable, even if they might be lying. There's a nobility to that. I think that's something about Alabama that I think a lot of people get wrong because those are the stories that people don't see. Those are the stories that don't get thrown up on the television as quickly.

01:23:49

But how are you imprinted by it? Because it sounds like some fierce Birmingham pride is coming through there as if America misrepresents what a community is because it can be good at its core and then be corrupted by everything around it. Yeah.

01:24:04

I think that Birmingham has given me a lot of pride in my Blackness. It's given me a lot of pride in fighting for equality and what's right. For me, what I've always tried to do with my comedy, though. I'm not Dick Gregory. I'm not Paul Moon. I'll never be in that orbit. But if I can make you think just a little differently about something that you thought you knew. For me, that's enough. I don't know if I have the power to change your mind about it. I don't have the power to yell at you about it. I don't have the power to make you feel guilty about it and still make you laugh. And that was the brilliance, to me, of Paul Mooney and Dick Gregory, was that they could get into something far more emotionally visceral and then yo-yo that shit two sentences later into a punchline.

01:24:54

I don't know anything about Mooney other than these two things I'm about to tell you, which are that other comedians admire his style of comedy and also that he was very hard to get along with.

01:25:09

Yeah. I never worked with him outside the Comedy Clubs. He was fine, but I have heard professional stories, studio execs or the writer couldn't get this, that, and the third. I couldn't speak to that, but he was always kind and treated me with respect.

01:25:23

It is possible that he got beat down so much by the industry, that But an unhappiness was bred there.

01:25:32

I'm telling you, I have heard the same stories about him. I don't have a personal story in that regard. But yeah, you definitely look up one day and you're stressed about all of this. But I've never been negative in that sense. My dad, I remember one time in the seventh grade, I was in a dunking booth for our soccer team, and he didn't raise money for uniforms. My pops found out, and he came, and he cussed me out in front of everybody. It was like, I got straight undressed by my pops in front of everybody about, You don't make a fool of yourself because it was a fairly mixed situation. And there were some white people that were throwing balls. There were Black people in line, too. But he turned that corner, he saw that White person trying to dunk a Black kid. And he just said, it It might be a joke to you, but it ain't a joke to them. I never understood that till probably a decade and a half later. But he was not... You can raise money, but you're not going to raise money like that. You're just not going to let people do you like that.

01:26:44

You got to have some self-respect. If you're going to joke, you got to have self-respect. To this day, I don't know if my pops would approve of my career until age 33. When I started talking about real shit, stopped doing jokes about gas prices and student loans, which I'm sure he didn't care about. But no, I think that Birmingham is just a place that... Alabama is a place where if you're not from there, I can't trust you to help it. I don't know if you're going to, so let me go and see what I can do. I try to do... I do stuff with various charities down there, too many to name. Metta gave me a bunch of the headsets, the Oculus things. We got with Metta and winReality, the baseball VR batting practice, and they put the software on them shit for free and went and gave them back to my high school. So you all can learn, donate to the School Resource Center so the other students can just Web 3. 0. If I don't do it, I don't know who's going to do that. In a perfect world, I would love to do more of that for all of the other schools in the city as well.

01:28:10

But it just takes time. It's just bit by bit. It's definitely a place that's special to me and that I don't even think that my final chapters are written there. I don't think I'm going to be in New York the rest of my life. Now, I don't want to move.

01:28:26

I don't want to- But you talk about it with a longing and a love that I'm guessing you don't talk about any other city with because it sounds like the roots beyond you of your family structure and what they cared about, that everything that you loved comes from there and that you had to get out of there in order for your career to blossom. But it doesn't sound from the way that you defend it like it's a place that you ever wanted to leave if you could do all the things that you wanted to do anyway.

01:28:55

Yeah, if I could have done it from there, I would have. But the hardest thing is to realize you can't and then go do it somewhere else, then come back and give the recipe to all the others. I feel like a bee that went and found the pollen. Every now and then, I go back to Birmingham and I do a goofy dance so you can know where the opportunities are.

01:29:12

I remember being CAA. As you mentioned, the economy of what Hollywood is and how it's run by a bunch of middle managers that will squeeze all the juice out of the industry. I had offers in Los Angeles and New York to do stuff and was told it can't happen in Miami. It's not a thing that can be in Miami because you need to be in one of these other places. I was CAA's worst client for 10 years because I refused to do it anywhere other than Miami because I wanted to be tied to exactly what you're talking about. There's no other city that I talk about that way, where I love it because I see things that you don't. I know it's a bejewel dumpster, but I know where the jewels are. I know because I've lived here for 40 years, and I really do love the place.

01:30:02

I had that same conversation with Comedy Central. 2018, I had a comedy, I had a sitcom pilot, Jefferson County Probation, where I played a probation officer. It was based on a probation officer I had who was super dope and helpful and just literally was one of the most important characters in my life at the time and helping me grow. So what would the criminal justice system look like if recidivism had people that actually cared about you not coming back to prison? So I went to Comedy Central and I said, I want to shoot this show in Alabama. I think the South, each Southern city is uniquely different in that it can play a character. The way New Orleans as a city is a character within the show. There was a sitcom on Fox. Dig for it. It was Anthony Anderson and I think Cole Hauser, and they both played. It was a buddy cop comedy set in New Orleans, Fox, Early Arts, K-Town, K-Ville. My memory is fucking amazing. The way they use the specificity of New Orleans as a character in that show was beautiful. The way Hustle and Flow uses Memphis as a character, the way P Valley uses Mississippi.

01:31:22

I wanted to do the same thing for Alabama. I went to Comedy Central, I talked to them about it, and they're like, Well, Atlanta is cheaper. We can cheat Alabama. I go, Yeah, you can, but you can't cheat Alabama. There was about $200,000 differential in production costs, which is a lot. That is a lot of money to not shoot. Atlanta was 200K cheaper. I go to Birmingham, and I spend about six, seven months in Birmingham just talking to all the people I need to talk to, basically pulling a Larry Lankford Amusement Park move. How can we get the county on board? Let me go talk to this guy. What is this guy? It's just literally all of the- You were Larry Lankford. I turned to Larry Lankford.

01:32:07

What a plot twist right there. You're making deals between the suburbs to see if you can get 200,000 $1,000 reduced to get something to be more authentic and less corporate.

01:32:19

Hey, County Commissioner, I need you to make sure that we get this tax incentive for this thing that's going to be good for the county. We're going to rent equipment from this spot, and then you go over to this spot, Okay, we're going to use a caterer from this spot.

01:32:32

We're going to help the local economy.

01:32:34

And we did. We had 90 people on staff, 63 were Alabama residents, 13 in cast, 10 were either Alabama residents or ties to the cast. Legitimately put money back into the city. The mayor of Birmingham, Randall Wolf, and he was integral, Don Lupo. So many people came together for something that was inherently to shine a positive light on the state of Alabama. We ended up doing it for cheaper than we would have done in Atlanta. We beat the 200K. Show didn't go because of COVID and the ViACOM merger. That hurts. That shit happens. That hurts. Dude, I was down in Montgomery. We had created- How long did that take you?

01:33:13

That seems like such a cool project. About a year. It just all gets wasted, right? That's happening so much in the industry right now.

01:33:19

It took me about a year to figure out. I'm going to Birmingham once a month. Just spending three days.

01:33:25

Just to put it in a library somewhere. You've got something that's good, and it It just got bought because why? Or it just got- We merged.

01:33:35

We didn't like the pilot, so we want to rewrite it. Oh, the person who's in charge of your project got fired during the merger. We'll find a new project. Oh, COVID hit. End of COVID. Oh, we're not doing scripted stuff. We're getting rid of everything on Comedy Central except for South Park and a daily show. But hey, that was a good project. Good job. Let us know when you have your next idea. That's it. And it's dead. That's the game, bro.

01:33:59

That's hard It's heartbreaking, dude. That's the game, bro. You poured your heart into something.

01:34:05

I should have poured my heart into this. That should have been the second project. Maybe my mistake is trusting on the first project. But I also didn't pay enough attention to which way the winds were blowing in the industry, that that show was never going to get more than two or three. The shows that got green-lit over us died after two or three seasons, and they got eaten up in the grinder as well. I don't know. Maybe I could buy the show back from the That work. That's the crazy thing about the entertainment industry is that you have to... If they give me money for an idea, they own the idea. In perpetuity. In perpetuity. If I move to Pluto, I cannot do a show about a probation officer, even if it's set on Pluto, because they own the idea of Roy as a probation officer.

01:34:54

It's not just that they killed the project. It's that your heart and soul is now tied up in a vault somewhere because they paid you for it. You can't go back and even do the show with somebody else if you wanted to put in all this sweat again.

01:35:06

Unless they were fully reimbursed dollar for dollar for every single thing that they spent money on to make that original project, including the rewrites for the second run of the pilot. They will want every dollar back, and even still, they may not give it back. When the time comes and I got the money, I'm going to step to them about it because- When's that time going to come, though?

01:35:25

Because we were talking just before, I don't want to betray your confidence here, but you said we can go anywhere. Just before we turned on the microphones, you were talking about, I'm going to say, mumbling something spiritually cosmically related where you were saying, I really have to consider the signs about doing this all on my own?

01:35:49

I think that the more I look at the industry, I think that the next project I do will probably be something that I conjure out of my own head. I don't know what they're going to do with The Daily Show. I don't know what other networks are looking to do with their show. At Midnight doesn't have a host yet, so my name could be in the half of that. I don't know. But the more I look at this time where there's industry stillness, your brain goes back to truck stop mode, where you're just sitting. And that's when you start firing off all the good ideas. And I'm going, Oh, well, Let's do that. I'll just do that. You start doing the math on it.

01:36:35

With the time to think for a moment because you don't have to hustle to the next paycheck, you can do it the same way that you did it in college when you said, It pays 27 $7,000 if I go into comedy, and it pays $19,000 if I do sports writing. It seems I should do comedy. Correct.

01:36:52

If I have an idea that can reach as many people and I have more creative control, then that might be the better play than going in, playing in somebody else's sandbox. And I don't have anything to put against that yet because those offers haven't come in because of the strike. But I'm also not going to wait until the end of the strike and then start ideating what the alternative is. The alternative may become the permanent. And I'm not afraid of that because what I keep meeting over the last couple of months is people that are now in their permanent alternatives. This is your beautiful... This was not the brainchild when you first started the journey. And now I don't you would have couldn't imagine me in anywhere else but doing this.

01:37:33

Well, it's interesting. In this space. It's interesting. What you were saying spoke to me just because I'd love to say that I had some great foresight about where the industry was going, and therefore I had to jump and do my own thing. But I felt pushed, and that's sometimes when you make choices as well, where I couldn't abide a fundamental disrespect of not having control over my own employees or lifelong friends or people that I care about. I think I would have stayed in safety. I would have not been able to make the growth to freedom that was required because it is. I just had this argument the other day with Stephen A. Smith, where he didn't like the appraisal that somehow the people who leave ESPN view themselves as more courageous than he is by staying. I'm like, But it is more courageous. Leaving is the hardest thing. Whether you're pushed or not, it's much easier to say in the safety net, the protective governances and the rigidities of the corporate. You could very easily take the Daily Show, have it offered to you, and Stay there for the next 10 years of safety, and they can have control over you, and you would feel like you'd sold your soul.

01:38:51

You would feel that way.

01:38:52

Yeah, to a degree. But then what you hope is that you're given an iteration of the show that is consistent what they gave John, consistent with what Trevor created for himself, where you're given space to be and exist on your creative terms. Now, there's going to be some trade-off and all that shit. It'll never be as perfect as you rolling solo, but you rolling solo may never be as profitable as you conceding some stuff. But what is it you're conceding? And I think that's the question that nobody can answer yet because of the goddamn strike. You can't wait on that either. So it's almost being pushed by proxy in a way. I had an opportunity to sit with Tom Joyner, a radio syndicator, Black radio legend.

01:39:38

Legend. As identifiable in the industry as anyone in the history of your history.

01:39:46

Correct. As whatever you think Howard Stern was for radio in his time during Terrestrial, Tom Joyner was that for Black audiences. I had an opportunity to spend a little bit of time with him, and that's actually why I'm even in town now. I get to sit with him a little bit. I'm trying to fit. There is an oral history of his show that needs to be told, and I'm going to tell it. That has nothing to do with my own career goals or whatever.

01:40:18

Oh, but it does, though, does it not? Just that you'd be able to tell the story of industry handed down in your family? The thing that you and your father cared about is Tom Joyner perfected it.

01:40:32

Absolutely. Created the concept of so many things that you see now, like the idea of a scripted audio podcast, where it's like a fictional story or whatever Tom Joyner was doing that shit in 1993 on a radio every morning, writing and rehearsing. I end up at the Rangers. I got to give a quick shout out to the Texas Rangers. They hosted us for HBCU to Black College Day at their ballpark, and they donated $5 of every ticket to the Tom Joyner Foundation, and we ended up there. I got to shout out to Isaiah Yates and Brother Kossas. I can't remember your first name, which I think is Roberto, but I don't want to be guessing on nobody's names.

01:41:14

That's all right. I just didn't realize we were in the shoutout portion of the program.

01:41:18

No, not even. I'm not trying to. I'm just this is all connected to Tom.

01:41:21

I understand that these are people doing a good thing, and I understand you're trying to credit them.

01:41:28

We're at this game Ray costs us. We're at this game.

01:41:32

You weren't going to stop until you got Ray Koss.

01:41:34

I had to remember because this is the first ever. That was the other thing. That was really dope that they extended their ballpark to Black College grads and let us kick it in, whatever. Tom is there. Tom's foundation has raised millions of dollars to send Black kids to college. And we're talking 40, 50,000 children over the years, like unreal amounts of money. And his syndicated show was so canon in Black Homes for so long. And we got to talking about it, and he talked about how he was scared to do it at first. Like, didn't even want to do it, didn't know quite what to do. Then over the course of the years, you're the number one show. You have all of these accolades and you're whipping ass, and it was still people trying to tell him what to do. It was still a trade-off, and the trade-off worked for him. But then I think about how little, I think corporate respects talent now. I think corporate in an unscripted capacity, I think we're past the legends. I think they look at everybody as just replaceable.

01:42:49

What a cool story for you to tell. It's because you don't want the history of what the tapestry of what that program was daily for a long time in an industry that now is falling apart, right? Because radio is not- This man flew from Chicago to Dallas every day to do two different shows.

01:43:07

For four years, I think, then birthed that into a syndicated show that entertained millions and raised even more for whatever disease you want to name. He didn't raise money for it. Whatever college you want to name, he didn't go to a six-digit check. Any Black college you can name, they all got money from Tom Joyner.

01:43:26

You don't want it lost to history.

01:43:28

No. And so But then imagine how much reverence you have for that project and that thing, and then you get to sit with the person, that brainchild, all of it, just on instinct. No one told him. He was just like, I think I'll do this, and this could work, and I'll do that, then maybe that'll work. There were people on the other side of the table telling him he shouldn't do it, or, All right, now that you're doing it, here's the rules to how you can do it. And this constant battle. You always imagine that there is this land within corporate interaction where they stop fucking with you. As an outsider looking in, I'm just a correspondence. I live a very easy life compared to a host of a show, right? But to sit with someone like Tom and have him just walk through all of the different issues just creatively, to be in this space, to be where you are and look at what you have and what you've chosen to say no to. People like you all have been the architects of your own careers based on your own wants. No one's ever told either of you what you were going to do.

01:44:43

So when I look at just even this trip to Miami, this is just something on some universe pushing me in a way to at least see and consider things of what could be and not having that fear of the light in the tunnel. And I think that's what we have to let go of as people, is that jumping is always going to be scary, but it's necessary. If you've done it before, you'll figure out a way to do it again.

01:45:08

Well, what does the most joyful version of it look like to you? Whatever it is, if you're doing your dreams, creating your dreams so that you can have the balance between being a father at home, because you can't want to be doing this. The idea of being inspired enough to create and hustle is admirable and probably feeds something in you that was in your 20s, and you're grateful to be able to make a career this way. But you can't want to be in 50 cities away from your son.

01:45:38

Not every year, no. I have three-hour specials left of me. I already know what they're about. I just got to write them, and after those three, I'm done. I'm blessed to be able to tour right now, and it's good material, but it's not the stuff that I'm going to like. The next three things are more about me. I want to talk about myself. I'm tired of talking about issues. Talk about me, talk about my father, talk about my son, talk about fatherhood. That's the stuff that I find interesting.

01:46:08

What's your next growth, though? It's your 40s and finding the voice. You said 33, your father. Until 33, your father would have been embarrassed by your material. Now you are closer to what your father's age was when he was raising you, and you've learned some things about life, comedy, business, fatherhood. You have material that's new, that's fresh. Yeah.

01:46:29

To me, and then I did an episode of Finding your Roots and found out all of this shit about my lineage. It's like, Oh, okay. Well, that's the stuff I want to talk about. That's interesting to me. Whereas before, when you're a young comic, you're doing the material that you know is going to get you chosen for TV and the material that you know is going to get you rebooked at a venue. If your shit lines up with those two sensibilities, fantastic. But when it starts conflicting, you start losing a piece of yourself as you older until you find an audience that wants to hear exactly what you are talking about. That's where I am now.

01:47:06

But that's where you are now in your career revolution. Absolutely. What are you, 44 now? 44. Yeah, you've got an audience now.

01:47:12

That wants to hear Roy.

01:47:14

That's correct. That means that is a value to what your library built over the last 20 years. Your Tom Joyner library of stuff. People who have gathered around you want to hear what your evolution is going to sound like because you still care about exploring I'm doing this in ways that isn't lazy.

01:47:32

But you are trying to build something that you've never built before, that your instincts are telling you are the right thing to build, that no one associated with the construction of that project can see and very few have confidence in. That includes your agents and managers. That includes the network. That includes other people you might need to help you write it. You really have to have blind faith. That's what I'm learning That's the muscle that I've been stepping into because I haven't had to work the blind faith muscle for a long time. Really didn't have to work it at all, because when I started, all I needed was $365. So I wasn't really betting shit. I was just doing something different for Shits & Giggles because I didn't want to go do an internship at a TV station and run a prompter for some drunk anchor. I didn't want to do that.

01:48:27

You say blind faith, though, but what It wouldn't be blind faith. You've got 20 years of knowing what your heart follows ends up paying off in happiness because it's not- The strategy. It's not your mind that's leading you here. The hustle has gotten you this far, but ultimately, you end up following your heart along all these paths, don't you? You don't ignore these signals, even if you're feeling them. You're not like, No, never mind. I've got this figured out. I'm going to do it my way. To me, that isn't blind faith. It's faith. It's faith earned through confidence of, You know how hard this has been, better than most, and you know what has worked for you. It shines through in your work that your work has confidence in it, and it's real confidence. I appreciate that, man. But I don't have it misread, do I?

01:49:16

No, no, no.

01:49:16

I- It's earned confidence. I definitely bust my ass.

01:49:22

But now, I guess, the penalty is for being wrong or greater. It's almost like the first time in a tightrope where you look down. I've been doing this 20, 25 years, and I've just looked down, Oh, shit. I'm really up here now.

01:49:36

That's how I feel. I can't fall. Yeah, that's how I feel every day. Oh, I am really up here now. Loywoodjunior. Com. It's tourdates, tickets. Again, he is your favorite comedian, favorite correspondent on The Daily Show. Thank you for being with us. Man, thank you. I appreciate your time and I appreciate your work.

01:49:57

I appreciate you, man. Thank you for opening your neon home to me, man. I appreciate this.

01:50:01

Expensive. The neon. All your dreams can come true if you just know how much budget to put in the neon.

01:50:14

Mike Fuentes. Chris Cody. Tell me your favorite thing to do while watching sports. Favorite thing to- Think hard now. Don't overthink it, but don't underthink it. Think the proper amount.

01:50:25

Easy. Yeah. Nice cold note.

01:50:27

Oh, me too, dude. I'm telling you, it's not just drinking it. You get a can in your hand. I give one to you. We both have one. We do that. And then the little bubbles start to pop up. Oh, my God. I just got goosebumps. Feel my arm. Goosy. Oh, wow. I have goosebumps legitimately from this Miller light, and it's a beautiful thing. Game day's hit different with Miller Lite in your hand. From jaw-dropping touchdowns to fantasy heartbreak, it's the beer that's been there for you every moment. I know you're 50 years old. You look like you're 31, maybe 32. Aging grace. That iconic golden color The simple ingredients, that hop. Oh, my God. I got goosebumps again. I can't stand it. Don't look at me right now. Here's the kicker, guys. It's just 96 calories, 3. 2 carbs per 12 ounces. The original light beer since 1975. I'm going to open another one. That sound. Still hitting different five decades later. So whatever your game day looks like, remember, Miller Time is always a good time. Miller Light, great taste, 96 calories. Go to millerlight. Com/beach to find delivery options near you, or you can pick up some Miller Light pretty much anywhere they sell beer.

01:51:30

It's Miller Time. Celebrate responsibly. Miller Brewing Company, Milwaukee, Wisconsin, 96 calories and 3. 2 carbs per 12 ounces.

AI Transcription provided by HappyScribe
Episode description

Late night shows may come and go, but for Roy Wood Jr. the hustle-and-grind never stops. Roy visited Dan in Miami back on July 25, 2023 for a South Beach Sessions unlike any other, reflecting on how far he's come from his scary, early days as a comedian and why he wanted to be the next Stuart Scott at ESPN. Amidst strikes and layoffs in a shaky entertainment landscape, Roy also shares what The Daily Show was like under Trevor Noah, and what the future of late night will look like next. Roy's new book, "The Man of Many Fathers: Life Lessons Disguised As A Memoir", is available now and go to RoyWoodJr.com for tour dates, tickets, and more.
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