In short
Deon Cole discusses originality in comedy and art, the importance of preserving entertainment history/OGs, and the difference between online fame and live performance. He also covers writing jokes, transitioning from stand-up to acting, and using personal pain/feeling as creative fuel, including his Netflix special Charlene’s Boy.
Guest backgrounds
Deon Cole is an actor, comedian, and screenwriter. He’s worked on major commercial work (Old Spice) and has written for prominent entertainers including Conan O’Brien, Nick Cannon, Tracee Ellis Ross, Diddy, and Ricky Smiley. He’s also acted in dramatic projects, with director/writer James Samuel (The Harder They Fall, The Book of Clarence) casting him for dramatic roles.
Key claims
“Corrective criticism” isn’t hate; originality prevents culture from sounding “alike.” Live audiences “can’t be cheated,” and bombing teaches joke structure. Comedy and acting require reps, but acting is about learning decisions and staying in character. Music/entertainment should keep “feeling” and honor predecessors.
Notable examples
References to comedy legends (Richard Pryor, Dick Gregory, Moms Mabley, Red Fox), musicians (Stevie Wonder, Robert Glasper), and live-comedy examples like Orlando Jones. He describes being invited to write for Conan after performing on The Tonight Show. He recounts Charlene’s Boy being shot in Brooklyn on Sept. 10, the first anniversary of his mother’s death.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOThe Importance of Originality in Comedy and Sports
0:04 to 0:23
Discussion on the significance of originality in comedy and sports performance.
“That's the energy State Farm brings to insurance.”
The Importance of Originality in Comedy and Sports
1:18 to 2:34
Discussion on the significance of originality in comedy and sports performance.
“We've been talking about this for a minute, man.”
Acknowledging the Legends: A Call for Respect
2:34 to 4:28
Exploration of the need to recognize historical figures in the entertainment and sports industry.
“That means, like, no one can be like you.”
The Challenges of Historical Awareness in Youth
4:28 to 6:46
Discussing the disconnect between younger generations and historical context in their fields.
“Not just about your career, but the history of those who came before it.”
The Evolution of Sports and Modern Challenges
6:46 to 10:14
Insights into how sports have changed over generations and the current landscape for young athletes.
“So I just want to try to give them a good guidance as an OG.”
The Impact of NIL on College Athletes
10:14 to 13:31
Discussing the implications of NIL deals on college athletes and their choices.
“The big thing is we shoot too many threes and not this.”
Homage to the Past: The Best Era of Hip Hop
13:31 to 14:00
A nostalgic discussion on the evolution of hip hop and the importance of honoring past artists.
“No, what they're doing, graduate early, have another year eligibility and play another year depending on their circumstance.”
The Evolution of Hip-Hop and Its Influences
14:00 to 16:12
Explore the evolution of hip-hop, focusing on the 90s as a pivotal era and its impact on today's artists.
“I don't care if it's comedy, if it's acting, if it's music, hip-hop.”
The Art of Stand-Up Comedy
16:13 to 19:24
Delve into the differences between streaming comedy and live performances, highlighting the importance of audience connection.
“Because in comedy, and I know you said this about being a comedian, streaming comedian, is a lot different than being on stage and actually performing.”
Writing and Delivering Jokes
19:25 to 22:45
Learn about the process of writing jokes and the essential skill of delivery in stand-up comedy.
“Every time something didn't work, I went, noted.”
Show all 24 chapters
The Importance of Likability in Business
22:46 to 25:04
Understand how likability plays a crucial role in both comedy and business success.
“You can have a funny joke, but if you don't know how to deliver it to the crowd, it's just words, right?”
The Journey of a Comedian: Writing for Others
25:05 to 28:00
Discover the journey of a comedian writing for others, focusing on the adaptation needed for different personalities.
“I remember one time this guy told me, he said, rich people's job is to floss, poor people's job is to critique.”
The Art of Writing for Others
28:00 to 31:18
Learn how Deon Cole approaches writing jokes for different personalities.
“But how hard is it to write from a person?”
Landing a Job on The Tonight Show
31:18 to 34:19
Discover Deon's journey from guest to writer for Conan O'Brien's show.
“He wants, did he talk to you in between?”
The Importance of Feeling in Music
34:19 to 36:11
Explore the significance of emotional connection in music and performance.
“I think this is about to be the norm, absolutely.”
Music as a Bookmark in Life
36:11 to 40:31
Understand how music serves as a reminder of key life moments and memories.
“So later on, when they go see this, they'll have that feeling.”
The Shift in Family Engagement
40:31 to 42:07
Discuss the changing dynamics of family gatherings and the impact on music culture.
“So my father drove a bus, right, in Toledo.”
The Impact of Digital Engagement on Comedy
42:07 to 43:27
Learn how digital distractions affect personal engagement and comedy relevance.
“It keeps you centered on your phone and what you're looking at and what you're doing.”
The Evolution from Comedian to Actor
43:49 to 47:18
Understand the journey of transitioning from comedy to acting and the challenges faced.
“I always wanted to do comedy that wasn't dated at all.”
Dramatic Roles and Comedic Roots
47:19 to 50:36
Explore how Deon Cole balances his comedic background with dramatic acting roles.
“Because basketball player, athlete, people put you in a box.”
Shooting 'Charlene's Boy' and Personal Transformation
50:37 to 55:50
Discover the emotional journey of shooting a special dedicated to Deon Cole's mother.
“dramatic acting enhance and help you with your stand-up comedy or does your stand-up comedy help you with being more of a better dramatic actor?”
Deon Cole's Emotional Comedy Journey
56:00 to 1:04:47
Deon Cole shares the emotional impact of performing comedy after his mother's passing and how it resonated with audiences.
“I know you put a lot of ball, but the emotion into kind of how this show was going to be choreographed, so to speak.”
Cultural Differences: Chicago vs. LA
1:04:47 to 1:06:45
Deon Cole discusses the stark cultural and food differences between Chicago and Los Angeles.
“People that don't know Springfield, it's in between Columbus and Dayton.”
Reflecting on Beginnings and Future Aspirations
1:06:45 to 1:07:49
Cole reflects on his early days in comedy and shares advice for the younger version of himself.
“Well, you know, man, I appreciate you taking the time to do this, but I wanted to wrap this up with this too.”
Transcript
Automatic transcript. May contain errors.0:00This episode is brought to you by State Farm. You know those friends who support your preference for podcasts over music on road trips? That's the energy State Farm brings to insurance. With over 19 ,000 local agents, they help you find the coverage that fits your needs. So you can spend less time worrying about insurance and more time enjoying the ride. Download the State Farm app or go online at statefarm.com. Like a good neighbor, State Farm is there.
0:33Thanks for tuning in to the Jim Jackson show. Make sure you follow us on all our socials. You know, chemistry is everything on the court. You see it with teams like the Nuggets. Five guys are moving as one. Yoke is dropping dimes. It's a thing of beauty, but there's another kind of chemistry. The chemistry between a comedian and an audience. It's electric, but it's unpredictable. And it takes a master to control it. My guest today is one of those masters. From writing for legends to becoming a legend himself, he's seen it all, and he's turned it all into pure comedy gold. Coming to you from the great city of Chicago, of course, Chaitan in the house, to my building, to this building, my man, Deion Cole.
1:17What's up, brother? Oh, man, this is great. Thank you so much. No, come on, man. We've been talking about this for a minute, man. Oh, wow, right, Jay? But you've been out there shooting them old Spice commercials, so I couldn't. I couldn't tie you down, man. You know, making that all take. Get it going, baby. Got to get it going, man. Shout out to Old Spice. Old Spice, man. Hey, man. Listen, man. I played in the league 14 years, and it's a certain work ethic. You know sports. What you do behind the scenes, people don't know about. You know, you see it kind of matriculate and form while you're on the court.
1:53But you have a philosophy to work hard, but you want to be original, authentic. they could don't repeat or replicate jokes. Where does that come from? Did somebody teach you that? Or did you just kind of learn that on your own? Yeah, I mean, from the greats, man, just coming up. That's what it always was about. It was always about being original, being different, you know, breaking, making your own way, you know. and by it being that way, it led for a lot more people to be number one, if that makes sense. It was a lot more number ones when everybody was original. Right. Now, what's original? Like, what does that mean?
2:37That means, like, no one can be like you. You know what I mean? You and Elaine are your own. You know what I mean? Like, you have Dick Gregory and Richard Pryor and Rare Fox and Moms Mabley, and everybody was number one. Everybody was doing their thing because they were all unique and different in their own way. You know what I mean? And so everybody can get it. That's the same thing with acting or music. Like, I remember back in the 80s, everybody had their own style. Or early 90s, everybody had their own style. So it was a bunch of number ones. You know what I mean? Because everybody liked this for this reason.
3:14Like this for this reason. like this but then when everybody starts sounding alike and doing the same things or whatever then it was only a number one it was just number one it was like that's it like because it was the best out of the same if that makes sense yeah yeah it only only the best out of the same rises to number one when it should be several number ones you know close to number ones i get that because like Like in basketball, in sports, they always talk about that sports, like teams, it's a copycat league. Everybody wanted to play like Golden State. Everybody wanted to play like the Lakers, but you couldn't.
3:53The beauty about the game is if you have like a team like Golden State that plays one way, Milwaukee plays another way, they want it, Denver plays a different way, Boston, and LKC. Now you got variety. You got something you can choose from, and everything is just not cookie cutter. And you were talking about the legends, which I thought was interesting because you was on BET talking about Kysonet and not knowing about the legend, about not understanding. Very similar in the NBA and sports when the young guys come in and I got love for them. But a lot of them kind of don't know the history. And I know that's very important to you.
4:28Not just about your career, but the history of those who came before it. So why is that important? It's very important because I mean, and I don't want to keep sounding like some get off my lawn. Yeah, yeah, I want to be that guy because I like all these young people that's breaking ceilings and doing what they're doing. I like everybody, all the great streamers. I love everybody, you know what I mean? But corrective criticism ain't hate. You know what I mean? It's like you can't give nobody corrective criticism without them considering it hate. And it's like that ain't hate. That's corrective criticism.
5:07I'm not saying I hate you or nothing. I actually love everything that you do. Like, I think it's dope. But if I'm going, hey, there's people who have 50, 60-year careers and put all their blood, sweat, and tears in order for you to pave the way that you're paving is, I just think that, you know, acknowledgement is good. Not saying that they don't. I'm just saying it's just, you know, in certain situations. because you ain't got to know nobody. You know what I'm saying in this world? But I just feel as though that in certain situations, you should know people and give them, you know, love and admiration for what they've done.
5:51You know what I mean? Because it keeps going because a lot of this younger generation, they don't even want to pass the history along. History is fading. Don't nobody even want to talk about history too much if you really think about it. You know what I mean? So we just got to preserve all our OGs, rap him up in bubble rap. You know what I mean? I talk about Stevie one at all the time, but Stevie's a legend. You know, we got to rap him in bubble rap. You know what I mean? We ain't got a lot of these musicians left. You know, shout out to Robert Glasper. That's doing it. That's doing it. I mean, he always pays homage.
6:23Always pays homage. He always pays homage. He's great. He's a musician. You know, he goes by the book, and he's relevant more than ever now, more than ever. You know what I mean? So it's just paying homage to people. It don't take long to do that. You know what I mean? So by me saying that, it don't mean I hate you or nothing like that. I actually love you. I love everybody. You know what I mean? So I just want to try to give them a good guidance as an OG. Give them good guidance. So they mentioned this. And you know this. The message could be correct, but sometimes people look at the messengers or how it was said.
7:02You think that had anything to do with it? Yeah, absolutely. I definitely think that they feel like it has something to do with it or whatever, but it doesn't. It's a simple gesture. Sometimes ordering a salad with nothing on it is difficult to some people. Go order a Caesar salad and tell them I just want salad. They're going to be like, what? You want no cheese? You want no croutons? They're going to be like, huh? They're going to look at you like you're wrong. Or that you ill. they're going to be like, it's not a seasoned salad. Be like, well, yeah, it is. That's the only salad you got, so give me the seasoned, but I don't want no cheese or fruit sauce.
7:40They might look at you weird for ordering it like that, but still in all, it's simplified to how you want it. You know what I mean? And that's how this is to me. It's like simple mathematics. It's just like, man, if you're in a situation where somebody, you know, hire you to show love to people, then show love to everybody. You know what I mean? And so it was no harm or nothing. And there was a bunch of YNs. What was the backlash you got from that? Oh, dog. I had so many YNs hit me. Yeah, they've been in my DMs going. Okay, give me an example. Give me an example. One dude was like, don't nobody want to know your old ass?
8:21They always go to the old ass, right? And whenever you say something, they always go. They always go. Don't nobody want to know your old ass or whatever? And I was like, really? Are you serious? Did we used to do that? Think about it. Think about it. Come on. When we were young. Maybe. Maybe we did. Looking at where we're at now. But go back to when we was younger. And the old head was trying to tell us something. Yo, yo. You was a knucklehead. Like all the time. So do they give the pass though? No. Just said. I said I love them all. Like I just gave corrective criticism. You either take it or you don't.
8:59And that's it. But I give them all the pass. I love them all. I love all of them dudes, man. I'm not that get off my lawn, dude. It's just corrective criticism. So, yeah, I get it. Everything going cycles. I was a knucklehead when I was younger. And you learn as you get older. You know what I mean? But, yeah, there was so many YNs in my DMs. I was like this, y 'all. You know what? Almost started. I was about to be like, do you young YNs? Do you YNs really want it with us old heads? Do y 'all want to fight? Do you know how many O 'Hans I call up? We can meet in the parking lot. You'd be the young YNs against the OGs.
9:43Let's go. But it's all love. It's all love. But, you know, it's interesting. The more technology we've gotten, the more information we've gotten, as soon as we got further away from, like you said, history, right? Yeah. And I don't know how do we – how do you preserve it? Like in sports, because you have the Hall of Fame and you have different classics, but young – and I can't fault the young player all the way because they only know what's in front of them. Exactly. You know how they play. The big thing is we shoot too many threes and not this. I'm like, well, listen, you got to understand, that's how they've been taught to play since they've been young.
10:21Right. They don't know about the 80s and 90s and really know how to – so I can't expect them to, one, play like that. Yeah. Two, and understand it because what they see and how they play every day is not that. But I would like them to understand and respect and know the history and why these multi-million dollar contracts you're getting is because a lot of people sacrifice before you. Yeah, and it'd be great for them to pay homage to them as well, right? I mean, because the work that you all put in, the files, the broken ankles, all the physical abuse that you went through to make it more comfortable for them.
11:04You know what I mean? It's like, and then the players before you, they came before you. You know, I just be wanting people to understand that, you know, we ain't in our 50s for no reason. Just know that. Just know that where I am or where you are is where they want to be. You want to be there. You want longevity. You want longevity. You want to be where we at. It's not just a young thing. You want to listen. You want to listen to, you know, what we went through and what we did in order for you to not go through that. You know what I mean? And so, but, again, they ain't going to really listen like that.
11:44You know what I mean? You know what's interesting? It's something because I tell a young guy. Sometimes. Not all of them. When I came in the league, we were still flying commercial. Commercial flight. That means if you had a back-to-back, bro, you get up. You go take the first flight out. Take your bag. Put it on the bus. Wait for it. Okay, when you get into the city, right by the conveyor belt, carry it, and then you probably go to shoot around. Dang. And the players before us, before the planes, they were riding buses. Yeah. Think about that. Before the planes, they were riding buses. So I think because my era was so close to that dynamic, I understood it.
12:24Yeah, yeah, yeah, yeah, yeah. The young guys now, they're so far removed from us taking commercial flights and saying that these different not having practice facilities, they don't know. Colleges right now got better facilities. Yeah, that's crazy. They got their names on their jerseys. Bro, I mean, and they're getting paid, and I'm not mad. It's crazy. There's guys in college right now. I was reading one kid, young man, making$4 or$5 million a year. It's a young man out of BYU. What? A.J. DeBanca. I think he's making$8 or$9 million a year. Is it in college? In college, NIL, name, image, and likeness.
12:59Basically name, image, and likeness. Like the school now can only pay an athlete or athlete so much money. What they make out of that, like endorsements and stuff, is what they can make. Which I ain't mad at. Right, right, right. You know, make it while you can. There's a lot of young men and women that will stay in college knowing that that's their highest earning potential. Really? Are you serious? It's their fifth year if they can because they'll make more money probably on that NIL deal than trying to play overseas or go to the G League. Yeah. I never even thought of that like that. So just fail your test?
13:37No, what they're doing, graduate early, have another year eligibility and play another year depending on their circumstance. You know what I mean? Yeah. I thought that they had to fail their classes. You can come back as a graduate and play. No, that's if it's extended because there's some circumstance. Like during COVID, you had an extra COVID year. You had all this other stuff, so it got extended. But that's what I'm saying with regards to young people, and I see it all the time. But it is a microcosm of society. I don't care if it's comedy, if it's acting, if it's music, hip-hop. I know you, hip-hop head.
14:15Head. You know, and we talk about this all the time, like the best era of hip hop is when. Yeah. I guess it depends on. It depends on what era you're in, but me personally, I think like the 90s, the 90s, the mid-90s was when it was like, that's when it was people was making money. Yeah. The craft was better. People was flowing like never before. You had different styles. You had all different styles in the 90s. It was so many different styles. We got so many different songs. Yeah, the 80s was more influential. Yes. Y 'all big time political. Yeah, yeah, yeah. The 90s was more like, that's what it was.
14:55But, yo, everybody gave homage. You know what I mean? Like, that's what, it's always good to give homage to people that came before you. I remember when Nas came out. When Nas' first album, Illmatic, when he was like, the fiend of hip hop has got me stuck like a crack pipe. Talking about Rakim. I mean Rakim. Yeah, right. He talked about giving them love. Giving them love. And it's just, when you see that, it just makes you feel so good to see somebody do that. And, you know, nowadays it's just more, a lot of people like, I did this on my own. And that's the weird part right now. Because you really can't knock these young cats because they really did do it on their own.
15:37Because we didn't know nothing about streaming and putting up content and doing all that stuff. So we didn't give you no what you should do. So when they do get it on their own, they feel like you can't tell me nothing. What you going to tell me? I made this on my own. Like, go sit down somewhere. This ain't even your field. And it's like, yeah, I just, yeah. Okay, yeah, I'll go sit. I'll go sit down. You know what? It's interesting you say that because it's a good transition. Because in comedy, and I know you said this about being a comedian, streaming comedian, is a lot different than being on stage and actually performing.
16:26What's the difference?
16:31That audience. That audience. You can't cheat the audience. I don't care what you do online. You're getting fun in that audience. And I don't care how famous you are. I've seen the most famous people in the world not do good in front of that audience. The audience give you a five-minute grace period at the top. Famous, famous, famous. You famous, you famous, you famous. Bring it. And if you don't bring it after that, then I've seen a lot of people, man. I remember one time, it was this actor dude, man. And I think he's a great actor, like for real. Man, Orlando Jones, I think he used to be the 7up guy.
17:12Yeah, yeah, yeah. I saw him in Atlanta one time. I didn't know he was a comedian. Me neither.
17:20Did you just go to the show and he just showed up? I was in Atlanta and he was performing. I was like, and I said, oh, I said, man, let me go check him out because I was curious. And he went on. He did his thing. Right. But that audience, Jack, is just, I mean, he was cool. but it's just you know it's that thing where it's like yeah you funny and you good or whatever you know to a certain group of people but you can't go LA is LA is deceitful the shows you do out here everybody's very nice they oh very polite certain things you can't talk about you go to Memphis with that same act they gonna be hitting you in the head with barbecue.
18:09They ain't over here like, hey, man. Come on, man. I ain't come here to pay my money for this, man. I ain't got this babysitter. I ain't got this outfit. Come on, man. Like, yo, you got to come with it. So therefore, yeah, you have to trust that audience. The audience ain't there to play with you. You know what I mean? Like I said, shout out to Orlando. Great actor. I love the guy. And like I said, he was doing his thing, but it just wasn't like, like sometimes. You can be naturally funny, but that doesn't translate to being a great comedian. Right. You can be naturally funny, but that stage, that audience in a stage is a different thing.
18:49It's a lot of content creators that are famous for something that they did online. And they get in front of that audience and they have a catchphrase and they do that catchphrase. After you do that catchphrase, you still got 55 minutes to go. to keep the audience in. How hard is it to keep? But you had to learn that from somewhere, bro. You didn't come in the game and already knew all of this stuff. Like how to engage your audience, how to fundamentally write the jokes, how to set up the jokes. Yeah, it came from bombing. It came from going on stage, bombing it. Every time something didn't work, I went, noted.
19:29Noted. And I'm not going to do that again. Or I know how to get out of that. Or I'll be like, how can I get out of that? What's a way to get out of that? you know and I try to figure it out like man if I ever get caught in that situation again how am I gonna get out of that and so it take practice man I remember DL told me this one time man I remember meeting DL Ugli when I was six years in doing comedy right and I told him that I was like man I mean he said I don't even know comedy I said six years he was like the huh talk to me when you at 12 really and I was like this what looking at him like what But I understood.
20:08I understood. After 12 years, I was like, that's when I was like, oh, now, oh, I know how to write a joke now. And it took 12 years for me to go. Even though I was doing stuff and killing, doing my thing or whatever. But the art of that to know and to trust your instinct and to know exactly how to write a joke. And write it not just for myself. when I was writing for other people, know how to write for other people as well. You know, it took practice, and I understood exactly what the shout-out, you know. So, yeah, it takes practice. Everything takes practice, and it takes corrective criticism.
20:50Right. Corrective criticism without taking it personal. I ended up taking that and taking it in and going, okay, fine, cool, from the OGs that told me. Are roll batteries the same? That's like asking if all soccer players are the same. Take Messi, the most decorated player ever. Is there any other player who has achieved that? No, just him. Now take Duracell. Is there any other battery with Power Boost ingredients inside? No, just Duracell. Goats only trust Goats, because they're built different. And Messi only trusts Duracell.
21:33This summer, serve up the cookout classics, Heinz ketchup and Kraft singles. Every good burger needs a layer of perfectly melty cheese and thick, rich ketchup. We all know it's not a cookout without Heinz and Kraft. So it's, but, okay, I want to go back to the writing of jokes. Like, fundamentally, like when you sit down and you know, okay, I got something I want to say. How do you set it up? How does a comedian go through engaging that crowd real quick and then, boom, hitting them with it? Well, me personally, I have to, like, live. I have to live in order to find material. I got to, like, talk to people.
22:10I got to, like, engage in things that are interesting and stuff like that in order to find something to talk about. Shout out to my man Chris Rock. Chris Rock reads, like, five newspapers front to back every day. That's crazy. Yeah, crazy. You know what I mean? Still reading the newspaper. So everybody's process is different. You know, I just got to be around people, and I got to, like, talk, and I got to live, and I got to do things I normally don't do in order for me to find the funny in it or whatever, and then I deliver it to an audience, you know? And I try to, and not only just deliver it, I got to figure out how to deliver it.
22:48Yeah, and that's the key, too, right? You can have a funny joke, but if you don't know how to deliver it to the crowd, it's just words, right? There's a lot of people out here that's doing jokes, but you don't remember them. You don't remember them. You don't even remember the material. But they were funny. They were funny. They were funny. But do you remember them? Can't even quote it. It's like you have to, there's a thing that has to connect with you and what you do. And that goes with anybody doing anything. A plumber to a person who tap dance, whatever it is. Who's tap dancing? Who's fixing my pipes?
23:27like I want to know who it is, whose podcast I'm on, what makes it different. Like are we on, are we just doing, I mean, is this a regular plumber? Or is this one where I'm like, man, I like this dude. This dude really know what he doing. Knowledgeable, he cool, I feel comfortable. There's a lot of people that don't even know what the hell they doing in every job, but somebody liked him. Somebody liked him. And that's why they there, you know? Yeah. I never thought of it. People want people around that they like. A lot of people with the circle, a full circle is, to me, 80 % talent. I mean, 40 % talent, 40 % who you know.
24:13But that 20 % is what a lot of people lack. And that's why that circle won't connect. And that 20 % is likability. Likability. You got to be likable in some kind of way. Somebody got to like you. You ain't even got to know what you're doing. And you can get hired. That's true, too. Off to 20%. Yeah. I know a lot of business stuff, too. Like, a lot of times it's not. It's a lot of people that got money but don't have connection. Because their personality is not one that really connects with other people or resonates with other people. And sometimes it's somebody that is not financially as stable but good.
24:48But it's something that resonates. And the guy or woman is like, you know, I want to work with you because I just like you. And people do business majority of the time, this is like billions of dollars at stake, but with people they like. Yeah, exactly. And a lot of people get hired on that, being likable. I remember one time this guy told me, he said, rich people's job is to floss, poor people's job is to critique. And rich people's job is to floss, poor people's job is to critique. so if a guy pulls up and he's got rams and stuff on his car and all this there's a poor guy looking going no i would do this if you did that and the rich guy listen to him and go uh i'm gonna go do that you know what i mean because you're appealing to those that don't have or whatever but you claim like you i mean you like it but still people that don't have is looking at that you know what i mean and they have ideas, but if you can, I'm talking about business-wise.
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25:53If you combine your business with people that, with regular consumers and just regular people, you'll have a successful business if you run it off of what people need. And that's all it is. And I think that's why a lot of big businesses have made it, like Target and Walmart. It'll appeal to the regular consumer. The regular consumer runs each business. And people need to know that. Your ideas are needed for a business. But at the same time, your ideas can start you a business. So yours, too. So think about this. Your comedy, did you ever think that, one, where you would be here, but the more important part, that you would be writing for other comedians like Conan O 'Brien and stuff like that?
26:40Nah. Was that part of the plan? Nah. Nah, that wasn't part of the plan at all. I was writing out of necessity. I didn't have jokes so I just you didn't have jokes how could you give somebody else jokes? Yo I'm telling you at the beginning I was like didn't have nothing I was like going I was performing on fumes I was just going on stage just like where the Capricorns at? asking who's birthday it is I had no material I would just go out there and talk or whatever But then later on, I was like, man, I have to write. I can't keep doing that. I have to write. And so I just went crazy writing, just kept writing and writing and writing to the point where, you know, other people began to take notice of how I wrote.
27:33I wasn't like a crowd favorite at all. I mean, I was always kind of odd. And the way I delivered my material was different. And so I wasn't the crowd favorite. but I was a comics comic. A comic can look at me and be like, oh, nah. I get it. He got it mine. If I did my style with his pen. And so I ended up linking with a lot of people like that. But how hard is it to write from a person? You know your personality. So if you got your stuff and you writing a joke and you got it, you know how to deliver it. You know the punchline and how to give it. But that same person that you're writing for it, personality may be way different.
28:17So how do you assess how they will be able, one, get the joke and then deliver it where it hits? It's being around them and paying attention to them. Everybody's different. First of all, I wouldn't even take a writing job if it wasn't somebody that wasn't a character within themselves. You know what I mean? I've wrote for a lot of people from Nick Cannon, Kat, Tracy Ellis Ross, Diddy I wrote for Ricky Smiley I wrote for a lot of people on top of just other comedians I didn't gave punches to or whatever but each one of these people that I named they are characters within themselves so basically all I had to do was really listen to them and then take themselves, take them and apply structure to what they already was basically saying and it just always worked out.
29:15That has always been my formula of writing, you know, for other people, whatever. It's like taking who they are and applying it to, you know, what they say. Instead of them just saying something, it's structuring what they said in order for it to come off to a audience. So how did you connect with Conan? Man, I went on there as a guest to perform. I performed on a late night show as a guest and after I got off stage, he came and talked to me for a little bit and then two weeks later he was like man can you write for me two weeks later he was like man can you write can you come write for me and I was like write what what you talking about you already good I'm not thinking like that I'm thinking like I just write for my friends and people that you know Conan was like like that was untouchable to me at the time the Tonight Show Like, I'm from the south side of Chicago.
30:13I'm like, the Tonight Show? Like, that was crazy to me to even, first of all, to even go on it was crazy as a guest. And then to be working there, that was nuts to me. You can't even fathom nothing like that. So you had two aha moments. One, going on there. Yeah. Like, when you got that call, tell me how that worked. Tell me how that gets you on there. Man, my manager called me and was like crying. And I was like this, what happened? I was like, what happened? I was just instantly like, what happened? She was like, no, no, nothing, nothing. I think they want you to like work at the Tonight Show.
30:55And I was like, do what? And they was like, Kona want you to write for them. And I was like, write? Write what? And she was like, write for them. Like every day. I'm like, huh? I was like, get out of here. She was like, no, for real. I was like, so do I got to submit something? She was like, no. They just want you there Monday. I'm like, huh? I was like. So based on, so you go on. Yeah, I went. While we through this. So you get invited to go on. Kill it while you're on there. Kill it. Then he invites you back. He wants, did he talk to you in between? So then he. He said, maybe this is what I want to do.
31:32No, he came to my dressing room after I finished performing. Came to my dressing room, and he was like, he started talking to me about parking spaces. He was like, hey, did you get a good parking space? And I was like, yeah, like, it's a parking structure out there. Like, everybody parking there. He was like, but did you get a good space? And I was like, yeah, yeah, it was cool. He was like, uh. He was like, you like parking meters? I was like, yeah, I hate them. He was like, especially when they want to change. I liked when they went to credit cards. I was like, yeah, that was great. He's like, yeah, that's good.
32:07So where is this going? All right, man. Great job tonight. Right. And he just left it at that. I was like, all right. Yeah, and that was it. And then two weeks later, people was like, hey, why don't you hear? Wow. And I was like, crazy. He has a sidekick by the name of Andy Richter that's on the show with him. Shout out to Andy. When he first started his late night show, he was looking for a host, right? And he went through all these auditions with all these different hosts. I mean, all the best top comedians came to audition to be his co-host. And he was just like, man, there's a couple that he liked, you know.
32:43But then he gets on this elevator, and he's waiting on that, and the elevator's going down, and Andy gets on the elevator. And he's, like, mad. And Conan's just like, they don't know each other. And Conan's like, what's up, buddy? And he was like, ah, I had this audition. And he just started riffing about this audition or something that he had, something that he had that he was angry about. And Conan just was like. That you, you. Hired him. That's the ultimate elevator pitch. Hired him. That's the ultimate elevator pitch. Man, I'm so pissed right now. And he didn't get hired for the job. I'm just telling you what I'm at.
33:22Yo, yo, yo, yo, but I'm going to tell you something, though. The reason why I'm even telling you that, see, back in the day, and that's what's up with, like, a lot of OGs and stuff. We move and we have moved off anything that we do. We always moved off feeling. Never money. It was never money. It was never how hot we was or how we was trying to be famous. And we had none of that in mind. Always feeling. And I think that's what's missing a lot of times nowadays. A lot of people chasing money, chasing fame, and they're getting it quickly. Quick, but it's quick. But there's no feeling. The feel, you don't even know how to feel your way through this process.
34:08You know? A lot of people are missing that. Can it get back to that, though? I don't think so. You think that is past? I think that's about to be. So this is going to be the norm? I think this is about to be the norm, absolutely. I just saw a story today that said the number one song in the country right now is AI. have you seen the stuff like that i saw ai with uh umbrella yeah with it was jay and it was rihanna but it was it was banging to it yeah no no i ain't gonna lie i was like but no the number one song in the country right now is a country song that's ai that is number one and this black chick i seen her make a song and i think it's number one on r &b ai nobody arranged the music nobody wrote the Well, you can write the lyrics and put it in, and you can arrange the music on AI, and then AI does the rest or whatever.
35:03But again, where's the human aspect? Where's the feeling? The feeling's gone, you know? There's no feeling there at all, you know? And a lot of music being made right now, there's no church in it. We came up on church. You can listen to Mary J. Blige right now, feel church. You can listen to Jodeci, feel church. Genuine church. You can hear church in everybody's songs. Like nowadays, you just don't hear no church in it, you know? And church is a feeling, you know what I mean? And so that's just me. And I'm quite sure some other people out there probably feel like I feel, but I would love to get the feeling back.
35:43We would never have what we had. You can't chase what we had. That's gone. But the feeling. The feeling. When you go to concerts and you see Erykah Badu. Oh, bro, Sade. Jill Scott and Sade. It's the feeling. They are there for the feeling that you felt before. You know what I mean? And that's how it is. When you go see Wu-Tang or Nas, it's the feeling that you feel. And that's what's missing. And that's what you want people to have in their music. So later on, when they go see this, they'll have that feeling. You know what I mean? Do you think that's why right now when you look at, and we go stay with the music, a lot of the older artists, whether that's R &B or hip hop, are now selling out and really, I think from a concert perspective, outside of the Chris Browns and the Beyonce's and stuff like that.
36:36Look at the old school artists now. We recently got the tour set up with BB, I mean with New Edition, with Boyz II Man and Tony Black. But more people now are going back to those kind of shows. Yeah. Those older artists right now are benefiting from that. Is that the feel you talk, you know what I mean? Yeah, man, that's exactly the feel, man. It's the feel because these moments, this music, music, and I tell people this all the time, music is bookmarks in life. I like that. You know what I mean? I like that. Yeah, it's bookmarks in life. When you heard this song, it said a bookmark in your life.
37:13You remember your prom song. You remember your draft song. You remember your first love. That's so old. Those are bookmarks. When you got your heart broke song. When you got your heart broke song. I remember my song. I remember this girl broke my heart. I sat with my radio and played Debarge, Time We're Revealed. Right? Hey, mine was Make Me a Believer. Make me a Believer. I love Van Luther. Van Luther. Van Luther. Bruh. I play that thing on the cassette. I'm like, man. When I hear that song to this day, it takes me to a place. It takes me to a place. I'm like, man. That song, as soon as I hear the first chord, the beat drop, I'm like, man.
38:00Yeah, it takes me there. What do you mean? It's like, ooh. Man, I messed up. No, she can see me now. She can see me now. She can see me now.
38:15I'm telling you man that's what music does like just like what just happened right now between me and you we felt that we went right back to that moment and that's what it's about I'm gonna get a really good one so back in the day you know at the crib in the 80s you have usually one TV your parents had one in the room I don't know how that yeah right So you had dinner and everybody would watch shows on TV. Miami Vice. And my father wanted us to watch it. And the scene at the beginning with Phil Collins and they driving in the car. That night, the Miami streets. And the beat is just building. And building.
38:59And then all of a sudden, the drum coming. To this day, when I see that. And it takes me back. at one time when it was mother, father, my sister, myself just got done eating dinner. We may have had some popcorn. You know what I'm saying? They sitting on the couch. We sitting on the floor and all of us as a family were sitting there watching this show. Right. And that's what that song did for you. It brings your memories back of your family. And that's all I be asking about artists to this day. Like, make some music the family can listen to. Not a song where you got to tell your kid to go put their headphones on and watch their iPad while you play this.
39:40You know, make some music that everybody can listen to together. You know what I mean? Like, for me, the Winans, I remember the Winans, just anything the Winans, like the, not BB and CC, like the OGs, like that will come on, man, and it just takes me right back to me and my mom on the bus going to church, coming home, playing this, not having no money, not having nothing, and playing this all the time, man. It'll be all over in the morning. We used to listen to that all the time. Anytime I hear whining, I just, man, just remember that. And so, but it's family. And it was just me and my mama all the time.
40:27So anytime I hear that, it just takes me back. It takes you back. It also takes you back. So my father drove a bus, right, in Toledo. But on the weekends in the summer, a lot of the other families would get together at other people's houses to have barbecue. Nice. So you had the families, you had the kids running around. And then in the late 70s, early 80s, all the music was playing all the time. So when you had the Stylistic, the Barges, Luther's, and you had Izzy Brothers, all these songs that would play, Tina Marie. Yeah. And it just, when I hear these, like you talk about, I hear these songs and I go back to the barbecues in the summertime.
41:06Kids running around, we don't know, but we know. Yeah. And the parents are just there. Yeah. And I don't know, and again, I'm not in every neighborhood, of how relevant that still is. Man, I don't know neither. On a consistent basis like it was back. Yeah. I don't, I tell you, I don't know neither. But I tell you one thing I haven't heard. I ain't heard nobody at no family reunions. I ain't heard that at all. In a long time. I can't even ain't nobody even invited me to my family still do family reunions. My family do they still get t-shirts and all of that. They do it all the time. I don't know how many families still do that.
41:49I really haven't heard it but again that's what that music does. That's what that era was. It was about feeling and being present. You know what I mean? And nowadays, like I said, a lot of technology, and I'm a victim of it too, it isolates you. It keeps your thoughts. It keeps you centered on your phone and what you're looking at and what you're doing. It keeps you from not being engaged with people around you. You know what I mean? And so, yes, it's just a different world right now. And my complaining ain't going to do nothing. It ain't going to do nothing at all. it's just what I wish. You know what I mean?
42:30I don't mean no harm to nobody. It's just what I wish. But you got an opportunity, and I know you use, like you talked about bookmarks. But then when you do your specials, you're talking about Evergreen and how important that is to you. Yeah. And kind of keeping your comedy, your comedy is not a, I'm not going to talk political. Pop culture is one thing I may, if it's relevant, you'll talk about it. But how did that come to, to kind of shape and form who you are when you use the word evergreen with your comedy stuff.
43:27See Pays.com to learn more. Terms and conditions apply. Tomorrow morning is knocking. Stock your fridge now. How about a creamy mocha frappuccino drink? Or a sweet vanilla? Smooth caramel, maybe. Or a white chocolate mocha. Whichever you choose, delicious coffee awaits. Find Starbucks frappuccino drinks wherever you buy your groceries. Um, it just keeps me... I always wanted to do comedy that wasn't dated at all. Like I always wanted to do something where you can put it on 15 years from now and watch it. And it's just as relevant as it was then. You know what I mean? And so I've just always been a fan of that kind of comedy.
44:12I love comedy that's for that time and era too. You know what I mean? Because I don't do it, so I love to watch other people do it. So I'm not against it at all. I just, me personally, that's what I do, you know, because, like, one of my favorite comedians of all time is Dave Chappelle, and I've had the honor to be friends and work with him and tour with him and do a lot of things with him or whatever. And he does a lot of things that's in the moment, that's time, you know. And nobody can do it better than him. He's, like, the goat at it. and I love watching them, you know. And I want to do that sometimes, you know what I mean?
44:56But what holds you back? I think that's just not me in a sense, you know. I think I'm more of an observational kind of guy, you know what I mean? And so I just stick with my lane and do a lot of observational comedy. So if you stick with your lane, but you made the transition from going from a comedian to an actor. I mean, this is true. So see what I'm saying? Like the growth part of it, you say this is who I am, but yet and still. No, this is fact. You jump over to the. This is fact. So that transition is there. So how was that transition for you? And we've seen it because the blueprint before you had Richard Pryor, of course, back in the day.
45:37Yeah, yeah, yeah. Of course, Red Fox doing his thing. But you've seen it. The blueprint was there. But yet in your mind, you said, no, I'm just a comedian. I'm a comedian. At what point did it cross over and you say, you know what, I can try my hand at this acting thing? Well, I always wanted to act. That was like something I always wanted to do, but I just didn't have the money for it. You know, I couldn't go to acting school. You couldn't go to acting school. You couldn't go to Juilliard. None of that. No, none of that. Here we go with my feeling again. I had to feel the way that it felt. Yeah, that was it.
46:15That was something that I always wanted to do. and it was, you know, I always just felt like, you know, it'll get me there. Comedy would get me there eventually, you know, but I had to just make sure that I did the work. You know what I mean? And one thing about acting, it's not like you complete the work. It's always, you're always working hard to stay in that zone and learning. It's always a learning experience when it comes to acting. You know what I mean? And I'm still learning to this day. But I feel like the more that I do, whether it be on a big scale or a small scale, it's all reps. There we go.
47:00It's all reps. It's all reps. And so I love the reps that I have on any platform in order to keep working and keep learning and learning how to make decisions and be more comfortable in my decision making. Yeah, yeah. I love it. I love it. But was it hard? Because basketball player, athlete, people put you in a box. Yeah. If you do something else, they look at you like you're crazy. Yeah, yeah, yeah. You know, more so now they've accepted that part that athletes can do more. But because you are a comedian, when you go to acting, I remember Ice, you always talking about how they wanted to kind of typecast him in roles.
47:42For you being a comedian, it's a funny guy role. Yeah. But you were able to do that on Blackest, but then you transition that. Yeah. More dramatic. Yeah. Take me between the two because you're here funny. And here, this is more drama. Yeah. Well, when it comes to switching over to drama or whatever, it was, you can study all day long, you know, to be a dramatic actor. At the end of the day, it ain't going to do nothing if you don't have the opportunity. Okay. Somebody got to give you the opportunity in order to show how you can pull this off. You got the chops to do it. Right. So that's what happened with me in a sense.
48:30You know, the opportunity presented itself where somebody believed in me enough to go. Who was that person? James Samuel. Okay. James Samuel, director, writer, composer. He made The Heart of They Fall and The Book of Clarence. The Book of Clarence, okay. He actually did one of the last songs with D 'Angelo, too. Recipes of D 'Angelo on The Book of Clarence CD. Him and Jay-Z and D 'Angelo on the song together. I think it's the last song D 'Angelo made. Shout out to James. James is a visionary all the way around the board. And, you know, when it came to dramatic acting, he looked at me and was like, I think he can pull this off.
49:14You know, when I was going, are you sure? And he was going, yeah, I'm sure. Are you sure? Dramatic. Yeah, I'm like. That's a whole different dynamic. Yeah, yeah, it's different. But I knew I can do it, but I just didn't know I can do it until I did it. And then I was like, oh, I felt like I can do it because all comedians are based off pain. All our jokes is something drastic that we went through, whether it be small or big, but it's pain. Ain't nobody coming to see us go, hey, yeah, I'm happy. My life is great. Man, my wife is good. My girlfriend is good. My job is good. with my kids. Anybody coming to hear that?
50:01So it's based off pain and things of that nature. So I just always felt like if you could take that pain and use it to become a character, then if I could figure that out, then I'll be okay. And I think I did figure it out. And I'm still working. I'm not saying I figured it out, but I'm able to vanish in these roles as much as possible. So now you married the two because you're still going on tour. So does the dramatic acting enhance and help you with your stand-up comedy or does your stand-up comedy help you with being more of a better dramatic actor? Nah, they different. Because comedy is more therapeutic.
50:54It's like my thoughts. But even on stage, presence on stage like being a dramatic actor now does that help you when you're on stage like maybe deliver something different nothing no acting is an escape okay that's something totally different for me that is like that's i'm escaping i'm getting away from anything comedy related except for like if it's a comedy that i'm doing then yeah i definitely want the timing of comedy how to time this acting. So that does come into play. That comes into play. My timing comes into play. My comedy timing. But if it's not a comedy, then yeah, my hardest job is pulling back.
51:37You know, like, because you always, I'm so used to delivering the punchline that it's like, they, you know, with dramas, they're like, no, we don't need you to do none of that. Sit down. Yeah, relax. You know, you go, okay. I got to constantly go, okay, okay. You know, things of that nature. Well, Charlene's son, that was a little bit different. Because that was closer to you. Yeah, yeah, that was therapeutic. I mean, that's therapeutic. You know, when I shot Charlene's Boy on Netflix, it was me. I shot it a year after my mom passed away on the same day, September 10th. It was on the same day.
52:16September 10th. She passed on September 10th. I shot it on September 10th, a year later. That was the first anniversary of her death. I didn't want a crutch. I didn't want people, woe is me and me, you know, so I wouldn't mention. So you didn't mention it at all? I didn't mention it at nothing. I went about my whole business to the end of the special. But how was that shooting on that day? It was terrible. It was terrible. I didn't even want to do it. It was terrible because that wasn't the plan. And the plan was not to dedicate a special to her. Like, that just wasn't it. But all the things that happened made it that way.
53:00And I would not look back. I believed in the process. And it came out the way that it was. But, man, I wasn't supposed to shoot in New York. I wasn't supposed to shoot on that day. I wasn't supposed to do nothing. But every, I had to. so when you do these specials you got to pick and choose a place that you're gonna shoot the special right if you toured a whole year which i did and you toured every city you ain't got a city left to shoot in right so i did every city except for new york and i was like this okay so where i'm gonna shoot at and they was like man the only place you didn't shoot was new york and i was like really i was i mean the only place you didn't tour was new york and i was like really and i was It's like, New York, they rough sometimes.
53:50Sometimes I do good. Sometimes I ain't sure, man. I mean, I love New York. They love me. But I don't want to shoot a special in New York. I don't know what New York I'm going to get, especially in Brooklyn. I didn't know if I was going to get Righteous Brooklyn, Biggie Brooklyn, Gentrified Brooklyn. I didn't know what Brooklyn was going to get. Right. Damn. And they all came. It was like, oh, really? All of them came. And so I was just like, ugh. And so they was like, we got to find a venue. And I was like, man, let me do Radio City Music Hall. And it was like, it's all booked up, just booked up, booked up.
54:27And they was like, we found a place. And it's in Brooklyn. It's King's Theater. And I said, oh, OK. That's cool. How many seats? They're like 3 ,200, 3 ,300, something like that. 3 ,500, 3 ,500. I was like this. Oh, OK. It's a little bigger than what I wanted. But that's fine. And I was like, what day? September 10th, I was like this, nah, I'm good. Really? And they was like this, well, you have nowhere else to shoot. And I was like, we can't find nothing. I was like, nope. No other city, nowhere. Everything booked. Everything gone. New York, September 10th. It was meant to be, bro. Or we're not going to shoot.
55:11It was meant to be. It was meant to be. And I had to accept that. I had to. I had to. I went from, oh, man, like, no, I can't do that. Ain't no way in hell I can do that. To a voice coming to me and just going, man, dedicate this whole thing to her. Like, dedicate this. Just make this about her. This is her. Change the name of your special and dedicate the whole thing to her. It's a reason why you got this date. It's a reason why this is the only place you can shoot. It's a reason. Reason. And I said, all right, I'm going to change the name. Call the Charlene's boy. We're going to shoot September 10th.
55:49And I am going to go out there and I am going to give it the best I can. And that's exactly what I did. So when you walked away and got done shooting from that, I know you put a lot of ball, but the emotion into kind of how this show was going to be choreographed, so to speak. But when you finally got done with it, what was the first thing you did? Collapsed. Collapsed. I was weak. Collapsed. Mentally weak or physically weak? Both. Both. I was both. Collapsed. And then I had to shoot another one. Because you shoot two specials in one day. Right. So I had to go back out and do it again. And that's when I did what I did at the end.
56:40because I didn't do that at the end on the first show. I did it at the end on the second show. Because the first show, I just left and collapsed. It was like hurt. And then the second show, that's when I said what I said that made it into the thing. What'd you say? I think I was just like, yo, I want y 'all to understand what this day is. And yo, you have no idea what the comedian goes through. You know what I mean? And I'm glad you all having a good time, but you have no idea what I'm going through right now and letting them know my mom passed a year from this. I didn't know I was going to say none of that.
57:13It just happened. And so, yeah, it just came about. And like I said, I went with the process. It all came out like that and had no idea that I was going to resonate to so many people who have lost their parents. And I remember this woman came up to me and she was like, man, welcome to the club. And she said, welcome to the 50 Club. That's what she said. And I was like, the 50 Club? She was like, oh, yeah. She was like, a lot of people in their 50s lose their parents because their parents hit 70 and 80 years old and stuff like that. So, yeah, a lot of people lose their parents in their 50s. She was like, so this is just evolution of life, and welcome to the 50 Club.
57:57And I just, I was at a car lot and went in some minivan and cried. I was like this, thank you very much, man. car stickers and stuff. I just went in a van, dog. And then the dude opened the door like, do you like this? And I closed the door. You ain't got a clue, bro. And then the dude opened the door and he was like, you alright? And I was telling him what happened. And the salesman started crying. Did he? Yeah, because he lost his mother probably like two years earlier. And then he was like 56. and so yo for real it was like this whole thing or whatever that was like wow and so so many people resonated with that man and it just became a thing man and you know it was like a super love fest and still is to this day you know love fest with anybody that you know lost their parents you know in their 50s and like i said i had just turned you know i was just like oh i was like this It's crazy, you know, to be a part of it.
59:04I didn't even know this was a thing like that. You know what I mean? That's the first time I heard that, though. Because welcome to the 50 clubs, usually when you get 50 and you turn 50. But she looked at it from a whole different spectrum. Yeah, yeah, yeah. It was a whole different thing. I never heard nothing like that. It was crazy. Well, you talk about New York. So I wanted to do this. Because I know about New York. but okay so I want to do these just like quick little
59:31quick question and answer first thing come to mind okay so this might be it you might already have answered it but toughest city you get a laugh in toughest city to get a laugh in just hard no matter Memphis Memphis I love Memphis I love performing in Memphis too, but boy, you better not come down there with that DS, buddy. Shout out to Memphis. They're going to get you right. Most underrated comedian working today? The most underrated comedian? Working today. Working today. Most underrated comedian working today. That I think is hilarious. This is on you. Whatever you think. underrated maybe doesn't get the love that they deserve oh I tell you somebody I think is I would never want to follow this dude even right now shout out to my guy Tony Roberts yeah I saw some stuff online somebody if Tony Roberts on stage and I'm next we got to put somebody between us okay I'll be like no you go on and then Then I'll follow you.
1:00:49Let Tony go. Then you go. Then I'm going to go. Like, yeah, that's a boy. That boy's a B. He always has been. That's one of my great friends, man. Back in the day, you know, starting up. He was in Detroit. I was in Chicago. But, boy, that boy is vicious. Yeah, he's vicious. Jeez. Your go-to Old Spice scent. My go-to? I like the Fiji. The Fiji. The Fiji. Plug. Plug. Plug. Plug. And the Coco Buddy. Coco Buddy. That's a given, right? I'm just glad they can put you on the horse, man.
1:01:28Hey, but dude was rolling for a minute, though. I ain't sexy enough on a horse. I could be on the go to something. Okay. Write down all this stuff. One celebrity you still dying to work with? One celebrity I'm still dying to work with. As far as like filming or something? Man. Filming could be comedy. It could be whatever. Man, Denzel. I would love to work with Denzel. I have to honor to work with so many greats. The only person I think I haven't worked with is Denzel and Jeffrey Wright. I would love to work with Jeffrey Wright. Jeffrey Wright is that guy. He's incredible, man. And Angela Bass.
1:02:13I would love to work with Angela Bass. Bow down. Okay. Okay, so give me four faces. Mount Rushmore comedy. Four faces. Four faces of. Mount Rushmore. A lot. Passed away. It don't matter? It don't matter? Red, Fox, Richard, Eddie. That fourth one. Come on, come on. That's it. George Garland. Really? George Garland George Garland is one of the sickest minds ever that ever did it ever ever ever ever did it definitely not and that Red Fox is tied with Dave Chappelle Dave is like he's I want everybody to protect Dave at all costs he is so important because he is allowing us to say what we want to say, not be cancelled, be free, and because of him not having any endorsements, no networks telling him what to do or anything like that, or anything like that, he can just say and do whatever he wants to do, you know what I mean?
1:03:35And man, we need him at the forefront in order for us to be able to be free and live up to our Fifth Amendment, you know, and I think it's great to have, you know. I got like this artist show, like the series, it's called like Funny Knowing You. These comedians that I have on there, I have them like talking about their lives. I interview them, right, from their parents meeting to where they are right now. Not just comedian, like interesting people, period, right? Every answer they give is real, but every answer is funny. It's almost like they're doing a whole new hour of material about their life.
1:04:15You know what I mean? So they go through each answer, each question I give them, they give me the funniest answer that's real about their life, right? And it is so crazy, dog, how they get down and the influence that they had and all the people that helped them out and all the things that they did up until this point or whatever. And Dave, he hasn't done it yet, but Dave has one of them stories, dog, that is like insane. It's still crazy to me that Dave live in Springfield, Ohio, bro. He lives and don't care. It's bananas. People that don't know Springfield, it's in between Columbus and Dayton.
1:04:56Okay, it's in between. Yeah. All right? That's crazy. Last one. Because you've been out here in L.A., biggest difference between Chicago and L.A., biggest difference between the two. Food. Food. Food. you ain't gonna find a kale salad in Chicago. In the suburbs. In the suburbs. In the suburbs. In the suburbs. But they gentrify in like the city, the downtown area. You might be able to find one now. But, man, nah, I think the food and definitely the people. Definitely the people. You know, Chicago is more straight to the point. Midwest, man. Midwest people straight to it. Ain't no games. And we ain't gonna waste no time with you.
1:05:37You know, a lot of L.A. people, and I ain't going to say L.A. people, people that moved here that ain't from L.A., they'll tell you everything good and it ain't, you know. So I think that's the difference, you know. It's interesting, too, but I think that people that, if you know some people from L.A., though, like in the heart of L.A., it's real people. Real people. But then you get called up into the house. I said, people, you come out to L.A., it's a lot of transient people that moved here that now have lived here. But you got to go to the real L.A. to kind of really see the authenticity of it, but also the culture.
1:06:14There's so much culture in L.A., but you got to get out of the Hollywood and the West L.A. All that kind of stuff to really see it. In order to see it. And they are, the real L.A. people, they are the best. All the way around the board. Authentic. The culture is great. All that. And people like me and other people that move here, you got to respect that. You got to respect the LA culture. Don't come out here trying to change nothing. This is how they get down. And I love it. I love LA and the people that's from LA. Well, you know, man, I appreciate you taking the time to do this, but I wanted to wrap this up with this too.
1:06:56I think it's true that your first opportunity to jump on stage, somebody bet you$50? Yeah. Somebody bet you$50, right, to get up on stage. $50, yeah. $50. So now, where you're at now, what would you tell that young man back then that jumped on stage for$50? What would I tell him? Man, I think I would tell that young man that jumped on stage that trust your instincts and it's about to be alright it's gonna be alright like promise you trust your instincts yeah yeah on that that's it right there bro I appreciate you dropping through it's been a minute but I'm glad we gotta smoke that cigar let's get it thanks bro I appreciate it thank you so much man it's been great man make sure you check out Deion's latest Netflix special.
1:07:54Okay, mister. You can see him in a new series, the madness on Netflix. Funny knowing you on YouTube. And of course, watch him on average Joe on BET. He's on tour right now. Go to his website for tickets. Deion Cole, my man. Thank you, brother. This has been big time, man. Big thanks to Deion again. Go see him on tour. Check out his special support. Everything he's doing. He's one of the real ones, but I'm telling you Midwest all the way. And thanks to all of you for listening. This is Jim Jackson show. You can find us on YouTube, Spotify, Apple music, or wherever you get your podcast. We appreciate you.
1:08:34Ryan Reynolds here from Mint Mobile. I don't know if you knew this, but anyone can get the same premium wireless for$15 a month plan that I've been enjoying. It's not just for celebrities. So do like I did and have one of your assistant's assistants switch you to mint mobile today i'm told it's super easy to do at mintmobile.com slash switch up front payment of 45 for three-month plan equivalent to 15 per month required intro rate first three months only then full price plan options available taxes and fees extra default terms at mintmobile.com
From the publisher
Deon Cole joins Jim to discuss how the entertainment industry has evolved over his career in Hollywood. Cole talks about what it takes to learn comedy writing, how he became a writer The Tonight Show with Conan O'Brien, and reveals how one elevator ride led to Andy Richter becoming Conan's sidekick. Cole also discusses how the emergence of AI can affect the entertainment industry, his evolution from comedian and writer into actor with screen credits in "Black-ish" and the "Barbershop" movies. Cole also reveals his best comedian icons of all-time, and why filming his 2022 Netflix stand-up special "Charleen's Boy" was such a poignant experience.
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