Jimmy Kimmel: The Untold Story of Failure, Rejection & Fame (And the Rare, Unseen Side of Him as a Husband & Father!)

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Speaker 3 This is Sophie Cunningham from Show Me Something.

Speaker 7 Do you know the symptoms of moderate to severe obstructive sleep apnea or OSA in adults with obesity?

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Speaker 18 It feels selfish sometimes to be happy. It's hard to to figure out how to be happy.
There's no logical reason why we shouldn't be happy. It doesn't make sense.

Speaker 18 Jimmy Kimmel's been hosting his late night show for over 20 years.

Speaker 2 Jimmy, you don't do a lot of interviews. What does it feel like to be on the other side?

Speaker 18 Putting yourself out there is hard. I started in radio.
You're already halfway hidden. Nobody sees you.
You don't have an audience there to not laugh if you're not funny.

Speaker 2 When everyone's firing you, letting go of you, telling you this isn't a great idea. How do you hold on to an idea when everyone's telling you it's terrible?

Speaker 18 Pure delusion.

Speaker 2 Has talking about your emotions always been something that you found challenging?

Speaker 18 I feel like I've matured a lot thanks to my wife. In what way? No, don't ask her.

Speaker 18 Oh, she's standing. She wants to be asked.

Speaker 18 All right, before she gets up here, Jay, I should just say.

Speaker 2 You've been very open about your son's heart condition.

Speaker 2 And that's been something that I imagine is extremely difficult.

Speaker 18 To stop and think about someone else and their child.

Speaker 18 The number one health and wellness podcast.

Speaker 2 Jay Shetty. Jay Shetty.
The one, the only Jay Shetty.

Speaker 2 I am so excited to be here tonight at the Greek Theater in LA with the one and only Jimmy Kimmel. Make some noise, everyone.

Speaker 18 Thank you.

Speaker 18 Thank you for having me, Jay. I I want you to know that my first question, as it always is, because I'm never, I'm interested.

Speaker 18 I was watching you, and when you had people stand up and you said, stand up, if you've ever worried about how you looked.

Speaker 18 And I was thinking, I was wondering, because I couldn't see the audience, if anyone didn't stand, because I think everybody, and if there was a person who's never worried about how they looked, that's the person I want to hang out with after the show.

Speaker 18 But I said, what is the dress, you know, what is the, because I want to fit in. They said, it's elevated casual.
I was like, all right, well, okay, I'll find something that seems to fit that category.

Speaker 18 And then I come here and you are dressed like Adam Sandler.

Speaker 2 I'm not wearing shorts. I'm not wearing shorts.

Speaker 18 Is this technically elevated? What is it elevated from?

Speaker 2 I don't know what this is, but I don't know.

Speaker 18 This is what you wear to go to 7-Eleven.

Speaker 18 There's nothing. This is just casual.
This is not, this is just level casual is what it is.

Speaker 2 Jimmy, this is is not the roast of Jason.

Speaker 18 I think you're at the wrong.

Speaker 18 I was told differently. I think you're at the wrong event.

Speaker 2 I think we're going to see you.

Speaker 18 Stand up if you've ever eaten a whole pizza by yourself.

Speaker 2 All right, Jimmy, we're three minutes in and you started roasting me already.

Speaker 18 I'm sorry.

Speaker 18 It's my nature. I was telling you,

Speaker 18 it was confusing to me because you're talking to these people and everybody's got these great stories and you're hypnotizing them with your eyes. I know what you do.

Speaker 18 You know, like 85% of this audience is here in the hope they might get to have sex with you, right?

Speaker 18 That's why I showed up.

Speaker 2 So, how does this go, Jimmy?

Speaker 18 How does that work between me and you? What, sex? Yeah, how does that?

Speaker 18 Well, when a host and his guest fall very much in love,

Speaker 18 they go into the dressing room and

Speaker 18 I'll show you from there.

Speaker 2 Yes, that's right. My wife would not approve.
Thank you so much. That's the only reason.
Thank you so much.

Speaker 2 I appreciate it. Jimmy, you don't do a lot of interviews, but you...

Speaker 18 No one wants to talk to me.

Speaker 2 You agreed to do this one. Why now? Why here? And what does it feel like to be on the other side?

Speaker 18 First of all, my wife loves you.

Speaker 18 And so i've become exposed to you your magic we have some mutual friends and really i said to my wife i said hey jay shetty asked me if if i would do his show i said should what do you think she said well i'd like to hear you on that and i said all right well you're not listening to me at home so maybe

Speaker 18 Maybe we can accomplish something.

Speaker 2 We'll make some magic happen. Where is she? Is she here?

Speaker 18 She is here, but I don't know where she's sitting. She may be.
Hello. Oh, there she is.

Speaker 18 If you guys

Speaker 18 write on a card what you think of her, we'll hand them to her afterwards.

Speaker 2 Thank you for making this happen. Jimmy, let's start there, actually.
You know, tonight has been all about what we don't do because of what people think of us, the things we worry that people

Speaker 2 are perceiving about us, the judgments, the criticisms that people have of us. Talk to me about a time in your life when you really felt like imprisoned by that, if ever.

Speaker 18 Oh, very much so all the time. Not just, I mean, really, honestly, like if I'm at an event and I'm not dressed properly, I feel, in fact, I went to a wedding recently.

Speaker 18 A very good friend invited me to be in his wedding party. And he was not great with the details of the party.
But again, another dress code situation. This one was

Speaker 18 festive attire, which means nothing to me.

Speaker 18 And I was in the wedding party and I wore what I thought was festive attire and I showed up and everyone else was in a black suit.

Speaker 18 And so I'm the idiot in all these wedding photos. And that, you know, that's, I feel uncomfortable with the simple things like that.
But I, you know, putting yourself out there is hard.

Speaker 18 And I'm not talking about show business necessarily. I think that there are a lot of people that I've known over years and years who are really good at something.

Speaker 18 And you, you try your best to encourage them to do that thing that they're good at. And they're either going to do it or they aren't.
And sometimes for them, you saying they're good at it is enough.

Speaker 18 That's enough for them. And they don't want to threaten that idea.
They don't want you to ever think, oh, you weren't good at that. So they leave it.

Speaker 18 And I think that's, to me, that's so sad that people will do that because I do think that there are so many people who know they have this potential or this talent or whatever it is.

Speaker 18 And they just, they don't use use it because they don't want to be proven otherwise because everyone in their in their little circle thinks it and they don't want to change their minds and uh i know that's an inelegant way of saying it but you just really need to do it you have to do it and i for me i was fortunate because i started in radio and when you're on the radio you're already halfway hidden and nobody sees you you don't have an audience there to not laugh if you're not funny so you just kind of have to assume you were and you keep going.

Speaker 18 And I was able to take baby steps from being on the radio to being the sidekick on a game show, to being a partner on a comedy show, to eventually doing my own show.

Speaker 18 And I'm not sure if I would have been able to take that big leap. I was fortunate, really genuinely fortunate, very lucky to have been in a situation where I could take those steps one by one.

Speaker 18 Oh, yeah. I mean, it's just a lot of it is luck, you know? That's the other thing that is a sad truth, but a lot of it is luck.

Speaker 18 Now, you have to be ready when you get that moment where you are lucky, when you have that moment of fortune, you have to be prepared and you have to do whatever it is that you need to do to accomplish whatever goal you would like to accomplish.

Speaker 18 But still, luck is a big part of it.

Speaker 2 Yeah. I want to, I want to get to that, but I want to go backwards a little bit because I read somewhere that you actually grew up wanting to be a scientist.

Speaker 18 No.

Speaker 18 I don't know where you read that, but that is false. Okay.
Was I farting into Ziploc bags and leaving them under my sister's pillow? Yes.

Speaker 18 If that's what you consider to be science, I wanted to be a scientist.

Speaker 18 But no, science was never my thing. I wanted to be an artist when I was a kid.
I liked to draw. That was my thing.
I wanted to try. And you were good at drawing? Yes, I liked it.
What would you draw?

Speaker 18 I draw my classmates, which they never liked.

Speaker 18 I would draw anything, superheroes when I was a little kid, caricatures of people. I'd draw my family.
I'd draw David Letterman on the television as I was watching him.

Speaker 18 Pretty much, I still to this day,

Speaker 18 if I have a pen and a piece of paper, I'll just scribble

Speaker 18 whoever is sitting in front of me as we're sitting there.

Speaker 2 Wow. And so you'll still do it today? I do, yeah.
Have you done it on the show ever?

Speaker 18 A couple of times. It's hard to be funny and draw at the same time.
They're like, they're totally different parts of your brain. They definitely got that wrong.

Speaker 2 The media never gets anything wrong, right? So

Speaker 18 the scientists are. In this case, it's your fault.
In this case, it's yours.

Speaker 2 I'm always fascinated by what people wanted to be when they were growing up and then what they end up becoming because I think there's so much hidden in childhood.

Speaker 2 And there's so many experiences, so many things we hear, say, the subjects we study at school. But you've had this this history of pranks always being a central pillar.

Speaker 2 And for most of us, maybe you did a few pranks when you were a kid. How many of you did some pranks when you were kids? Any of your pranks? Yeah, all right, a few of you.

Speaker 2 I did a lot of pranks when I was kids, but sometimes you leave those behind, but you actually lost jobs because you did pranks on your colleagues.

Speaker 18 Bosses.

Speaker 2 Bosses, yeah. Bosses, right.

Speaker 18 All right. Is this going to be where I crack open this Junie and there's a cockroach in it or something like that?

Speaker 18 Because you planted it.

Speaker 2 Because Sabotage.

Speaker 18 There's a prank. Yeah, I love pranks.
I think the reason that I love pranks is because I grew up in a family that would scream and yell when I did something, and I got a great reaction out of it.

Speaker 18 I mean, really, if you don't want to be pranked, just don't react. That's the way to go.
But I grew up, my aunt Chippy is a very loud woman. She is on my show regularly.

Speaker 18 We are still, she's 85 years old. Most recently, I mean, I started by putting little explosives in her cigarettes and

Speaker 18 tying cans to the back of her car and she would go to work or she'd be in the casino in Las Vegas smoking and pow, the cigarette would blow up and then she'd call and curse me out over the phone and I loved it.

Speaker 18 And

Speaker 18 now that I have a TV show, I'm able to escalate. So

Speaker 18 a couple of months ago, this has been a dream of mine since I saw those Waymo cars. She doesn't know about these.
She lives in Las Vegas and she's never seen a self-driving car.

Speaker 18 So I had a guy pretend to be a chauffeur in a Waymo car, pick her up at the airport.

Speaker 18 He gets out of the car. He opens the door for her.
He says,

Speaker 18 I have to, you mind, I have to use the restroom and then we'll go. She's like, yeah, no problem.
Go ahead. He closes the door of the car and off it goes.

Speaker 18 And there was some real concern that this might kill her because she's 85.

Speaker 18 So I wrote to each of her daughters, my three cousins. I said, listen, here's what I'm planning to do to your mother.
And I need your permission beforehand because I don't want to kill her on TV. And

Speaker 18 if I do, I need someone to blame. Within seconds, they all said, oh, definitely do it.
Definitely do it.

Speaker 18 So we've got a sick family, but a fun family.

Speaker 2 But talk to me about when you weren't, you didn't have the resources to pull it out of your own show and you were losing jobs over pranking your bosses.

Speaker 2 First of all, where does the audacity come from? And second of all, how do you keep doing it? I believe it wasn't just once.

Speaker 18 I wouldn't call it audacity so much as I would call it stupidity.

Speaker 18 I thought that I was a dish jockey. I did a morning radio show and I worked at a lot of radio stations in a lot of cities.

Speaker 18 If you've lived in a city, I've probably had a job and been fired in that city.

Speaker 18 And each time I thought the bosses would be on board with the idea that the listeners would think it was funny if I was torturing them because then they could drive to work and go, I love hearing this, these guys screw with their bosses.

Speaker 18 I wish I could do that, but I'm enjoying it through them. And they never liked it at all.
They would tell me they were going to like it when they hired me. And then when it happened, they hated it.

Speaker 18 Just dumb stuff.

Speaker 18 Once we were golfing, and I unlatched their golf bags on the back of the carts and then forgot about it for like six holes and then ran over their golf clubs.

Speaker 18 Once I completely smashed the inside of

Speaker 18 a hot dog, it's a long story and but there was a hot dog that he didn't eat and he threw in the garbage and every night I would sneak in and put it in his drawer in his desk.

Speaker 18 And each day he'd open his desk and there'd be a hot dog in there and he didn't know why. And he'd throw in the garbage again.
And then each time I would get in there and I'd put it back in the desk

Speaker 18 and then he started locking his his office so I climbed in over the

Speaker 18 you know the offices have that like kind of

Speaker 18 a really cheap ceiling I I lowered myself in and as I lowered myself completely the desk collapsed the shelves collapsed it looked like the Northridge earthquake had happened only in his office

Speaker 18 I knew that I'd be fired if he found out, so I just got out of there and locked the door, put the hot dog in before I left,

Speaker 18 and never mentioned it again.

Speaker 18 I don't know what he thought happened, but eventually they'd fire me. Eventually, they'd have enough of my money.

Speaker 2 How did that conversation go? The firing? Was it a conversation, or you just got a message? Like, whatever it is.

Speaker 18 Well, it would go like this. Yeah, of course, there were different situations, but generally, it would go, so you know how you work here now.

Speaker 18 Tomorrow, you won't be working here.

Speaker 18 And in fact, we're going to get a box, we're going to go in your office, we're going to get all your shit, and we're going to walk you out to the parking lot.

Speaker 18 I have to say, to this day, I hate firing people.

Speaker 18 crushes me to fire somebody even if they deserve it, even if they've done something bad, because I've been fired so many times. And it sounds funny.

Speaker 18 These stories are, I get that they're funny, but it wasn't funny at all at the time.

Speaker 18 You know, I was making like $18,000 a year and then had to go home and first of all tell my wife at the time that I'd been fired again for being an idiot and that we're going to have to pack all our stuff and move to Tucson.

Speaker 18 And that happened over and over and over again until eventually I found a radio station here in LA, K-Rock, that valued my

Speaker 18 commitment to nonsense. And I also grew up a little and I learned like, okay,

Speaker 18 don't call your boss's wife at home on the air

Speaker 18 and dig into their personal life those kind of lessons those important lessons that you learn along the way and i was able to keep that job until i i got a job in television i love your commitment to the prank i have some things going on right now that would blow your mind that i can't even talk about because they're bubbling but what my thing is my wife does not like when i my wife i got her a um did you know you can get a personalized license plate for anyone's car no how does that work explain that to me well what you do is you fill out the forms and then you forge the person's signature at the bottom

Speaker 18 and you write on the thing what you would like their personalized license plate to be in my wife's case I made it weeby jammin'

Speaker 18 And then the license plate came in the mail, and I went out in the garage and I screwed it onto the car. And I waited until she was, you know, until she came out to the car and she wasn't happy.

Speaker 18 But I've done that with a lot of people. My band leader, who plays the saxophone, I made one that says Senior Saxi.
And I put that on

Speaker 18 his car.

Speaker 18 I got the idea at a U2 concert. Somebody had a license plate, said U2 fan.
I thought, oh.

Speaker 18 Okay.

Speaker 18 Maybe I'll do that in a bad way.

Speaker 2 What's a firing conversation that went wrong? What's the worst time you've fired someone and you're like, oh, I shouldn't have done it like that?

Speaker 18 Oh, well, one time it went on for like three and a half hours. It was me hugging and them crying and just kind of going around in circles over and over again.

Speaker 18 And until finally I was like, all right, I got to go pick up my kids.

Speaker 2 So wait, you fired them, then hugged them.

Speaker 18 Oh, yeah. Right.
Yeah. There's always some hugging involved.

Speaker 18 Yeah, it's, you know, it's not great. I I got fired one time and I'd been fired now so many times I knew what was, I knew was coming because the way you know is they stop yelling at you.

Speaker 18 And once they stop yelling at you, you're in trouble. They're like, ah, forget it.
We don't need, why bother? We're firing them in three weeks.

Speaker 18 But I went in and it was me and my partner on the radio and they sat us down.

Speaker 18 They said, listen, you know, we're going to go in a different direction and, you know, all that bullshit that they say to you. And this is probably best for you guys too.

Speaker 18 And I'm thinking, no, it's not

Speaker 18 and then and then they gave the whole spiel and they were nervous and i said listen here's what we're gonna do we're gonna come to work on monday morning and we're gonna pretend like none of this ever happened

Speaker 18 and there was a long moment of of confused and terrified silence yeah and then i started laughing and gave him the finger and left, I think.

Speaker 2 Before we dive into the next moment, let's hear from our sponsors.

Speaker 3 This is Sophie Cunningham from Show Me Something.

Speaker 7 Do you know the symptoms of moderate to severe obstructive sleep apnea or OSA in adults with obesity?

Speaker 8 They may be happening to you without you knowing.

Speaker 10 If anyone has ever said you snored loudly or if you spend your days fighting off excessive tiredness, irritability, and concentration issues, it may be due to OSA.

Speaker 12 OSA is a serious condition where your airway partially or completely collapses during sleep, which may cause breathing interruptions and oxygen deprivation.

Speaker 16 Learn more at don'tsleep on osa.com.

Speaker 8 This information is provided by Lilly, a medicine company.

Speaker 18 Hey, audiobook lovers. This week on the podcast, I'm sitting down with musician, producer, and walking encyclopedia, Questlove.

Speaker 18 We're talking about Mark Ronson's memoir, Night People, How to Be a DJ in 90s New York City.

Speaker 18 All right, like we talked about before, Mark Ronson found sanctuary in the DJ booth. What's What's a tool or piece of equipment in the studio or on stage that gives you the most control?

Speaker 18 So I have two microphones on stage.

Speaker 18 We have the microphone that you hear as the audience. Then we have a second microphone in which we communicate with each other.
I feel like that second microphone kind of saved all of our friendships.

Speaker 18 No band likes each other after 20 years or 25 years.

Speaker 18 The Beatles broke up in seven and a half years and we're going on 35.

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Speaker 2 And back to our episode. On a serious note, what's beautiful about that is you were able to hold on to a really authentic part of self-expression that was your comedy.

Speaker 2 It was something you found funny. It was something that you really believed was something everyone would find funny.
You didn't give up on that.

Speaker 2 You were able to hold on to it and find a place eventually that allows you to pull off these crazy things.

Speaker 2 How did you stay true to that when everyone's firing you, letting go of you, telling you this isn't a great idea, or it's pushing people the wrong way?

Speaker 2 Like, how do you hold on to an idea when everyone's telling you it's terrible?

Speaker 18 Pure delusion. Just like a lot of the things I thought were so funny weren't even funny.
And like they weren't funny. Like, you know, I wasn't that good at my job.

Speaker 18 And I think that's an important thing, too, because I look back at these jobs and I go, well, it wasn't all their fault.

Speaker 18 You know, like, on one hand, I feel like maybe they should have recognized that I was always a very hard worker and that I did have some talent. I think every one of them would tell you that.

Speaker 18 But on the other hand, like I was kind of crazy, you know, I was doing anti-social things and they didn't get it and they didn't want to deal with it.

Speaker 18 They were adults and I was this asshole, you know, this kid and they didn't want to deal with it.

Speaker 18 But I do have this thing where I just kind of figure like, well, if I think it's funny, then surely there will be other people that think it's funny. And it applies to other people too.

Speaker 18 You know, one of the best things about my job and really about even when I was on the radio is I've been able to identify and help other people who I saw as talented and who didn't quite know how to do it or make their way in or stay there once they got in.

Speaker 18 And that to me is very sad. Even just putting my aunt Chippy on television, right? Now,

Speaker 18 I'm not the first person to put one of their relatives on television, but I just kind of looked around and go like, well, I think she's funny. And so I think other people will think she's funny.

Speaker 18 And the same with my uncle Frank, her ex-husband, who was my security guard on the show before Guillermo was there. And then they were there at the same time.

Speaker 18 He was just this weird, very neurotic, very

Speaker 18 anxious former cop from New York who only arrested six people in 20 years and

Speaker 18 had this strange outlook on life where he would take $200 out of his ATM at the beginning of the week, and then he wanted to have $0 in his wallet at the end of the week. And it had to be that way.

Speaker 18 And so, if he had any money left in his wallet on Sunday, he'd just give it to people like strangers he'd just hand it out to people and he was always doing this like weird stuff and i you know i at one time my band leader on my show is my best friend since i was nine years old we grew up across the street from each other and i didn't know my relatives were funny until he thought they were funny.

Speaker 18 I was like, oh, they're annoying. They're always yelling at each other.
They're, you know, it's like, oh, they're coming over. He's, I said, my Aunt Chippy and Uncle Frank are coming over.

Speaker 18 He's like, oh, can I come? I was like, what? He's like, oh, they're hilarious. I was like, They are,

Speaker 18 and that clicked for me. I was like, Oh, yeah, they are hilarious.
And it turned out he was right. And I've just kind of operated by that principle for my whole life.

Speaker 2 Yeah, talking about family, you just became a granddad, too, right?

Speaker 18 I did. My daughter, Katie, had a baby, a baby girl.

Speaker 18 Probably should have got more applause for that, but

Speaker 18 thank you.

Speaker 18 I feel like almost killing my aunt Chippy got more applause than having

Speaker 18 a granddaughter. But yeah, we're very excited.
She's what, like maybe like eight days old or something. Yeah.
Yes. Smoking already, which we're concerned about.

Speaker 2 How does that feel? What is that like psychologically, internally, mentally?

Speaker 18 I feel like, I don't know. People seem to

Speaker 18 think like I first of all people approach it cautiously in a way about it like oh so you're having like, like, I'm going to be upset about this.

Speaker 18 Like, what kind of an asshole would be upset about having a grandchild? But I guess people don't want to be thought of as old. And I don't really care that much about that.

Speaker 18 I'm just excited to have a little. And also, being a grandparent, I think it's going to be, first of all, an incredible way to get revenge on my children.

Speaker 2 Tell me how. What are the pranks that are brewing?

Speaker 18 Not even pranks, just all the things they did to me that they're going to say, I know they're going to go, don't give, please put them to bed before 11 o'clock, you know, don't give them a bunch of Reese's pieces, and I'm going to nod just like my parents do, and then I'm going to do all the shit they don't want me to do.

Speaker 18 And I think that's one of the grads, the circle of life, you know, but it's fun and it's exciting, and it's strange to see my daughter as a mom.

Speaker 18 I think that for me is the, it's not really about how I feel because I've always felt like like the same person. I feel like I'm the same person I was when I was nine years old.

Speaker 18 But to see like your daughter holding a baby and smiling is, it's, yeah, people know it's great.

Speaker 2 Yeah, absolutely. Give it up.

Speaker 2 It's beautiful to hear about that because, yeah,

Speaker 2 I have no experience about it. You have no grandchildren? I don't have kids, no grandkids.
And it's really fascinating watching someone you love grow into becoming someone else.

Speaker 2 Like you said, it was strange strange watching her do it. What are you noticing in her that

Speaker 2 feels that way?

Speaker 18 Well, she's breastfeeding what she'd never done before.

Speaker 18 You know, she's

Speaker 18 just seeing my daughter is very funny.

Speaker 18 All my kids are really funny. My daughter, Katie, is very funny.
She's got a very strange sense of humor. She's an artist.
She makes these funny ceramics. Her name is Katie Kimmel.

Speaker 18 You could see her on Instagram and

Speaker 18 you will understand what I'm talking about. She does like today, she sent me, like, I sent her a text this morning, and I said, you're not posting enough pictures of the baby on the stream.

Speaker 18 And so, she just posted a bunch of pictures of the baby screaming and crying.

Speaker 18 And the baby's wearing a onesie that says, I'm 11 years old.

Speaker 18 So, I know she's going to, you know, she's not going to be a traditional mom, but just seeing her be a mom is

Speaker 18 just funny.

Speaker 18 I think it's like anything. Like when I try to remember how old I am, I don't know if you ever forget how old you are.

Speaker 18 I have to remember how old my sister is and add three years.

Speaker 18 That's how I get to it. And just seeing my kids become adults and

Speaker 18 both of my older kids are married and like having to pay rent and

Speaker 18 be a husband and a wife is weird. It's just weird.
You know, it's great, but it's weird.

Speaker 2 Yeah, they obviously inherited your comedic genius, sounds like.

Speaker 18 Yeah,

Speaker 18 I wouldn't necessarily classify it as genius, but they are very funny and just very good people, I think. More importantly, no, funny's more important.

Speaker 18 Let me rank it. Hold on a second.

Speaker 18 Yeah, funny, definitely more important than good, but both important, super important. Yeah.

Speaker 2 What's a part of you that you didn't want them to inherit?

Speaker 18 My nose.

Speaker 18 I didn't want my daughter to have my beard for sure.

Speaker 18 My anxiety, maybe?

Speaker 18 Of course, you know, kids, they inherit that whether you want them to or not. But I think anxiety, yeah.
And I think, like, growing up without any money adds a measure of anxiety.

Speaker 18 But then you realize, like, you know, my older kids, I didn't have any money when they were growing up. And now my younger kids, I do.

Speaker 18 It's interesting because they somehow manage to get to the anxiety, like they find different paths to it. It has nothing, it turns out it doesn't like for me.

Speaker 18 Like, when I was a kid, and I love to draw, I told you, I would get a like a set of pens for Christmas, and I would never want to use them because if I use them, they'd run out.

Speaker 18 And so, I'd have these pens that I never used, and eventually they'd just dry out because we lived in Las Vegas.

Speaker 18 And

Speaker 18 what it's a terrible thing. So now, you know what I do? I buy a million art supplies.
And the house is like a dick blick. You know, my house is just full of these art supplies.

Speaker 18 And I know that I will never, I will not live long enough to use all this stuff. But knowing it's there makes me feel like I've conquered that anxiety in some way.
By hoarding. By hoarding.

Speaker 2 So the reason why anyone else can't get art supplies is Jimmy Kimmel. That's right.

Speaker 18 Yes.

Speaker 2 Walk me through what anxiety really feels like at this point now in your life, how your relationship with it's changed over that time from going from being anxious about not having money, not having resources, not having a job.

Speaker 2 What does that look like as the externals change? What happens on the inside?

Speaker 18 Well, it's a lot simpler when you don't have any money because the things you're thinking about are: you know, do I have enough cash in my checking account to have lunch today, to get a $20 bill out?

Speaker 18 And like, it's like, oh, I have $21 $21.18.

Speaker 18 Great.

Speaker 18 And that's significant, certainly. But then you get, you wind up in a position where a lot of people rely on you for a lot of things.

Speaker 18 And people will come to you with very serious needs, serious requests. Your relationship with people changes.
It's hard to navigate that. It's hard to even find people to talk about it with.

Speaker 18 There are, as far as I know, no books on how to handle it. And you wind up having these kind of like intimate conversations with

Speaker 18 famous people you don't even really know that well. I mean, like, I know a guy who is a real like family guy, who's a very wealthy guy, he's a very famous actor.
And I said,

Speaker 18 How many houses have you bought for your

Speaker 18 family? And he thought about her for a second and he goes, 17.

Speaker 18 That was my reaction, too. And

Speaker 18 you can't be the nephew anymore at that point. You're the person that people go to when they need something.
And it can be a lot. You know, it really can.
I mean,

Speaker 18 I shouldn't complain. Now it sounds like I'm complaining.
Oh, Jesus.

Speaker 18 We all have problems, right? I mean, some of them are just different than others. Yeah.

Speaker 2 What do you do about that anxiety? What do you do with it? Just buy more houses?

Speaker 18 For the most part, yeah. Yeah, yeah.

Speaker 18 Yeah.

Speaker 18 It depends, you know, but I'm hopefully getting better about it, you know, because it's hard to explain to people when they want money, but your relationship with them is more important than that money.

Speaker 18 And then sometimes you realize, like, oh, wait, their relationship with me is not more important than the money. And that's when you have to reevaluate the relationship.

Speaker 2 That's tough.

Speaker 18 Yeah, it's hard.

Speaker 2 That's really, really tough. I mean, yeah.
Is there someone particular or someone specific that you think about when you share that?

Speaker 18 My wife.

Speaker 18 She's sucking me dry, Jay.

Speaker 18 How much do I get for this? Do I get paid? No, no, no.

Speaker 2 No, she made you do this for free.

Speaker 18 No, there's no one in particular. It just, it comes up.
You know, it happens.

Speaker 2 Yeah.

Speaker 2 In my small journey with it, I've definitely experienced that as well, losing people that you thought you were close to, yeah, realizing what standard or frequency of relationship you had with someone.

Speaker 2 And you put them up here and you thought you had this bond. And actually, you realize it was just based on finances or access or whatever it may be.

Speaker 18 Yeah, sometimes you get an email from somebody you went to the sixth grade with

Speaker 18 asking for a huge amount of money for something nonsensical.

Speaker 2 It's not even for a charity.

Speaker 18 Oh, never.

Speaker 18 Never.

Speaker 2 It's crazy. Any crazy requests you can share?

Speaker 18 You know, yeah, I've had a lot of crazy requests. I mean, you know, people think you can wave a magic wand and make all their problems go away.
And it's not true.

Speaker 18 You know, even if a lot of times you give them what they want, they still have to deal with whatever got them there in the first place.

Speaker 18 So, you know, trying to keep that in mind, I think, is important. But these are not the kinds of things that occur to people when they're in a pinch.

Speaker 2 Yeah, absolutely. You've been talking about your wife a lot tonight.

Speaker 18 And how long have you been together now? We are celebrating our 12th anniversary in July. We've been together,

Speaker 18 I don't know,

Speaker 18 like 16 years or something like that.

Speaker 2 That's beautiful. And I believe you met on the show?

Speaker 18 I did, yes. We met on the show.
My wife is the executive producer, one of the executive producers of the show.

Speaker 18 And we made love, and I asked her.

Speaker 2 So it wasn't you and your guest. It was.

Speaker 18 I got right to it. Yeah, no.
She was not a guest, no.

Speaker 18 It wasn't like us.

Speaker 2 Yeah, it wasn't like us. A bit different.

Speaker 18 This is terrible. This is

Speaker 18 terrible, Jimmy. It won't be that bad.
I'm very gentle.

Speaker 2 This is what all my British friends worry about LA being like.

Speaker 18 This is what they all worry about. Oh, you mean all the friends who got buggered in boarding school are worried about?

Speaker 2 No, they're all like, what are all the parties in LA like? And, you know,

Speaker 2 what's Jimmy Kimmel actually like? And I'm going to have to show them this.

Speaker 18 Yeah.

Speaker 18 Let them know. Invite them over.

Speaker 2 Apart from the the pranks, what have been the there's a lot of people out here who are either looking for love who's

Speaker 2 who are still searching. You know, everyone always says it's always hard to date in LA.

Speaker 18 Yeah. Is that true? I think it is.
I mean, I've never really been in that position.

Speaker 18 I've gone from one long-term relationship to another, but certainly people close to me in my life have, I've seen them have a really hard time and even like think like, well, maybe I should move back to Chicago and that kind of thing.

Speaker 18 And I go, but wait a minute, but there's,

Speaker 18 just people here and there, whatever. And obviously the apps have changed that a lot, sometimes for the better, sometimes for the worse, I guess, depending what your intentions are.
But

Speaker 18 yeah, sometimes I feel bad for people because it does seem to be hard.

Speaker 2 Yeah, what's been the secret for your connection? What's been the secret source to the 16 years and the 12 years of marriage?

Speaker 18 Left to my own devices, I'm not great, okay?

Speaker 18 But my wife is very good. She will say

Speaker 18 she wants to, I'm just checking in with you. And I'm like, what is this checking in? She probably learned it from you.

Speaker 18 That sounds about right.

Speaker 2 Yeah, that sounds about right. There's four check-ins.
There's one every week, one every month, one every quarter, and one every year.

Speaker 18 And I get nervous. I'm like, well, what are you checking in about?

Speaker 18 What am I, a motel?

Speaker 18 It's like, no, just, how are you? How you doing? I'm like, oh, I'm fine. What did you hear? I don't know.

Speaker 18 I have a very, I have tunnel vision. You know, like, I got stuff I need to get done and I want to get it done.
And sometimes I forget that there are other human beings around me that,

Speaker 18 you know, would like to check in from time to time.

Speaker 18 So I've learned a lot and I'm still not great at it, but I am better at it than I was. And I feel like I've matured a lot thanks to my wife.
And

Speaker 18 in what way have I matured?

Speaker 2 Oh, Jesus Christ.

Speaker 2 You don't get away with saying it's a mature.

Speaker 18 I knew you would do this, Jay. I knew it.

Speaker 18 I knew coming in here.

Speaker 18 What ways have I matured?

Speaker 18 Now, when we hold hands, I don't take hers and put it behind me and fart on it

Speaker 18 anymore.

Speaker 18 And that's a big step for me.

Speaker 18 All right, let me get serious here. It's hard.
I make jokes when I'm confronted with a serious situation.

Speaker 18 No, don't ask her.

Speaker 18 I don't know if she wants to be asked.

Speaker 18 Oh, she's standing. She wants to be asked.

Speaker 2 I need a mic.

Speaker 18 All right, before she gets up here, Jay, I should just say, I haven't matured. I was lying.

Speaker 18 I just wanted to sound, I wanted to fit in with the podcast.

Speaker 18 Oh, this is what it was, yeah, right.

Speaker 18 Hi, sit on my lap. Yeah.

Speaker 18 Not going to sit on your lap.

Speaker 1 I'm not going to sit on your lap.

Speaker 1 He gets uncomfortable. when we talk about serious things.
He's definitely maturing in that area.

Speaker 18 Oh, I don't see any evidence of that.

Speaker 1 I'd like to say, first of all, I'm very proud of you coming here and being here.

Speaker 18 Oh, thank you. Because

Speaker 1 I think that's mature of you.

Speaker 18 Oh.

Speaker 18 Okay, there's that.

Speaker 1 Jimmy is incredibly self-deprecating, if you can't tell. And that's his defense, which is beautiful and wonderful, and we all get to enjoy it.

Speaker 1 But I get to tell people how wonderful you are, and I love to do that. And I think one of the things, the most beautiful things you've done in evolving as a human is

Speaker 1 sharing your story regularly on the show, fighting for health care for children,

Speaker 1 fighting for people.

Speaker 1 I think

Speaker 1 maybe you went from being a little more inward to outward over the last decade of your life. And I think it's been beautiful to witness.

Speaker 18 Well, thank you for bringing it out of me. You're welcome.
Thank you. All right.

Speaker 1 You have a lot of more work to do, though. So I'll just.

Speaker 2 Jimmy, Jimmy, now it's your turn.

Speaker 18 We need, you know, jimmy turn this into a session yeah okay now it's your turn please well first of all is it just me or does it suddenly smell like toast it does it does you're having a stroke

Speaker 1 he's having a stroke

Speaker 18 okay

Speaker 18 oh wouldn't you love that

Speaker 18 um

Speaker 18 well

Speaker 18 Yeah, you know, I'm always amazed at how easily these kind words come out of my wife, and not just for me, but for others.

Speaker 18 Like, there's nobody you'd rather have give a toast at your birthday dinner because she really speaks from the heart and speaks very beautifully and makes people feel really good.

Speaker 18 And I don't think there's any better quality than that.

Speaker 18 Thank you.

Speaker 1 I love you, and I love you.

Speaker 2 I love you too, Molly.

Speaker 18 Thank you so much.

Speaker 18 You're so beautiful.

Speaker 18 Well,

Speaker 1 we'll see how the night goes.

Speaker 18 No, I love your wife, too. All right.
Thank you. Give it up for Molly, everyone.
Thank you, Molly.

Speaker 2 Thank you.

Speaker 18 Oh, you really put me on the spot there, Jay.

Speaker 2 Whoa, she saved you. She saved me.
She saved you. I mean, you know, I was pretty on the spot, but she saved you.
No, you're right.

Speaker 2 Okay, so now we're going from couples therapy to individual therapy.

Speaker 18 Oh, okay, great.

Speaker 2 Has talking about your emotions always been something that you found challenging? Yes. Not useful? Like, where on that spectrum? Talk, talk to me about that.
What, what spectrum is it?

Speaker 2 Like, what does that look like?

Speaker 18 Like, well, I think my dad's the same way because I hear my mother yelling at him about it.

Speaker 18 But, um, yeah, it's very, you know, I can write a nice letter, I'm good with that, but there's something about expressing myself in a very honest way that is difficult for me. Why is it

Speaker 2 the answer's within? The answer's within?

Speaker 2 Only you can.

Speaker 18 There's a lot of stuff in there. Yeah.

Speaker 18 I'm not sure I want to go rummaging around.

Speaker 18 There's a whole pizza in there.

Speaker 2 But first, here's a quick word from the brands that support the show.

Speaker 3 This is Sophie Cunningham from Show Me Something.

Speaker 4 Do you know the symptoms of moderate to severe obstructive sleep apnea or OSA in adults with obesity?

Speaker 9 They may be happening to you without you knowing.

Speaker 10 If anyone has ever said you snored loudly or if you spend your days fighting off excessive tiredness, irritability, and concentration issues, it may be due to OSA.

Speaker 12 OSA is a serious condition where your airway partially or completely collapses during sleep, which may cause breathing interruptions and oxygen deprivation.

Speaker 16 Learn more at don'tsleep on osa.com.

Speaker 8 This information is provided by Lilly, a medicine company.

Speaker 18 Hey, audiobook lovers. This week on the podcast, I'm sitting down with musician, producer, and walking encyclopedia, Quest Love.

Speaker 18 We're talking about Mark Ronson's memoir, Night People, How to Be a DJ in 90s New York City.

Speaker 18 All right, like we talked about before, Mark Ronson found sanctuary in the DJ booth. What's a tool or piece of equipment in the studio or on stage that gives you the most control?

Speaker 18 So I have two microphones on stage.

Speaker 18 We have the microphone that you hear as the audience. Then we have a second microphone in which we we communicate with each other.

Speaker 18 I feel like that second microphone kind of saved all of our friendships.

Speaker 18 No band likes each other after 20 years or 25 years. Like the Beatles broke up in seven and a half years, and we're going on 35.

Speaker 18 Listen to Earsay, the Audible and iHeart Audiobook Club on the iHeartRadio app or wherever you get your podcasts.

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Speaker 1 Sprite, obey your thirst.

Speaker 2 All right. Thank you to our sponsors.
Now let's dive back in. When was the last time you felt like you accessed that part without a letter and you were able to share that part of yourself?

Speaker 18 Well, about 86 seconds ago.

Speaker 2 No, but your emotions, your emotions, not about someone else, but how you feel about something.

Speaker 18 About someone else.

Speaker 2 Well, no, no, not how you feel about someone else, how you feel about your own emotions or feeling an emotion that may be uncomfortable or difficult or challenging.

Speaker 2 When was the last time you feel you did do that?

Speaker 18 With our therapist last Friday at

Speaker 18 9:18 a.m.

Speaker 18 It's easier with the therapist. You know, I was listening to you with Bert Kreischer.
Yeah. You had him on your podcast.
Yeah. And he said something.

Speaker 2 He said that after

Speaker 18 he and his wife go to therapy, he declares a winner.

Speaker 18 Do you do the same thing? No, but I like that a lot.

Speaker 18 Who wins?

Speaker 18 You know,

Speaker 18 I don't think anybody wins, really. No, I think it's just helpful.
I think it's really a good thing. I find it very uncomfortable, but

Speaker 18 I'm never not glad that I did it afterwards. I think it's just a good thing to talk.
I mean, maybe it's the reason why we can talk as humans, because we're supposed to. And I think it's good.

Speaker 18 And I think a lot of guys don't like to go to therapy, and then they're looking for somebody who's going to be on their side, and they're looking for a referee more than a therapist.

Speaker 18 And that's probably not the way to go in it. I will say, from my own personal experience, that I recommend it

Speaker 18 both individually and together. And I think that

Speaker 18 it's helped me a lot in my life to sort things out, you know.

Speaker 18 And I think what you do is,

Speaker 18 you know, is very helpful for people because, um, I mean, obviously, you know, there are a lot of people here just trying to figure out who they are and how to go about their lives and how to be happy.

Speaker 18 And it's hard. It's hard to figure out how to be happy.
I mean, there's by there's no logical reason why we should be happy. It doesn't make sense.

Speaker 18 There are so many people suffering, and there's so many sad and bad things happening. And it feels selfish sometimes to be happy.
It's like, oh,

Speaker 18 yeah, great. Things are going great for you.
But look, what's, you know, these kids don't have lunch.

Speaker 18 And I think that it takes a lot to remember that that's not good for you and it's not helping anybody. And if you really want to do something, do something.
Don't just worry about it.

Speaker 18 And so that's something that I think is important.

Speaker 18 And I also found that, like, you know, sometimes people want advice, and sometimes I want advice. And sometimes people who are asking for advice don't really want to

Speaker 18 they don't want advice. They just want something.
And

Speaker 18 I always think that when you're really down,

Speaker 18 when you're feeling low and when you're looking for answers, helping other people is always a help. It always makes you feel better.
So if there's a situation where

Speaker 18 you're feeling worthless or you're, you know, you're feeling unloved or whatever, the best thing you can do is to help someone else because,

Speaker 18 and for yourself, not even for them.

Speaker 18 It's almost a selfish thing to do. And I think it always works.

Speaker 2 I agree.

Speaker 18 I love that. I love that.

Speaker 2 Jimmy, you've been amazing tonight. We end every on-purpose interview with the final five.
These questions have to be answered in one word to one sentence maximum.

Speaker 2 So, Jimmy Kimmel, these are your final five. The first question is, what is the best advice you've ever heard or received?

Speaker 18 Well, it's not be yourself. We learned that earlier.

Speaker 18 Listen.

Speaker 18 Listen.

Speaker 18 That's the best advice.

Speaker 2 Who did you hear that from?

Speaker 18 I heard it from a priest.

Speaker 18 Yeah, a friend of mine who's a priest. Yeah, I said, what do you do when people come to you and they say, you know, my son is dying and I don't believe in God?

Speaker 18 He said, I just listen to them.

Speaker 18 It's good advice.

Speaker 2 Speaking about that, you've been very open about your son's heart condition.

Speaker 2 And that's been something that I imagine is extremely difficult.

Speaker 18 Well, not anymore because he's doing great, but it was, yeah, for sure. Yeah.

Speaker 2 What helped you at that time?

Speaker 2 What helps you in such a difficult, dire situation?

Speaker 18 Well, number one, Children's Hospital here in Los Angeles helped me.

Speaker 18 The support, the support from

Speaker 18 family

Speaker 18 and

Speaker 18 strangers.

Speaker 18 And

Speaker 18 I'm a religious person. I grew up going to church, Catholic, and all those things.

Speaker 18 And I think that the

Speaker 18 thoughts and prayers that get thrown around a lot, people, when they say they pray for you, that's

Speaker 18 to take a moment of your day to stop and think about someone else

Speaker 18 and their child.

Speaker 18 It's a small sacrifice, but it's a meaningful one. Whether you believe in prayer or not,

Speaker 18 I just think it's powerful and meaningful. And I know that's more than one sentence, but

Speaker 18 that's the answer.

Speaker 2 Thank you, Junior. Thank you so much.

Speaker 2 That was actually just question number one.

Speaker 18 I just snuck another one in there.

Speaker 2 Question number two: What is the worst advice you ever heard or received?

Speaker 18 You know, I don't really have an answer to that. I think that the worst thing you can do, and I've done it, and it's something that I've learned, is to

Speaker 18 lash out. You got to take a beat and think about what you're saying because you'll wish you had.
Yeah.

Speaker 18 So sometimes there are people that just want you to bring down the hammer of Thor, and

Speaker 18 that's not usually the way I go.

Speaker 2 I like that. All right.
Question number three. What's the first thing you do in the morning and the last thing you do at night?

Speaker 18 Oh, brush my teeth.

Speaker 18 You mean besides P? I guess,

Speaker 18 yeah.

Speaker 18 You know, we have, you know, we have an eight-year-old and a 10-year-old in the house. So he comes and our eight-year-old and pounces on us in the morning.
And I just like to snuggle with him.

Speaker 18 And then he wants us to come to bed with him at night and put him to sleep every night. And we know that we shouldn't do it every night, but we just want to.
We want to get in there with him.

Speaker 18 And most of the time, we're very easy to convince. So those are the best in the morning with the kids in the bed.
And then again, at night with the kids in the bed.

Speaker 2 Love that.

Speaker 2 All right, last two questions. Question number four: What's something that you used to value that you no longer value?

Speaker 18 My parents.

Speaker 18 No, I love my parents.

Speaker 18 You know what? I don't drink much anymore. I used to,

Speaker 18 you know,

Speaker 18 I never had a problem or anything like that, but I've just, it's less interesting to me now.

Speaker 2 Why is that?

Speaker 18 Because I'm so high all the time.

Speaker 18 We call that California sober, I believe.

Speaker 18 All right.

Speaker 2 Fifth and final question. We ask this.
to every guest who's ever been on the show. If you could create one law that everyone in the world had to follow, what would it be?

Speaker 18 It's the golden rule. Do unto others.
That's it.

Speaker 18 That's the whole thing.

Speaker 18 That's all you.

Speaker 18 If we all did that,

Speaker 18 we'd be doing great.

Speaker 18 Yeah. Yeah.

Speaker 2 Jimmy, we've got one special

Speaker 2 segment to wrap it up for you.

Speaker 18 Okay.

Speaker 2 I want to show you something behind you. If we can get the first one up.
Take a look.

Speaker 18 That's me.

Speaker 2 What advice would you give to your younger self? To that self, that younger self?

Speaker 18 To young Jimmy Kimmel in the seventh grade?

Speaker 18 Play the saxophone instead of the clarinet: you're never getting laid.

Speaker 18 I love it.

Speaker 2 Can we get a second up?

Speaker 2 Looking very daffa.

Speaker 2 What does Jimmy Kimmel need to hear right now?

Speaker 18 Get away from that young boy.

Speaker 18 You mean me, right?

Speaker 18 Both of you.

Speaker 2 And then let's get the last one, courtesy of my team.

Speaker 18 You know, honestly,

Speaker 18 I never even thought I'd own a suit, so I'm ahead of the game right now, I think. Oh, is that AI me in the future? Yes.

Speaker 18 Why is my beard the same color as it is now?

Speaker 2 You're aging well. You're aging well.

Speaker 2 What do you hope you'll feel about yourself at that age?

Speaker 18 I hope I don't look like that, number one.

Speaker 18 I do hope I have that much hair.

Speaker 18 I have a feeling I am going to be replaced by an AI me at some point in the future. I hope I wind up like my grandfather.
And by that, I don't mean dead.

Speaker 18 I mean just somebody that everybody thinks of and loves.

Speaker 2 Give it up for Jimmy. Kimmer, everyone.

Speaker 2 Yes, thank you so much. Thanks, Shake.

Speaker 2 If you love this episode, I need you to listen to one of my favorite conversations ever it's with the one and only tom holland on how to overcome your social anxiety especially in situations where you're not drinking and everyone else is we talk about his sobriety journey and so much more he gets really personal i can't wait for you to hear it it's gonna blow your mind the quote is if you have a problem with me text me and if you don't have my number you don't know me well enough to have a problem with me this is sophie cunningham from show me something do you know the symptoms symptoms of moderate to severe obstructive sleep apnea or OSA in adults with obesity?

Speaker 8 They may be happening to you without you knowing.

Speaker 10 If anyone has ever said you snored loudly or if you spend your days fighting off excessive tiredness, irritability, and concentration issues, it may be due to OSA.

Speaker 12 OSA is a serious condition where your airway partially or completely collapses during sleep, which may cause breathing interruptions and oxygen deprivation.

Speaker 16 Learn more at don'tsleep on osa.com.

Speaker 8 This information is provided by Lilly, a medicine company.

Speaker 18 Hey, audiobook lovers, I'm Cal Penn. I'm Ed Helms.
Ed and I are inviting you to join the best sounding book club you've ever heard with our new podcast, Earsay, the Audible and iHeart Audiobook Club.

Speaker 18 Each week, we sit down with your favorite iHeart podcast hosts and some very special guests to discuss the latest and greatest audiobooks from Audible.

Speaker 18 Listen to Earsay on America's number one podcast network, iHeart. Follow Iarsay and start listening on the free iHeart radio app today.

Speaker 18 Okay.

Speaker 18 Only 10 more presents to wrap.

Speaker 1 You're almost at the finish line.

Speaker 18 But first.

Speaker 18 There, the last one.

Speaker 1 Enjoy a Coca-Cola for a pause that

Speaker 18 refreshes.

Speaker 1 This is an iHeart Podcast.