The Questlove Show - Chelsea Handler

Episode Date: November 26, 2025

Comedian, author, and fellow podcast host Chelsea Handler joins Questlove for a candid, laugh-filled conversation about her unconventional daily routines, family stories, her love of travel, and the a...rt of living in the moment. Chelsea opens up about finding humor in chaos, navigating relationships, embracing failure, and the importance of taking extended vacations. She shares wisdom, wit, and unforgettable personal anecdotes throughout the episode. Don’t miss this inspiring episode packed with laughs and wisdom. Chelsea's High & Mighty Tour will run throughout early 2026.See omnystudio.com/listener for privacy information.

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Starting point is 00:00:00 A win is a win. A win is a win. I don't care what I'm saying. Yep, that's me. Clivert Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media.
Starting point is 00:00:12 Well, now I'm bringing all of that excitement to my brand new podcast, The Clifers Show. This is a place for raw, unfills of conversations with athletes, creators, and voices that not only deserve to be heard, but celebrated. So let's get to it. Listen to The Clivert Show on the I-Hard Radio app,
Starting point is 00:00:27 Apple Podcast, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok Podcast Network on TikTok. This week on the Sports Slice podcast, it's all about the NFL draft. And we've got a special guest. The director of the NFL's East West Shrine Bowl, Eric Galco, joins the Sports Slice podcast to break down what really matters when evaluating draft prospects. From hidden traits teams look for to the biggest mistakes franchises make to the players flying under the radar. This is the insight you won't hear anywhere else.
Starting point is 00:00:58 If you want to understand the draft like an insider, you don't want to miss this episode. Listen to the Sports Slice Podcast on the Iheart Radio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slica Life 12 and TikTok Podcast Network on TikTok. When a group of women discover they've all dated the same prolific con artist, they take matters into their own hands. I vowed. I will be his last target. He is not going to get away with this. He's going to get what he deserves. We always say, you know, trust your girlfriends.
Starting point is 00:01:32 Listen to the girlfriends. Trust me, babe. On the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. What's up, everyone? I'm Ego Vodom. My next guest, it's Will Ferrell. My dad gave me the best advice ever. He goes, just give it a shot.
Starting point is 00:01:55 But if you ever reach a point where you're banging your head against the wall and it doesn't feel funny, anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right. It wouldn't be that. There's a lot of luck. Yeah. Listen to Thanks Dad on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. In 2023, Bachelor star Clayton Eckerd was accused of fathering twins, but the pregnancy appeared to be a hoax. You doctored this particular test twice in so-ins, correct? I doctored the test ones.
Starting point is 00:02:36 It took an army of internet detectives to uncover a disturbing pattern. Two more men who'd been through the same thing. Greg Gillespie and Michael Marencheony. My mind was blown. I'm Stephanie Young. This is Love Trapped. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences.
Starting point is 00:02:57 Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. The Questlove show is a production of I Heart Radio. Hey, what's up, everybody? Welcome to The Quest Love Show, a new era and a format for QLS. After close to a decade of award-winning podcast you know and love, I'm back for the new idea after a lengthy hiatus, having conversations with people always wanted to get to know on a deeper level. This week, I spoke with Chelsea Handler, virtually.
Starting point is 00:03:32 She was home in Los Angeles, and I was in my office at 30 Rock in New York City, the Red Room. We know Chelsea as a comedian, television hosts, and a seven-time New York Time bestselling author with her latest book I'll have what she's having out this year. Chelsea is also part of the I-Heart podcast family with her Dear Chelsea Show. This year, you can catch Chelsea Handler on her High and Mighty tour, along with her Las Vegas residency at the Cosmopolitan. I was really happy to have her on the show as the launch of this QLS2.0 period for me. In this conversation, you're going to hear why.
Starting point is 00:04:09 Chelsea is present. She lives in the moment. She loves vacations. She also prized herself as a listener, which she was with some of my questions. Chelsea is raw and unfiltered. And in this conversation, we discussed perhaps traveling together, listening to Chelsea talk about her favorite places. You know, it sounds fun, liberating, and great for her work ethic. Like me, she wears many hats.
Starting point is 00:04:32 And this one was for me and Chelsea, like a few QLS guests in the past. She was open to random questions and jumping around a little bit. So I hope you like this new approach for QLS. And let's get to it. All right. Enjoy. Hey, Chelsea. Welcome to the Questlove show.
Starting point is 00:04:54 How are you today? How's it going? I'm good. I like the looks of where you are. It looks like it is a marijuana-infused dark room. I am so not that person. I am. Yeah.
Starting point is 00:05:08 Okay, so this is what I want to know. What time did you wake up this morning? 6.12 a.m. Is that typically where your body clock sets off or? Yeah, unfortunately. I kind of would prefer to sleep a little bit later, but like I kind of need a good two to three hours before things get going just to decontify. Do you know what I mean?
Starting point is 00:05:31 Like, I'm a bitch and I have to wake up. I write in my gratitude journal that's now on my phone. So that's a lot easier than writing because I've lost the, I've lost the aptitude for writing or the design. It hurts. So I do my little gratitude. I say everything I'm grateful for, even if, you know,
Starting point is 00:05:49 I'm not feeling great. Then I meditate for 20 minutes. I play with my dog. I let him out. And I just slowly come to. You know what I mean? I need a good, two to three hour lead time to start ahead of everyone else to start my day. So yes,
Starting point is 00:06:07 wherever I am in the world, typically, I wake up pretty early. Okay. So that's where your first 15 minutes, but what I want to know is what was the last half hour of your last night, of your day last night? What is the last half hour? Last half hour, I went to this tech conference or like this kind of tech gathering. So I came home from that pretty early. I was home by like 9.30. I came home from that. I got into bed. I put on Charlie Sheen's documentary. And then that's like background noise. So I'm not really watching it, but I just kind of like the TV to lull me and to sleep. And then while that's happening, I'm checking my phone, returning my emails. I'm doing a big stand-up tour next year. So I looked at my ticket accounts because it just
Starting point is 00:06:58 went on sale, so I peruse that. Then I looked at my emails, I look at my day tomorrow, and then I just put my eye shades on, I put my rain machine on so that I have the thunderstorm going, and then Charlie Sheen, and then usually about like 10 minutes of whatever background TV I have on after I put my eye shades on, I turn off. And then I'm usually done. Okay, I was going to ask, do you sleep with the TV on or off? So. No, off, off. But I fall asleep with it on. I find it helpful to fall asleep.
Starting point is 00:07:32 And I know that's not, everyone will say that's a bad idea. But I don't really give a shit. I'm 50 years old. I know what's best for me. There you go. During the, what I'll say in air quotes, the first cycle, I used to always sleep to the news just to make sure that we were all in one piece the next morning. Right, right.
Starting point is 00:07:53 But then the more I started studying about how the brain works. and how the subconscious works, I realized that sleeping the doom and gloom as I was sleeping was making my day worse. So I actually started maybe turning off the television, maybe in three years ago. Yeah, I mean, in general, it's probably a good, like not to watch the news at all.
Starting point is 00:08:16 I mean, there's really nothing that we're gaining from watching that. Listening to a podcast, a political podcast, I find is much less damaging, especially while you're out and driving, There's something about driving and listening to the news that is less damaging to your system than actually just sitting on your couch and watching the news. So the way that I take it information, for instance, like if the roots have a difficult song to master or if I have to do something that requires like memory, I'll actually sleep to that loop. you know, like when you're in your sleepy tired theta state, that's where you retain.
Starting point is 00:08:57 But I also believe that when you're driving, that's the equivalent of sleeping because you're still in your subconscious state, even though you're aware and driving. But I tend to read a lot of audiobooks and listen to podcast while driving because I'll retain the information better. I don't know why, but, you know. I love driving. I love driving. That is like my, I love. You live in California? Yeah, I live in L.A.
Starting point is 00:09:24 So there's a lot of traffic here and that's lame. But it's so nice to know when I can leave somewhere and it's like a 45-minute drive, not sitting in traffic, but an actual 45-minute drive like that. I can go up to Mulholland and look at the views and have a long ride with myself. Like, that's my kind of, that's my vibe. People are often shocked that when I get to L.A., I want to drive myself. For me, especially, you know, when I'm testing music, like, Whenever an album was complete, I would go up the Pacific Coast Highway and test the material.
Starting point is 00:09:57 Because for me, if it works on that drive, then it works elsewhere. So it's a therapeutic thing for me. But I never heard a person that lives in California. Like, I thought I was the only one. People look at me like, wait, you like to drive. And I thought it was the only one. So I'm glad to know that. Yeah.
Starting point is 00:10:18 I prefer. I don't prefer. I like, if I'm in New York City, I prefer to be driven. If I'm in L.A., I prefer to drive. Okay. That makes sense. Okay, so how old were you when you realized you had a gift, be it charisma or organizational skills or? It's definitely not organizational skills.
Starting point is 00:10:37 I've never realized anything about that. In fact, I mean, yeah, I don't have that. I have no logistical expertise, no domesticity. I think I realized I was precocious and that I got attention for that. and I was the youngest of six children. So, like, to me, that was an avenue to get what I wanted was to be kind of bold and brazen and say the things that nobody would accept a little five or six year old girl to say. And I got rewarded a lot for my three brothers because they thought it was so funny because I was obnoxious.
Starting point is 00:11:09 And they'd be like, go up and tell that guy that he's an idiot. And I'd be like, no problem. And then I'd go and tell them and they'd be laughing. You know, like, they made me do stuff like that all the time. and I loved their reaction to that. So then that became my commodity. Like I became that kind of personality, and I leaned into it pretty hard.
Starting point is 00:11:27 Six siblings? Five siblings. I'm the youngest of six. Can you rank them in order? Yes, I can. Rank your siblings in order. Chet Roy, Glenn, Simone, Shoshana, Chelsea. I don't mean by age.
Starting point is 00:11:43 I mean by closeness. Oh, oh, oh, sorry. I thought you're all my brothers and sisters. I'm like, fuck, I hope so. Or what skill set does each sibling have that you admire the most? I won't make you rank them in order. Okay, well, my oldest brother, not to be a bummer, but he died when I was nine years old. So he's out of the picture, but I still count him as my brother because obviously my second.
Starting point is 00:12:08 My second oldest brother, Roy, is a chef. And he is the biggest teddy bear in the world. He was the chef on Chelsea lately. He was the chef on my Netflix show. he's the one you just always want around. He's like a party favor. Roy is the sweetest, most gentle man. You know, like we just all love him.
Starting point is 00:12:26 I mean, my sisters and I are like, that's our teddy bear. Then there's Glenn, my other brother, who's very intelligent, but also slightly misogynist. And like, he's married to a Russian woman who's a real Putin sympathizer. So I have a little of a bit of a challenging relationship with that part of the family. I spent my last 25 years going on vacation with my whole family. family. Like, I take a lot of pleasure in, like, taking my whole family away. And after, like, you know, like, four years ago, I was like, I'm wrapped. I was like, I didn't marry this woman,
Starting point is 00:12:55 Olga. You did. You go on vacation with her. I don't, I no longer want to finance a vacation where I'm listening to Russian state propaganda. So that relationship's a little bit, you know, it's got some friction. Then my sisters are Simone and Shoshana. My sister's a health care attorney and my other sister has her own ear piercing company in New Jersey. And the girls are always real tight. Our whole family is pretty close and communicative. But like, you know. Are you the family alpha?
Starting point is 00:13:25 Yes. You're the organizer? Definitely. Okay, so Thanksgiving time, who's... Thanksgiving time is like... What is Thanksgiving start for you? Well, Thanksgiving time starts for me by telling my family, we're not celebrating together this year.
Starting point is 00:13:37 Leave me out of it. I don't care about holidays. I don't care about Christmas. I don't like being told when to celebrate. Yeah, I just, I find that all very annoying. Like, I want to celebrate. I want to have a life when I want to have a life. I don't like when people are like, okay, today is Thanksgiving.
Starting point is 00:13:53 I'm just not into it. But, um, so what are you doing on Thanksgiving? Whatever the hell I feel like. I hopefully ski somewhere. But yeah, or I'll go to a friend's house. Like, I just don't like it to be, I don't like the formality of that, you know? I want it to be casual and I'm going to do my own thing.
Starting point is 00:14:10 But we do vacation several times. I mean, we usually vacation over Christmas, like, for a long week. And then in the summer, we'll go to Martha's Vineyard or something, typically speaking. Although in the last couple of years, like I just said, I've kind of taken ownership over my holidays again. And I'm vacationing less with my family and more with myself. You said now you're even preparing for your set. Like, for you, like, what is the process of honing your skill set as far as having fresh material for a comedian, which I know, like, especially when all of you are choosing from the same subjects,
Starting point is 00:14:48 like your take on where we are now. Like, how do, what's that whole creative process like? Well, I think, you know, for me personally, like I've made a living by being myself, you know, I've made a living off of my personality, which is not something as a little kid I even knew I could do. I didn't even know that was possible. You know, when you do stand up, you're writing your own script. I mean, some people I may have writers, but still, this.
Starting point is 00:15:11 they're like, it's so important, whether it's me writing books, whether it's me doing my podcast, dear Chelsea, or whether it's me doing stand-up, these are all self-generative, right? I'm all, like, they're all coming from me. And I think that, you know, like, I work really hard when I work, and then I, you know, don't work really hard when I don't work. I go and vacation really hard and I experience really hard because I want to have experiences to talk about. Like, you have to live a life to gain the material to write books. You have to live a life to gain the material to write a set. You know, like last year, I put out my most recent special on Netflix, and that means you start over, that you have to have a whole new hour of material. So then you go
Starting point is 00:15:57 into your life and you're like, what haven't I talked about yet? What's happened in the last year? You know, just like I was telling you about my family and my family vacations, like that's a topic in my stand-up. Like I started editing people in my family. I'm like, listen. Listen, I didn't marry your wife. I'm not required to go. I've extended my generosity for 25 years. I want to go on vacation with your kids. Bring me your kids, but you guys stay back.
Starting point is 00:16:21 Or I want to go on vacation with my siblings and none of their spouses. You know, like I'm actually setting different set of rules now because I just don't feel like doing that anymore. Like, I'm a woman. I pay for almost everything that my family does together. And now I'm making the rules to fit what I desire. And there's nothing wrong with that. Okay, so maybe a decade and a half ago,
Starting point is 00:16:48 I was in the beginning process of maybe, maybe will they or won't they, dating a comedian. And someone put something in my ear, and I couldn't get rid of it, which is basically they were like, you know, you better not never mess up or you'll be part of her set. Right.
Starting point is 00:17:09 And I almost think that I subconsciously sabotage the relationship so I could get out of it. Do you find it hard to sort of draw in people? And I don't mean like your comedy circle or whoever your creative circle is. But do they often have, is that apprehension or are they slow to come into your sphere for fear that they might be the subject of your life, which is the state? I'm sure that that is something that lots of men think about. If there's ever a chance of connecting with them, I'm sure many men are like, oh, God. I've spoken publicly about almost every relationship I've had. Not everyone, because some people who are private, like, if you're not a public figure,
Starting point is 00:17:57 I try to leave you out of it because it's not fair. But if you, you know, like I dated Joe Coy, who's also a comedian. So I've spoken about that publicly, very limited. Nobody really knows why we broke up. But, you know, we were a very public relationship, so we publicly broke up. But I didn't drag him, you know, I would have done that probably 10 years ago, but now I'm a little bit more mature. So I try not to humiliate men because I know, A, my feeling is a lot of men are already turned off by me and my bold personality and the fact that I'm confident. That turns a lot of men off, sadly, you know, instead of men going, oh, my God, that's a woman who knows what she wants and is confident.
Starting point is 00:18:36 Yeah, I often say that, like, you know, we'll say like, yeah, I want a strong will, da-da-da-da-da-da-da-da-da-da-da. But then in almost every situation, the person that tells me that we'll have some sort of buyers or remorse later. And I'm like, well, you've got to be honest with what you really want in a relationship because. Yeah, it looks good. Like what you think you may not want when it's put to the test and it's real. Like, you know, I'm an independent person. I don't really need a lot from a guy. You actually have to be a great guy and we have to have great chemistry for you to be in my life.
Starting point is 00:19:10 I'm not like my standards are so high because I really don't want to settle or have to for anything less. And, you know, that's not a threat. That's just my truth. Like I've been through gross guys and idiots. Like I'm not doing that again. I'm too secure and I'm totally fine also being single. Like I'm not one of those women who's on dating after every night going, oh, I got to hook up. I got to find somebody.
Starting point is 00:19:34 I got to go on dates. I don't operate like that. So who's in your trusted circle then that you really trust, like that knows where the bodies are buried? Like, what's the number? A number of people, probably like five people. Okay. Yeah.
Starting point is 00:19:50 But, you know, I'm not like a private person, obviously. I'm not precious about my privacy. I'm very public. I've always been very public. That's kind of part of my deal. You know, there's not a lot of mystique here because I'm always willing to talk about everything. So it's not like I have a ton of secrets.
Starting point is 00:20:09 You know, they're out there. It's not like I have a ton of, like, hidden stuff that only certain people know about. Yeah, there's stuff that isn't public. But as far as, like, bodies being buried, like I would have already outed myself on that. Who's your first, like, life role model? Like, a real life person that you know in your childhood.
Starting point is 00:20:28 And then I was going to say, who's your North Star as far as creativity? Yeah, like I think my sister was my hero, my oldest sister, Simone when I was growing up, because she kind of played the role of my second mother. She was my de facto mother. My parents were, you know, when you have six children, they're out to lunch. They were exhausted. My mom slept like a cat throughout my whole childhood.
Starting point is 00:20:49 I mean, they would forget to pick me up from school. I'd walk home like in the middle of a blizzard. And I'd walk home when my dad would be sitting at the kitchen table reading the New York Times. I'm like, hello, seven. and I just walked home in a snowstorm. So, yeah, I, my, my sister was my hero because she was kind of the one that mediated between me and my father and my parents when our relationship was more volatile. As far as artists or creatives, you know, I grew up on the Cosby show.
Starting point is 00:21:22 Like, that was my show. I wanted to be part of the family. Like, I considered myself to be a huxable. I wanted Rudy and Vanessa to be my sister. I wanted to fuck my brother, you know, not my real brother, but my brother on the show. I, and I loved the idea that my father was a gynecologist or an OBGYN in a basement. With those swinging kitchen doors and those sitcoms in the way, it just felt like the most idyllic childhood, right?
Starting point is 00:21:51 The huxibles. To me, that was it. And then, you know, we all know what happened with that. Yeah. So there you go for heroes. I was going to say that watching Malcolm Jamal Warner, vicariously, I was him on that show. Right. And when he passed away, I had to return to dust off my DVD player and break out the box set and rewatch all eight seasons as a mournful process.
Starting point is 00:22:24 And I realized how much that show kind of pushed me forward in line. life, you know, like I didn't know that we could live like that. And so it is a hurtful process. If you get betrayed on that level, like how do you, how do you even deal or return to it? And so I was also, also this is, I've told the story before, but maybe you haven't heard it. I went to, I was performing in Atlantic City doing stand-up. And Bill Cosby was also performing in Atlantic City. I know the end of this story. Okay, so the casino manager approaches me. I was doing two nights.
Starting point is 00:23:02 He was doing two nights. We were in two different rooms. And he calls me, I mean, we're performing in two different rooms. Obviously, we were staying in two different rooms. But the casino manager approaches me, she's like, oh, Bill Cosby would like to meet you. And I'm like 27, 28. No, no. I was in my 30s because I was on Chelsea lately at the time.
Starting point is 00:23:18 Right. And I was like, they're like, Bill Cosby wants to meet you. He's, you know, he wants you to come to this hotel room at 3 p.m. And I was like, oh, my God. Are you kidding me? Bill Cosby knows who I. I am. What? And so I go up and I brought the guy that was opening for me who was also on Chelsea lately with me, one of the comics, Chris Frangola. I had a security guard with me. And I was like,
Starting point is 00:23:40 guys, do you want to meet Bill Cosby? Knowing nothing, knowing just like the more the merrier. Smart. We go up. We knock on the door and I'm like, oh my God, oh my God, Mr. Huxable's coming like this. He opens the door. Bill Cosby opens the door. And he's got that great face. At least it used to be great. And it was like, you know, that Jello-Pudding smile he had on his face. And he opens the door and he's got this big smile and he doesn't see the two guys that are standing next
Starting point is 00:24:07 to me because they were like to my right. And I jump into Bill Cosby's arms. I'm like, dad, I'm home. Like that's how I greeted him. And he was holding on to me and I was holding on to him. He held on a little bit longer than expected. And then
Starting point is 00:24:22 I said, and these are my friends, Chris, and then my security. card and his face dropped. Whomp, yes. And we go in and we go in and we sit in this like, you know, he's got this huge sweet and we're sitting, we sit down. And he's like, who are these guys?
Starting point is 00:24:40 Blavon. I'm like, oh, well, this is Chris, my opener. And he proceeds to go in on Chris Frangola for opening for a woman and telling him how he'll never be successful in comedy because he's opening for a woman. And I was like, wait, what? is this like I thought we were being punked. I was like, is this a, and then, you know, at a certain point, I had to stand up for my friend because he was just dragging him.
Starting point is 00:25:05 And I finally went up. I'm like, you know what? I'm sorry, we're out of here. Like, we don't need to listen to this. This isn't pleasant or fun. Oh, got that serious. Yeah, yeah, yeah. It was like, it was really obnoxious.
Starting point is 00:25:16 So we walk out and that feeling of, you know, you meet someone that you, you know, we couldn't even speak to each other, the three of us. We walked down the hall out, out of it. his room. And we're all just like, you know, speechless. So I'm very grateful that I had the enough intuition to bring people with me. A win is a win. A win is a win. I don't care what I'm saying. Yep, that's me, Cliver Taylor the fourth. You might have seen the skits, the reactions, my journey from basketball to college football, or my career in sports media. Well, somewhere along the way, this platform became bigger than I ever imagined. And now I'm bringing all of that excitement to my
Starting point is 00:26:00 brand new podcast, The Clifford Show. This is a place for raw, unfiltered conversations with some of your favorite athletes, creators, and voices that not only deserve to be heard, but celebrated. One week, I'll take you behind the scenes of the biggest moments in sports and entertainment, and the next we'll talk about life, mental health, purpose, and even music. The Clifford Show isn't just a podcast. It's a space for honest conversations, stories that don't always get told, and for people who are chasing something bigger.
Starting point is 00:26:26 So, if you've ever supported me, or you're just chasing down a train. dream, this is right what you need to be. Listen to the Clifford show on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok Podcast Network on TikTok. This week on the Sports Slice podcast, it's all about the NFL draft. And we've got a special guest. The director of the NFL's East West Shrine Bowl, Eric Galco, joins the Sports Slice podcast
Starting point is 00:26:53 to break down what really matters when evaluating draft prospects. From hidden traits, teams look for to the biggest. mistakes mistakes franchises make to the players flying under the radar. This is the insight you won't hear anywhere else. If you want to understand
Starting point is 00:27:07 the draft like an insider, you don't want to miss this episode. Listen to the Sports Slice podcast on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slice of Life 12 and TikTok podcast network on TikTok.
Starting point is 00:27:22 In 2020, former bachelor star Clayton Eckerd found himself at the center of a paternity scandal. The family court hearings that followed revealed glaring inconsistencies in her story. This began a years-long court battle to prove the truth. You doctored this particular test twice in so-ins, correct?
Starting point is 00:27:41 I doctored the test ones. It took an army of internet detectives to crack the case. I wanted people to be able to see what their tax dollars were being used for. Sunlight's the greatest disinfected. They would uncover a disturbing pattern. Two more men who'd been through the same thing. Greg Alesspian and Michael Marantini. My mind was blown.
Starting point is 00:28:01 I'm Stephanie Young. This is Love Trap. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences. Ladies and gentlemen, breaking news at Maricopa County as Laura Owens has been indicted on fraud charges. This isn't over until justice is served in Arizona. Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. There's two golden rules that any man. should live by.
Starting point is 00:28:36 Rule one, never mess with a country girl. You play stupid games, you get stupid prizes. And rule two, never mess with her friends either. We always say that trust your girlfriends. I'm Anna Sinfield, and in this new season of the girlfriends, Oh my God, this is the same man. A group of women discover they've all dated the same prolific con artist. I felt like I got hit by a truck.
Starting point is 00:29:02 I thought, how could this happen to me? The cops didn't seem to care. So they take matters into their own hands. I said, oh, hell no. I vowed. I will be his last target. He's going to get what he deserves. Listen to the girlfriends.
Starting point is 00:29:19 Trust me, babe. On the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. I'm Ego Wodom. My next guest, you know from Step Brothers, Anchorman, Saturday Night Live and the Big Money Players Network. It's Will Farrell. Woo-woo, woo, woo, woo.
Starting point is 00:29:42 My dad gave me the best advice ever. I went and had lunch with him one day, and I was like, and dad, I think I want to really give this a shot. I don't know what that means, but I just know the groundlings. I'm working my way up through, and I know it's a place that come look for up-and-coming talent. He said, if it was based solely on talent, I wouldn't worry about you, which is really sweet. Yeah. He goes, but there's so much luck involved. And he's like, just give it a shot.
Starting point is 00:30:07 He goes, but if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that. There's a lot of luck. Listen to Thanks Dad on the IHeart Radio app, Apple Podcast, or wherever you get your podcasts.
Starting point is 00:30:35 I think what people don't know when they look at your life as a goldfish or as a person that's separate from their lives is that you have it made. That it's easy. Can I ask you, what was your version of, air quote, making it when you were 10 years old? What was your version of what you thought success was going to be? First class, like being flying first class at 10 years old. I went on my first flight and I walked past the first class section. And I was like, whoa, whoa, whoa, whoa, who are these people right here? Like, this looks like my group.
Starting point is 00:31:22 And my mother was like, keep walking, sweetheart. That is not our group. That will never be our group. We have six children. We will never be able to afford to fly first class. And I was like, fuck that shit. I'm like, the next time I fly, that's where I'm sitting. And it took me about three years of saving up babysitting money and lemonade.
Starting point is 00:31:43 made stand money. But when I took my next flight, I was 13 years old. And guess who sat in two C while my family sat all the way and coach? Wait, did you do this independent of them as well? Yes. I bought, I went down the street. We had a neighbor who was a travel agent. I bought my own first class ticket. It was something like $1,800. It was like $19. It would have been $1988 because I was 13. Where are you flying from? We're flying from Newark to L.A. I had grandparents that lived in L.A. and I bought my own first class ticket. And I didn't tell anyone because I was flying with my two brothers, Glenn and Roy. And I could not wait to see the looks on their faces when I sat down in my seat. I couldn't wait. And when I did, I stopped. And I was like, you know, 13 years old,
Starting point is 00:32:33 but acting like I was, you know, 40. I was like a business woman. I had a briefcase. I was like, I was like, I went in California. I had getting needles on. You had to dress up back then, correct? Yeah, yeah, yeah. You didn't have to, but I wanted to. I was told you had to dress up if you said. I had to wear suits until. Yeah, that was like the 70. Yeah, I guess that was the 80s too when people dressed up.
Starting point is 00:32:53 But I sat down in 2C. My brothers thought I was joking. I put my little briefcase in the overhead bin with my little Barbie, you know, backpack. And for my week in California, we were going to Disneyland. And my brothers are like looking at me and I just showed them my ticket. And I was like, I'll see you cunts at the end of the flight. And then they went back to coach where they belonged. And at one point, my brother came up to the first class.
Starting point is 00:33:19 Like we were up in the air for like an hour. You know, I'm enjoying a glass of champagne because they don't know how old I am. And my brother comes up to my seat and he's like, you can't do that. You can't do that. I go, I can't do what? He goes, you can't fly first class without giving it to, you can buy a first class ticket and not give it to one of us or mom. And I'm like, are you? I go, what?
Starting point is 00:33:39 Are you serious? Get the fuck out. of my face. I'm like, you're 10 years older than me. I'm 13. You're 23 years old. And I figured out how to do this before you did. No, thank you, sir. And I'm like, I don't even know how you got up in this section. Go back to your robe, please. Behind the curtain. Yeah, get back behind the what unfair rule was implemented in your childhood? Don't go out past 11, you know. Well, I don't know if this wasn't. I don't know if this was unfair. but I got caught.
Starting point is 00:34:14 I got, when my girlfriends and I were like eight years old, we did what was called the feeling, where you would basically masturbate but over your clothes. So everyone would call, you would just like rub your vagina, but over your jeans. Actually, the thicker the material, the better the traction.
Starting point is 00:34:31 So you wanted more traction. So you would never actually touch your vagina directly, but we would do it in school. We would use rulers. We would just all be like, are you going to get the feeling during math class? like whenever we could try and hide it. So I got pretty confident about getting the feeling.
Starting point is 00:34:46 I'd go home and I'd lie down in front of like an ottoman and kind of shade my body so that I could like, you know, just watch general hospital and masturbate the whole time. And then my parents caught me. And I guess they had known for some time that I was doing it. But I thought it was unfair. They were like, you cannot masturbate in the living room anymore. They shamed you? Yeah, yeah, totally shamed me because I was starting to use appliance.
Starting point is 00:35:11 like spoons, like a wooden spoon, or, you know, I would see a corner of a wall and I'd go up to that. I was getting a little carried away in truth. So they told me I couldn't masturbate at home anymore or no, in the living room. They're like, if you want to do that, save it for the privacy of your own room. And I thought that was unfair because I was just experimenting with my body and finding out what my desires were. Wow, this is not the answer I was expecting. Wow.
Starting point is 00:35:38 So no masturbating with our utensils. or I know and also I felt like keeping my clothes on was the first step you know like that's pretty respectful you're being yes you're you're you're being respectful absolutely are there any uh mementos or toys from your childhood that you've kept this entire time not toys I would say but mementos yes like you know school pictures or family lots of family stuff like when you have such a big family we had like a lot of fun ridiculousness you know it was always always chaos. And we had this summer house in Martha's Vineyard. And so we had a lot of fun up there. So yeah, like, and we always had dogs. Like, we always had a family dog. So I have a lot of, like,
Starting point is 00:36:23 memories from that and mementos, like pictures of my childhood dogs and stuff. But as far as, like, actual mementos or toys, no, I don't think, I'm not, like, sentimental like that. Like, I'm not somebody who saves a lot of stuff. All I care about is anything that's in writing, like a card or a photo. Those are the things that mean the most to me. Well, wait, you can't say that you're not sentimental because I would assume that for you, I mean, you've written seven books, correct? Yes. Seven books and what you do for a living is recalling the past. So, I mean, there's a part of you that has to be somewhat sentimental. Well, I mean, sentimental, it lends that that word kind of means that you're holding onto the past in this kind of
Starting point is 00:37:11 not a hoarder. Yeah. Well, it's just like, you know, like I miss it, you know, it's more of reflective than it is sentimental. Like, it's more of a, I mine it for material. I mean, there are parts of it that I am sentimental about, you know, like my brother who passed away. Of course, I'm sentimental about his stuff.
Starting point is 00:37:29 And I do have a couple of his things, actually. But like, I find the word sentimental to mean like, oh, I get emotional when I think about things. Like a lot of things are just references and reflections. that I take with me. And my past is so much a part of who I am. Like I had to be salty to survive. I had to have a big personality to be heard.
Starting point is 00:37:52 And so it's part of the fabric of who I am. Can you tell me a story of the worst time you ever got in trouble in your childhood? Oh, well, I mean, there were a couple. I once had a party at my house. My dad was actually in the hospital. And I was like, perfect. We have the house free.
Starting point is 00:38:08 And I was like in a seventh, grade and I had a huge party at my house and everyone just started taking stuff from my house and the cops came like people were stealing stuff like pieces of furniture and then the cops came and when the cops came I was like I'm out of here too and I left my own party and went and hit at our elementary school in the woods until they left because I didn't want to get in trouble um so you actually thought you could get away with so obviously you raised on like 80s 90s teen movies like you thought you could get away with this Yeah, totally. I was like, oh, if they don't see me, then they can't prove I was there.
Starting point is 00:38:45 And it's like, where are your parents? What did your parents do for a living? My dad was a used car dealer. And my mom was like a home health care nurse, but she didn't work. She only worked when my dad's business was doing pretty badly, which was quite often because he was a used car dealer, but he didn't have like a place of business. He just sold cars out of our driveway. So our driveway was like this big circular driveway covered in these terrible jolop. Like there would be tire irons and tires and everything was just strewn. It looked like the front yard of Sanford and Sun. So they were sentimental. Well, my dad, I mean, or he just couldn't sell a car, depending on how you look at it.
Starting point is 00:39:25 Got it. So wait, what happened when you got found out? Oh, I mean, I got in trouble. I mean, the police found me in the woods. Like, we were all gathered there together. We had no experience in, like, dodging the police or anything. Another embarrassing thing, I got caught shoplifting at Sears. You remember Sears?
Starting point is 00:39:42 Of course. I don't know if Sears still exists, maybe. It might. I got shoplifting, but bras and underwear. First of all, it's like a home appliance store. So buying bras and underwear from Sears is already off. And my girlfriend and I, Jill, got caught shoplifting. And then I had to go, and that was really shameful.
Starting point is 00:40:01 Like, my mom wouldn't even talk to me for a week. She was like, that is so gross that you went and stole. And my dad had to take me to these shoplifting classes where you had to get up. and the father was like, I am the father of a shoplifter. And then I had to get up. Did you have to take the photo in like the, were they hanging in the back? Yeah, yeah, yeah. And then I had to get up and be like, I'm a shoplifter.
Starting point is 00:40:24 And then you have to talk about what you shoplifter. And mine was like a red bra and underwear panty set. And I was in seventh grade. I didn't, I mean, who's buying lingerie from Sears? Like none of it made any sense at all. Ah, okay. What's the last thing? that you cooked for yourself?
Starting point is 00:40:44 Oh, I did this the other night. I was staying with a girlfriend because my house is under construction. So I was staying with a girlfriend and she cooks. She can cook. I was staying with her for about a month. And I wanted to not leave until she taught me how to cook at least one thing because I am terrible in the kitchen. I'm very bad with instructions.
Starting point is 00:41:03 If you give me the instructions, it's very hard for me to follow through. So I wanted to cook chicken piccata. and we cooked it together with her help. She did probably about 70% of the work. I did about 30% and it still tasted like garbage. Got it. What restaurant would you fly across the world for? Caspatro March.
Starting point is 00:41:28 Gizant? That's a restaurant in Majorca. In Deia, Majorca, I have a house in Majorca, and we go there, we ride our bikes to this restaurant, It's up this huge hill and then you ride down and it's right on the water. So you're sitting on the Mediterranean while you eat the most fresh fish and fried onion. They put these little fried onion rings on everything that they serve. So you get this beautiful like Dorado fish or Sea Bream or whatever you're into.
Starting point is 00:41:59 And then they have these crispy onion rings that they put everywhere. And then you can jump off from your table into the sea. And it's this beautiful cave. I mean, it's just heaven on earth. I want to go to this. Yeah, come. Anytime I'm going for the month of October quest. You're welcome to join me.
Starting point is 00:42:15 So you're big on vacations and break and self-care. Yes, yes. I take it. Yes. Okay, so I'm a person who is notoriously known for, you know, filling up every second of a day with, I don't see it as work. It's a passion to me.
Starting point is 00:42:38 but I was, you know, when you start dating, you're forced to go on vacations. And it was hard for me to not work. Convince me why taking vacations are important. Oh, my God. I mean, listen, there's always a little work. Like, I'm always always a little bit working. But like, I need to just decompress. I mean, my life is crazy as I'm sure yours is.
Starting point is 00:43:05 All of our lives are crazy. it's just so important to get to a point where you feel recharged, where you feel like where you can just take your stress. Because first of all, you go on vacation for a week. You don't start relaxing until like the fifth or six day and then you're leaving the next day. That's why I go on vacation for a month because I take a first week to adjust and then I can actually chill out. I can read a book and concentrate. I can go on a bike ride for two hours without thinking about a million things. Like to me, vacation is letting your mind not run you.
Starting point is 00:43:39 To me, vacation is like getting so relaxed that it doesn't matter which way the wind blows. You might go to dinner that night. You might just sit at home. You might stay in bed all day and watch TV. You might be out in the ocean all day. Like to not have a plan and let's see where the day takes you, that's my idea of a vacation, to not have anything regimented. What is your preferred month of not working?
Starting point is 00:44:03 It could be any month. I mean, I like working during the summer because it's gotten so hot. So it's like, I don't enjoy that being in the heat and vacation. But I love the winter to ski. I go to Canada in the winter to do my skiing. So I base myself out of Whistler, Canada for like four months in the wintertime. That's also part vacation. I mean, I do my podcast from there and I'll be on tour from there.
Starting point is 00:44:25 But it's just a different kind of, I like to change the channel a lot. You know what I mean? I get bored being in the same place. I find L.A. to be a little bit sleepy. I find New York to be much more stimulative. And then I split my time between Spain and Canada. All right. So have you ever gotten lost in another country? Yeah, all the time. I got lost on a Vespa in France for an hour and a half in a bathing suit on a freeway with 18 wheelers driving by me because I couldn't even follow directions. My friends were all on Vespas. And I was like, just had my head in the clouds. I was like, I guess I'll make a left here when no one else made a left. And I got on a major freeway.
Starting point is 00:45:08 I was in Beirits, France. And I got on a major freeway and could not get off of it for miles and miles. And a Vespa only goes like 45 miles an hour at tops. And these cars are blowing past me, beeping, like, get out of the lane, get out of the lane. So I was a very dumb American on that trip. But I get lost all the time quest. I have no sense of direction. All right.
Starting point is 00:45:31 When traveling, are you a window or an aisle seat person? It doesn't really matter. I'll probably because I have to pee a lot. So it's easier for me not to walk over anybody. Okay. When all is said and done, what city would you like to retire in? Probably in, I mean, somewhere I'd probably like to live out my last days in my Arca.
Starting point is 00:45:53 Yeah, that's pretty much in my happy magic place. What is it about it? It's just so I love to be on the water. I love to hear water when I'm sleeping. I love to be in the water. I love to sail. I just love that whole vibe like outdoorsy. And the great thing about my house in my orca is it's got this huge outdoor terrace. So it's like you kind of don't even have to leave the house to feel like you're part of like there's this little port and all these shops and restaurants and people are always walking back and forth. I brought, I'm bringing. my dog this time so he can experience like the magic of it. We got him a life jacket so we can go into the Mediterranean and throw him off of a paddleboard or a catamaran, whatever we decide. But also New York, I think, like in terms of, you know, New York is so stimulating that I think as you get older, that really is the place to live because you can't really, L.A. is too sleepy to get older. You know what I mean? I could die early here just from being so lazy. When I come here,
Starting point is 00:46:56 it's almost like a rehab. Like I sleep a lot. I get healthy. I work out all the time. New York, I'm out and about. You know, there's a lot more fomo there. What time do you normally go to bed? I go to bed pretty early in L.A.
Starting point is 00:47:09 Like, I go to bed around 10, 10, 10, 30 in L.A. I mean, listen, this weekend, let's be honest, I went out to a party and I got home at 6 a.m. on Saturday morning, but that was an anomaly for me. I usually don't do that. So that was really fun because I hadn't done that in a long time. So you don't go as heavy. you used to go in your early?
Starting point is 00:47:27 No, no, no. I like day partying. Like, I like to go out to a fun lunch. I'd like to go do something early at night. It's kind of why I love ski culture, because you get up early, you go skiing, you have a little margarita juice boost at around 11.30 in the morning. Then you have apprae at around 3.30.
Starting point is 00:47:44 And that kind of counts as my dinner. And then I'm home in bed by like 8 o'clock, and I get up in the morning and do it all again. So I kind of like that lifestyle. But, I mean, there's a lot of, lifestyles I like. A win is a win. A win is a win. I don't care what you're saying.
Starting point is 00:48:07 Yep, that's me, Clivert Taylor the 4th. You might have seen the skits, the reactions, my journey from basketball to college football, or my career in sports media. Well, somewhere along the way, this platform became bigger than I ever imagined. And now I'm bringing all of that excitement
Starting point is 00:48:22 to my brand new podcast, The Clifford Show. This is a place for raw, unfiltered conversations with some of your favorite athletes, creators, and voices that not only deserve to be heard, but celebrated. One week, I'll take you behind the scenes of the biggest moments in sports and entertainment, and the next we'll talk about life, mental health, purpose, and even music. The Clifford Show isn't just a podcast, it's a space for honest conversations,
Starting point is 00:48:46 stories that don't always get told, and for people who are chasing something bigger. So, if you've ever supported me, or you're just chasing down a dream, this is right where you need to be. Listen to the Clifford Show on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok Podcast Network on TikTok. This week on the Sports Slice podcast, it's all about the NFL draft. And we've got a special guest. The director of the NFL's East West Shrine Bowl, Eric Galko, joins the Sports Slice podcast to break down what really matters when evaluating draft prospects.
Starting point is 00:49:19 From hidden traits teams look for to the biggest mistakes franchises make to the players flying under the radar. This is the insight you won't hear anywhere else. If you want to understand the draft like an insider, you don't want to miss this episode. Listen to the Sports Slice Podcast on the Iheart Radio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slica Life 12 and TikTok podcast network on TikTok. In 2023, former bachelor star Clayton Eckerd found himself at the center of a paternity scandal. The family court hearings that followed revealed glaring inconsistencies in her story. This began a years-long court battle to prove the true.
Starting point is 00:50:00 truth. You doctored this particular test twice in so much, correct? I doctored the test once. It took an army of internet detectives to crack the case. I wanted people to be able to see what their tax dollars were being used for. Sunlight's the greatest disinfectant. They would uncover a disturbing pattern. Two more men who'd been through the same thing. Gregalespian and Michael Marantini. My mind was blown. I'm Stephanie Young. This is Love Trap. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences. Ladies and gentlemen, breaking news at Americopa County as Laura Owens has been indicted on fraud charges. This isn't over until justice is served in Arizona.
Starting point is 00:50:45 Listen to Love Trapped podcast on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. There's two golden rules that any man should live by. Rule one, never mess with a country girl. You play stupid games. get stupid prizes. And Rule 2, never mess with her friends either. We always say that trust your girlfriends. I'm Anna Sinfield, and in this new season of the girlfriends... Oh my God, this is the same man.
Starting point is 00:51:18 A group of women discover they've all dated the same prolific con artist. I felt like I got hit by a truck. I thought, how could this happen to me? The cops didn't seem to care, so they take matters into their own hands. I said, oh, hell no. I vowed I will be his last target. He's going to get what he deserves. Listen to the girlfriends.
Starting point is 00:51:41 Trust me, babe. On the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. I'm Ago Wadam. My next guest, you know from Step Brothers, Anchorman, Saturday Night Live, and the Big Money Players Network. It's Will Ferrell.
Starting point is 00:52:03 Woo, woo, woo, woo, woo. My dad gave me the best advice ever. I went and had lunch with him one day. And I was like, and Dad, I think I want to really give this a shot. I don't know what that means, but I just know the groundlings. I'm working my way up through, and I know it's a place that come look for up and coming talent. He said, if it was based solely on talent, I wouldn't worry about you, which is really sweet. Yeah.
Starting point is 00:52:25 He goes, but there's so much luck involved. And he's like, just give it a shot. He goes, but if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that.
Starting point is 00:52:51 There's a lot of luck. Listen to Thanks, Dad, on the Iheart radio app, Apple Podcast, or wherever you get your podcasts. Okay, so practical advice. 2020 is what I consider to be, you know, we might be. living through another type of pandemic, a spiritual pandemic. But 2020 for me was a crucial year of what I consider like my BC AD years in terms of I wasn't the same person now than I was before then. So 2020 was a pivotal change for me. What was different for you in your life now post-2020 that you're still implementing? I mean, I don't think anyone is really recovered
Starting point is 00:53:43 from that. I mean, I don't think, you know, the work ethic is not the same for a lot of people. People don't want to go back to work. They didn't want to go to back to work for a while. So there's that in the air. In general, there's a kind of malaise about working hard. So you're not as hustle based now as you were before 2020? No, I didn't impact me as much. Like, I mean, I grew up as a hustler. So that's, I'm from New Jersey. Like, you're not going to get that out of me. What city? Livingston.
Starting point is 00:54:13 And they, it's by like Montclair, like what's called well. Okay. No, but I mean, I think just the reflection of so many, like, whether it's Gen Z or what, you know, millennials or their attitude from COVID, you kind of absorb it or you're constantly exposed to the fact that people like to not going into work. People like to the virtual life. People like talking like this rather than being in person. I would always choose to be in person with people. That's just my preference. I feel like there's much more of a connection.
Starting point is 00:54:48 So, but my life has a change. I mean, I would say I'm busier now than I was before 2020. And that was like, you know, I'm busier now without a talk show than I was when I had a talk show, which doesn't really make a lot of sense to me. But somehow it's true. So I don't know. I mean, that whole pandemic, it just changed our country and our like, you know, changed the whole world. But on a personal level, I don't feel so changed by it. I felt more of
Starting point is 00:55:19 an observer of it rather than in the thick of it. I wasn't upset by it. It didn't freak me out. I wasn't scared. I welcomed the break, quite frankly. I liked it. I read a lot of books and I took a lot of mushrooms. Same. All right. We're going to be friends, Chelsea. What book would you say probably changed your life or was a paradigm shift for you? or at least the author that pushed you. Yeah, letting go. There's a book called Letting Go by David Hawking's that I always talk about. That book, have you read that?
Starting point is 00:55:55 Somebody was explaining to me, you know, like his enlightened, like his numbered system that he has as far as our vibration. Yes. Okay, so someone was explaining that to me, and they sent me a clip, and then the next thing I know, I fell down a vicious rabbit hole and damn near has. So I'm reading his entire anthology, if you will. And anything he's ever written, I've read over it.
Starting point is 00:56:28 Like him and Neville Goddard are my two go-toes. Oh, okay. I don't know him, Neville Goddard. I'll have to look him up. Well, number one, I'm working on a movie right now in which the lead subject it's a documentary but he believes in metaphysics and you know the idea of a positive thinking affirmations breathing meditation all those things and so in order to understand that subject i had to at least i took about a year off just to read all the metaphysical so between like joe dispenza and and but david hawkins to me is is god of them all. Yeah. Yeah, it's fascinating stuff. It's fascinating to stuff to be like, because it's
Starting point is 00:57:16 scientific, but, you know, it doesn't get as much air time because it's not as easily measurable. You know what the, the ideas that he's talking about, even though they are scientific and they are measurable. Do you find it hard to talk about this with other people? Well, I mean, I just frame it in the way that energy is, you know, like there's a magnetic attraction. If you're going to put out positive energy, that's usually what you're going to get. back. If you practice being positive, if you practice being upbeat, that becomes infectious and contagious. If you're negative, that's what you attract. Like, I mean, how many times have we sat around feeling sorry for ourselves or being negative? And, and then you just draw more negativity
Starting point is 00:57:57 towards you. So it is like, it's, it's pretty powerful to understand, like, the laws of attraction and to understand that you can, like, higher your frequency. Like, you can get on a higher frequency and the higher your frequency is, the more good that comes your way and the more people that you're able to positively impact. I find that to be just like the kind of point of that whole book is to really let go of the negative, like let things go. Do not resist reality. Something doesn't work out your way. That's okay. Make a left. You know what I mean? That didn't work out. Don't sit there and bemoan that it didn't work out over and over and over again. Move forward. So you're big on pivots?
Starting point is 00:58:40 Yes, I'm big on pivots. All right, so how do you handle what I call the F word? I'm a reform perfectionist. And so for me, I would take failure very hard, like obsessively reading every record review, every show review, write and angry letters to, you know, you motherfucker, you know. And it took me maybe half a decade. like to finally not to let that go but for you how do you so now when something doesn't work i almost i think i've convinced myself that uh when i say the f word failure is a gift because
Starting point is 00:59:24 technically it's it's a teachable lesson but for you how do you handle uh failure well in the lightest way you're comedian so sometimes every joke doesn't work and so how do you handle it in that sense. And then I want to know how do you handle a major perceived failure? Yeah. I mean, a joke not working is not a huge failure. That's a part of the work. Like, that's a part of trial and error. You know, that's my job is to test things out, see if they work. And then, you know, let go of something if it doesn't work. As far as a failure like, you know, trying to do something at not working, yeah, those hit, they can hit a little harder. But it's also like, you know, I just have this kind of philosophy. You know,
Starting point is 01:00:08 It's a bummer. You can be, you know, bummed out for a day or two, but I'm not going to get angry. I'm going to get motivated. I'm going to like, you know, repivit. I'm going to figure out what the next thing is. Like, you can't, you know, I just don't have the patience or the time to be in victim mode for too long. So if something doesn't work out, first of all, most things, you know, I understand a review is personal or feels personal, I should say. But most of that shit isn't personal. Most of that shit is a, about somebody else's bullshit. And like, if someone doesn't like me or if I don't sell a project that I'm going out to sell, it's like, okay, well, it didn't work at the right time. That person doesn't like me. Then look over where the light is. Like, go where the light is instead of focusing on the negative. So I just always try to practice that, you know?
Starting point is 01:00:59 I mean, I've had lots of failures, but that's part of the process. You're not just going to be good all the time, you know? Things can really irk me. Like, if I find out someone doesn't like that, me. I'm like, wait, what? I've never even met that person or I've never done anything to that person. And, you know, when I was younger, I used to get a little bit upset about that, you know, someone would be like, oh, we don't want her on the show. She's not for us. Or I would hear something like that. I'd be like, what? Like, what do they think of me, you know? But then you just kind of
Starting point is 01:01:29 outgrow all of that. It's like, that really has, that's really not on me. You know what I mean? I haven't done anything wrong to hurt people. You know, like, I'm just, you know, like, I'm just, you doing my thing. Either it's for you or it's not for you. That's fine. If you don't like it, don't listen to it. Kind of a dark question. Who would you want to deliver your eulogy? Probably, well, God, who would I want to deliver my eulogy? I guess it would have to be someone who do, it would probably be my sister, Simone. She wouldn't be able to do it, though, because she can't even give me a birthday toast. She gets too emotional. So I would say either my sister Simone or my friend Michael Tiberi and Dean Ward.
Starting point is 01:02:16 They've been my writers since Chelsea lately days and they know me inside and out and they know everything about me and my gardener. I wouldn't mind him chiming in because he knows a lot about me too. Do you believe in bucket list and are there, is there anything that you've not checked off your bucket list for your life? I don't really believe in bucket lists. I'm not like that. I'm not a planner.
Starting point is 01:02:43 I don't have goals. I just am like, I kind of fly. You're present person. You just, whatever. I just kind of fly by the seat of my pants. Like, you know, my plans change all the time. And I always just kind of go with that. I don't make huge plans.
Starting point is 01:02:56 I don't have like a five-year prospectus or anything like that. But is there anything that, I mean, all I care about really is traveling and seeing as much of the world as I possibly can and meeting. as many interesting people as I possibly can. Those are the things I care about the most. I'm very into people and I'm very into experience. Okay. What's the best compliment you've ever received?
Starting point is 01:03:20 That I'm a good listener. Really? Are you? Yeah, I am. When I'm interested. Okay. It comes with the, all right, okay, cool. Comes with the caveat.
Starting point is 01:03:33 You have to be one of two things. Interesting. compelling or funny. My last question for you, what's more important to you, respect or love? Love, but I care about being respected. Absolutely. It's close, but love is obviously more important than respect.
Starting point is 01:03:55 Yeah, but love requires a certain amount of guard dropping. I think as we get older, it's harder to drop our guard, you know. Yeah, maybe. Yeah. Or it becomes easier, depending on. and how self-actualized you become as a grown person. I think I was probably much more guarded in my 20s than I am now. Okay.
Starting point is 01:04:17 You know, at the end of every conversation I have, I have to figure out what it is that I've learned from you. And I will say that probably people are always saying live in the present. And to me, that sounds like a good sound bite. And I'll be like, yeah, yeah, sure, live in the present. But, you know, I'm such a meticulous planner. And of course, I'm a meticulous planner because of whatever trauma is in my rearview mirror in the past makes me think, oh, I got to plan my future out. And so for me, one of the hardest things ever is living in the present.
Starting point is 01:04:52 But more than that, you're the first person that I've heard that really makes not working sound appealing to me. you know so i i might have to seriously take you on your offer i'm getting your information when we're done this taping but i i will absolutely take you on your offer because i just i need advice on i don't know where to go or who does i mean for a person that did at least 250 days like i've traveled the world at least 15 times over as a musician but you know i don't feel comfortable unless I am doing a three-hour show or DJing at night. So like to go somewhere and do nothing is like terrifying for me. So I think this kismit that we're talking right now because I need someone to convince me of that. And I thank you for that.
Starting point is 01:05:50 Absolutely. Text me anytime, Quest. I appreciate it. Thank you so much, Chelsea. The Questlove show is hosted by me, Amir Questlove Thompson. The executive producers are Sean G. Brian Cahoon and me. Produced by Brittany Benjamin and Jake Payne. Produced for IHeart by Noel Brown. Edited by Alex Convoy. IHart video support by Mark Canton. Logos, graphics, and animation by Nick Paloi.
Starting point is 01:06:25 Additional support by Lance Coleman. Special thanks to Kathy Warrong. Special thanks to Sugar Steve Mandel. Please subscribe, rate, review, and share the Questlove show wherever you stream your podcast. Make sure you follow us on socials. That's at QLS. Check out hundreds and hundreds of QLS episodes, including the Questlove Supreme shows in our podcast archives.
Starting point is 01:06:55 The Questlove show is a production of I-Heart Radio. A win is a win. A win is a win. I don't care what you're saying. Yep, that's me, Cliver Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media. Well, now I'm bringing all of that excitement to my brand new podcast, The Cliford Show.
Starting point is 01:07:32 This is a place for raw, unfilled conversations with athletes, creators, and voices that not only deserve to be heard, but celebrated. So let's get to it. Listen to The Cliford Show on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more behind the scenes, follow at Clifference. and at TikTok Podcast Network on TikTok. This week on the Sports Slice podcast,
Starting point is 01:07:53 it's all about the NFL draft, and we've got a special guest. The director of the NFL's East-West Shrine Bowl, Eric Galco, joins the Sports Slice podcast to break down what really matters when evaluating draft prospects. From hidden traits teams look for to the biggest mistakes franchises make
Starting point is 01:08:09 to the players flying under the radar. This is the insight you won't hear anywhere else. If you want to understand the draft like an insider, you don't want to miss this episode. Listen to the Sports Slice podcast on the iHeartRadio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slica Life 12 and TikTok podcast network on TikTok. When a group of women discover they've all dated the same prolific con artist, they take matters into their own hands. I vowed. I will be his last target.
Starting point is 01:08:40 He is not going to get away with this. He's going to get what he deserves. We always say that trust your girlfriends. Listen to the girlfriends. Trust me, babe, on the IHartRadio app, Apple Podcasts, or wherever you get your podcast. Everyone, I'm Ago Wodom. My next guest, it's Will Ferrell. Woo, woo, woo, woo.
Starting point is 01:09:06 My dad gave me the best advice ever. He goes, just give it a shot. But if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that.
Starting point is 01:09:31 There's a lot of luck. Listen to Thanks Dad on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. In 2023, Bachelor star Clayton Eckerd was accused of fathering twins. But the pregnancy appeared to be a hoax. You doctored this particular test twice, Ms. Owens, correct? I doctored the test ones. It took an army of internet detectives to uncover a disturbing pattern. Two more men who'd been through the same thing.
Starting point is 01:09:59 Greg Gillespie and Michael Nanchini. My mind was blown. I'm Stephanie Young. This is Love Trapped. Laura, Scottsdale Police. As the season continues, Laura Owens finally faces consequences. Listen to Love Trapped podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. This is an IHeart podcast.
Starting point is 01:10:20 Guaranteed human

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