Mel Robbins Calls Out Bert’s People-Pleasing | 2 Bears, 1 Cave

2 Bears, 1 Cave with Tom Segura & Bert Kreischer

2 Bears 1 Cave

Society & Culture, Comedy

4.8 • 23.2K Ratings

🗓️ 10 November 2025

⏱️ 118 minutes

🔗️ Recording | iTunes | RSS

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Summary

Tom will be filming his new stand-up special in Milwaukee at The Riverside Theater on November 14th & 15th! Tickets are still available in Milwaukee for the November 14th show. Go get your tickets now at https://tomsegura.com/tour . SPONSORS: -Take advantage of Ridge’s Biggest Sale of the Year and GET UP TO 47% Off by going to https://www.Ridge.com/CAVE #Ridgepod -Get $10 Off @‌BRUNT with code CAVE at https://www.bruntworkwear.com/CAVE #BRUNTpod -Give the gift of smooth this holiday season with the Performance Package 5.0 Ultra. Get 15% off + free shipping at https://Manscaped.com with code BEARS. -Order a bottle of Por Osos and some killer merch online https://drinkporosos.com This week, Bert sits down with the one and only Mel Robbins for a brutally honest, hilarious, and surprisingly deep conversation about anxiety, cheating, parenting, and learning how to “let them.” From wild college confessions to Mel breaking down her Let Them Theory in real time, this episode is half therapy, half comedy, and all chaos. They cover everything — why Bert can’t stop overexplaining to strangers (and accidentally tried to kiss Nicole Kidman), how ADHD and anxiety shaped both of their lives, and why it’s so hard to stop caring what everyone thinks. Mel opens up about her own journey through debt, dysfunction, and discovery — and Bert realizes maybe, just maybe, he doesn’t have to fix everyone to be happy. If you’ve ever felt like you’re juggling guilt, stress, and trying to please everyone — this episode will hit home and crack you up at the same time. 2 Bears, 1 Cave Ep. 314 https://tomsegura.com/tour https://www.bertbertbert.com/tour https://store.ymhstudios.com Chapters 00:00:00 - Intro 00:00:46 - What's Your Drink? 00:03:50 - College Chaos & Cheating Confessions 00:13:47 - Nobody Wants To F**k Up Their Life 00:23:12 - FOMO, Stoicism, & The Let Them Theory 00:34:42 - Why We Need to Disappoint People 00:47:55 - Family Guilt & The Dinner Dilemma 00:55:08 - An Awkward Nicole Kidman Kiss & Approval Addiction 01:01:39 - ADHD, Dyslexia, & The Volcano Inside 01:10:44 - What Could Possibly Go Wrong? 01:20:01 - Bert Gets Real 01:31:05 - Wired To Change 01:36:25 - Opportunity Of A Lifetime 01:45:51 - Let Them (And Let Yourself) Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Las Vegas on Friday, November 21st at Dolby Live.
0:03.8	Get your tickets now at tomsegura.com slash tour.
0:07.3	100%.
0:08.3	Cheers.
0:12.4	There is only one reason I flew to Austin to do my podcast,
0:17.7	and it is not with my co-host Tom Seguer.
0:20.6	He is off making his bad ideas show.
0:24.9	It is Mel Robbins.
0:26.1	Mel Robbins.
0:27.0	Tom told me you were coming.
0:28.3	He's busy in the writer's room and I hopped on a plane and did not drink today so I could
0:33.6	have a lucid conversation.
0:34.7	I love drinking on planes.
0:36.0	Why do you like drinking on planes?
0:37.4	I like drinking. I knew you kind of used you like drinking on planes? I like drinking.
0:38.3	I know you kind of used to like drinking. No, I like to drink. Oh, really? Yes, absolutely. What's your drink? It depends on the day. It depends on the time of day. It depends on whether or not I'm, I got an empty stomach. Like, so for example. I love this conversation. So in the, well, I used to, I grew up working in restaurants and I was, I did everything.
0:56.7	I did the front of the house, the back of the house, the fryer, the busing, the barback, the bartender. I loved being a bartender. There's so much power in being a bartender, right? Have you ever been a bartender? Tom and I take over bars. we have a vodka and so we'll take over bars and I can make one drink and that's a vodka soda.
1:14.4	Oh, being a bartender is one of the greatest jobs in the entire world. Really? Well, of course. Well, because think about it. Like, you are holding court. Everybody, like, needs you and needs your attention. It's very creative. You're on
1:30.4	your feet. You get to talk to people. You make a lot of money. Like, it's, it's fantastic job.
1:36.7	I would argue comic is just the same, but without making the drink. Yeah. And better money.
1:41.3	Yeah. There you go. Well, so, so no, I, so it depends.
1:44.6	So I think I'm kind of like picky about it because I... I like that you have a diverse group of drinks. So I'll give you the time of day. Okay. You tell me the drink. I love this game. Okay. Oh, we should do a card game out of this. Okay. I also love cards. You and my wife
	...

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