The Bears Go Up In Smoke | 2 Bears, 1 Cave

2 Bears, 1 Cave with Tom Segura & Bert Kreischer1h 16mMay 4, 2026

Get the full intelligence

Search transcripts, export clips, track mentions, and explore all topics from “The Bears Go Up In Smoke | 2 Bears, 1 Cave” inside PodZeus.

AI-Generated Summary

In this candid and chaotic episode of '2 Bears, 1 Cave,' Tom Segura and Bert Kreischer dive deep into personal transformation, sobriety, and the absurdities of modern culture. The conversation kicks off with excitement around the upcoming Two Bears 5K in Pasadena, a community-driven event that’s become a highlight of their year. They reflect on their own health journeys—Tom’s dramatic drop in biological age thanks to rigorous training and sobriety, and Bert’s ongoing battle with self-image and the loss of old habits. The hosts explore the psychological shift of quitting alcohol and drugs, with Bert admitting he no longer feels the need to drink or smoke, even joking about how he’s now more motivated to exhaust himself at the gym than to drink. The tone shifts dramatically as they dissect a disturbing real-life text thread between a high school teacher and a 17-year-old student, highlighting the disturbing normalization of inappropriate relationships and the generational disconnect in communication. They also touch on mental health, with Tom sharing his experience with therapy and the importance of support systems. The episode closes with a heartfelt moment where Bert reveals how much he values their friendship—admitting he flew across the country not because he had to, but because he wanted to be there for Tom, even if it meant leaving behind his own family. It’s a raw, funny, and unexpectedly emotional look at aging, identity, and what it means to truly be a friend.

Key Takeaways
1

Sobriety isn't about deprivation—it's about gaining clarity, energy, and motivation to live more fully.

2

The 5K is not just a race; it's a community event built on connection, not competition.

3

Generational gaps in pop culture are real—what’s iconic to one generation can be completely unknown to another.

4

Inappropriate relationships with minors are not just morally wrong—they’re deeply disturbing and reflect systemic failures.

5

True friendship means showing up even when it’s inconvenient, not because you’re expected to, but because you want to.

…and 3 more takeaways available in PodZeus

Chapters
0:00
3 min

The 5K Kickoff: Community, Health, and Chaos

I've been running about... I've been doing legs a lot and not running as much. And then when you run after you've done legs, you just have spring in your step. I could probably do the 5K in under 27 minutes.

Highlight
2:30
5 min

Sobriety, Health, and the Body's Signals

I take my blood pressure every fucking day now and I take a picture of it and I send it to my cardiologist. 111 over 72 this morning. I don't know anything about blood pressure. I do. Is that good? It's perfect.

Highlight
7:30
10 min

The Tiger Woods Parable: Addiction, Identity, and Enabling

I don't want him to quit drinking. That's good. But I want him to get in control of it. That's not going to work for him. I know, but like I want... It's like a joke I keep making and no one gets a reference and I hope you get the fucking reference because you're married to a fucking road rule star.

Highlight
17:30
16 min

The Disturbing Text Thread: Power, Age, and Inappropriate Relationships

I can't even look at her without thinking of her literal vagina. Yeah, right, right. What's 12121212? I don't know. And then Haley says, I'm glad you still referred to me as your sugar mama. I thought my services were being retired.

Highlight
33:20
17 min

Mental Health, Therapy, and the Modern Mind

The hosts discuss mental health awareness, with Tom sharing his experience with therapy and how it helped him manage anxiety and intrusive thoughts. They emphasize the importance of support systems and the stigma around seeking help, especially in the comedy world.

High-Impact Quotes
I don't really have anything waiting for me at home. Like, it's just Leanne. All the dogs are dead. The cats are all dead. The girls are in college. I go, he's got two kids. And if you said to me, yo, Bert, when you had young kids, I'll come to you so you don't have to leave your kids. And I love your kids.
Bert Kreischer74:26
Viral: 95.0
I don't want him to quit drinking. That's good. But I want him to get in control of it. That's not going to work for him. I know, but like I want... It's like a joke I keep making and no one gets a reference and I hope you get the fucking reference because you're married to a fucking road rule star.
Bert Kreischer10:51
Viral: 90.0
I can't even look at her without thinking of her literal vagina. Yeah, right, right. What's 12121212? I don't know. And then Haley says, I'm glad you still referred to me as your sugar mama. I thought my services were being retired.
Tom Segura33:56
Viral: 88.0
Speakers

Hosts

Tom SeguraBert Kreischer
Topics Discussed
Sobriety and Health Transformation95%Inappropriate Relationships and Power Dynamics92%Friendship and Emotional Support90%Addiction and Substance Abuse88%Community Events and Shared Experiences87%Generational Cultural Disconnect85%Comedy Evolution and Authenticity83%Mental Health and Therapy80%
People & Brands

Tom Segura

person

150xNeutral

Bert Kreischer

person

145xPositive

Two Bears 5K

other

15xPositive

Kyle

person

12xNeutral

Tiger Woods

person

12xNegative

Ketamine

other

12xNegative

Doug Stanhope

person

10xPositive

Brendan Walsh

person

8xPositive

Leanne

person

6xPositive

Kratom

other

6xNeutral

Get the full intelligence

Search transcripts, export clips, track mentions, and explore all topics from “The Bears Go Up In Smoke | 2 Bears, 1 Cave” inside PodZeus.

Start discovering podcast insights today

Start with a 7-day trial and explore a growing catalog of popular podcasts. No credit card required.

No credit card required • 7-day trial • Cancel anytime