The Two Bears 5K took place at the Rose Bowl Stadium in Pasadena on May 9, 2026, as a centerpiece of the Netflix Is A Joke Festival. The event saw Bert Kreischer and Tom Segura lead a pack of fans and guests, including musician Jelly Roll, through a course designed more for community than competition.
Ahead of the race, Tom Segura set expectations on 2 Bears, 1 Cave, emphasizing that the vibe was strictly casual. "We are not elite runners, and a lot of people who show up, show up just to walk, to feel like they're part of a community." The sentiment among attendees and hosts was overwhelmingly positive, framing the race as a celebration rather than a test of athletic endurance.
Post-race chatter has focused heavily on Bert Kreischer's sobriety during the event. While the podcast community often thrives on the chaos of the hosts' previous lifestyles, the pivot toward a health-conscious 5K has been met with genuine, if occasionally surprised, support. The success of this year's run suggests the Two Bears 5K is likely to return as a permanent fixture for the duo's touring schedule.
