
2 Bears, 1 Cave with Tom Segura & Bert Kreischer Tom Goes One-On-One With The Undertaker! | 2 Bears, 1 Cave
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Oct 27, 2025 In a captivating conversation, Tom Segura chats with Mark Calloway, famed as The Undertaker, a WWE legend whose character has mesmerized fans for decades. They dive into Mark's unexpected journey from college basketball to wrestling, sharing behind-the-scenes stories from WrestleMania. Mark reveals insights on evolving his iconic persona, the physical toll of the sport, and the unique parallels between the life of a traveling comedian and a pro wrestler. Humor and heartfelt moments make this discussion a must-listen for wrestling and comedy fans alike!
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Road Life Feels Normal And Addictive
- Tom and Mark compare road life for comedians and wrestlers, describing the churn of long tours and odd home adjustments.
- Mark says touring becomes normal and you often miss the road when home, showing the lifestyle's pull.
From College Basketball To Wrestling
- Mark recounts shifting from college basketball to wrestling after a gym friend urged him to attend a wrestling camp.
- He rapidly gained weight, fell in love with wrestling, and left school to pursue the career.
Marketability Trumps Pure Athleticism
- Mark explains that athletic skill alone doesn't sell tickets; making a character marketable is crucial.
- He stresses fans must love or hate you—indifference ends careers.

