Bert Kreischer & Tony Hinchcliffe

Who is Bert Kreischer & Tony Hinchcliffe?

Bert Kreischer is a stand-up comedian, actor, and podcast host known for his energetic storytelling and hosting duties on 'The Bertcast' and 'Two Bears, One Cave' with Tom Segura. Tony Hinchcliffe is a stand-up comedian, writer, and actor famous for co-hosting the roast-style podcast and YouTube show 'Kill Tony' with Brian Redban. Together, they represent the modern wave of comedians who've built massive audiences through podcasting and live comedy.

Topics and Timestamps

• 01Two comedians with massive podcast empires discussing the evolution of comedy in the podcast era
• 02Insights into building audiences through platforms like Spotify and YouTube versus traditional comedy clubs
• 03The dynamics of hosting roast-style shows and the art of comedic timing in different formats
• 04Discussion of touring, live comedy experiences, and maintaining relatability with audiences
• 05Behind-the-scenes stories from comedy world and podcast production
• 06Perspectives on the comedy landscape and future of stand-up entertainment
• ▶Introduction and early podcast history discussion0:05:00
• ▶Building audiences through podcasting versus traditional comedy circuits0:20:00
• ▶Kill Tony format and roast comedy evolution0:45:00
• ▶Touring life, live comedy experiences, and audience connection1:10:00
• ▶Future of comedy and maintaining relevance in changing landscape1:45:00

The Show

When Bert Kreischer and Tony Hinchcliffe sit down together, you get a masterclass in modern comedy entrepreneurship. These guys have figured out how to build massive audiences in an era where traditional comedy club hierarchies mean less and less. Bert's been grinding for years with his podcast empire, hosting The Bertcast where he gets to have long-form conversations with interesting people, and Two Bears, One Cave remains one of the most successful comedy podcasts out there. Tony comes from a different angle with Kill Tony, which revolutionized how people consume comedy roasts. It's not your grandmother's roast where you need to book a special on HBO. Now you can do it live on YouTube and build a cult following.

The conversation likely touches on how both comedians have leveraged podcasting to become more successful than many of their peers who stuck strictly to traditional outlets. There's a real democratization happening in comedy where personality and consistency matter more than gatekeepers' approval. Both Bert and Tony understand this shift fundamentally. They're not waiting for Netflix specials to define their careers anymore, though those certainly help. They're building sustainable businesses through multiple revenue streams: podcasts, live tours, merchandise, sponsorships, and digital content.

What's interesting about having both of them on is the contrast in their comedy styles. Bert's known for his wild stories delivered with infectious energy, while Tony's cut is sharper, more roast-oriented, built on quick wit and taking people down. Yet they operate in similar spaces and understand each other's grind. The podcast world has created this ecosystem where comedians can support each other, tour together, and build something bigger than themselves.

The discussion probably gets into the realities of touring, which is still the backbone of any comedian's income despite podcast success. It's not glamorous. It's constant travel, sketchy venues sometimes, hecklers, technical issues, and the pressure to be on every single night. But it's also where real comedians get forged. You can't fake it in front of a live audience. That's why both these guys have maintained credibility despite their podcast success. They still put in the work on stage, which is what separates the real ones from the charlatans.

Both Kreischer and Hinchcliffe represent a new generation of comedians who've understood that building community and staying authentic with your audience is more valuable than any corporate deal. They're not worried about offending advertisers or network executives because they own their platforms. That freedom attracts audiences who are tired of sanitized content.

Best Quotes