Bert Kreischer's Reading List (From Ryan Holiday) - The Daily Stoic Recap

Podcast: The Daily Stoic

Published: 2026-02-08

Duration: 14 minutes

Guests: Bert Kreischer

Summary

Ryan Holiday shares a curated list of essential books with comedian Bert Kreischer during a visit to The Painted Porch bookstore, aiming to enrich Kreischer's reading habits with a mix of classic and humorous titles.

What Happened

Ryan Holiday and Bert Kreischer visited The Painted Porch bookstore, where Holiday recommended several books that he thought Kreischer would enjoy. Holiday highlighted 'The Crack-Up' by F. Scott Fitzgerald, discussing its themes of self-realization and personal change. He also recommended 'The Annotated Great Gatsby,' emphasizing its historical context and the depth of its opening line about privilege. Holiday recounted a humorous anecdote involving Fitzgerald and Hemingway, illustrating Fitzgerald's personal insecurities. Another recommendation was 'A Confederacy of Dunces' by John Kennedy Toole, which Holiday described as the funniest book and shared the tragic story behind its publication. Kreischer expressed his interest in reading 'The Fountainhead' by Ayn Rand, acknowledging a newfound understanding of its themes. Holiday also suggested 'In a Sunburned Country' by Bill Bryson as a more accessible read on Australia compared to 'The Fatal Shore.' Lastly, Holiday introduced Wright Thompson's 'Pappyland' and 'The Cost of These Dreams,' praising Thompson's sports writing prowess and Kreischer's enthusiasm for sports literature.

Key Insights