The Rachel Hollis Podcast17 Apr 2025

803: MASTERMIND | Laugh Your Way Through It: A Comedic Masterclass on Life, Love, and Being Ridiculous

In today's Mastermind, we’re serving up a comedic masterclass featuring some of the funniest minds to ever hit a mic—Bert Kreischer, Nikki Glaser, Tiffany Haddish, and Gabriel Iglesias. From brutally honest relationship takes to embarrassing moments that turned into life lessons.

Get your copy of Rachel's New Book Here: Audible, Amazon, Barnes & Noble, Books-A-Millon, Bookshop.org, or wherever books are sold!

Featured Episodes | 377: Nikki Glaser | 600: Tiffany Haddish | 417: Bert Kreischer | 370: Gabriel Iglesias

01:34 Mastermind Episode: Comedic Masterclass

02:22 Nikki Glaser on Self-Acceptance and Body Image

05:30 Struggles with Pot Use

14:37 Tiffany Haddish's Comedy Journey

20:45 Early Career Hustles and Lessons

22:23 Nostalgia for Early Podcast Days

22:51 Early Career and Challenges

23:37 Standup Beginnings and Will Smith Discovery

24:30 Hosting and TV Pilots

26:40 Travel Channel and Rogan's Advice

28:37 Showtime Special and Career Low Point

33:18 Comedy Club Performances and Early Struggles

34:42 Financial Lessons and Business Growth

40:01 Reflecting on Success and Mistakes

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