Judd Apatow on Money, Fame, and Adam Sandler (Encore)

Judd Apatow on Money, Fame, and Adam Sandler (Encore)

Author: Paul Ollinger December 13, 2023 Duration: 48:26
Judd Apatow is one of the most important figures in comedy and film today. But he just doesn’t care that much about money. This non-attachment to material goods leaves him more time to focus on what matters: writing, directing, developing talent, and getting his family together for dinner. Judd has accomplished so much in his career that, in retrospect, his success appears to have been pre-ordained. But despite his massive success in the past 20 years, he never forgets his early struggles. In this week’s encore episode from Feb ’22, I speak with the writer / director / producer behind iconic comedy films such as Anchorman, Trainwreick, This is 40, and The 40-Year-Old Virgin about:

Why Adam Sandler paid $50 more in rent than Judd when they were roommates

Why he didn’t worry too much about finances as a young comedian

How failure prepared him to handle success

Being creative during a pandemic

Buddhism and stuff


Catch Paul Ollinger live (or tell your friends to go):

Austin, Jan 11 - Buy Tickets HERE


San Francisco, Feb 22 - Buy Tickets HERE


Nashville, Feb 28 - Buy Tickets HERE


🔥Learn and laugh by reading Paul’s Substack here. 🔥

Get full access to Reasonably Happy at words.paulollinger.com/subscribe

Paul Ollinger has worn a few different hats-stand-up comedian, tech executive, and now, the curious host of Reasonably Happy with Paul Ollinger. This isn't a lecture series or a dry self-help guide. Instead, it feels more like pulling up a chair for a series of genuinely engaging talks that wander into the places where our daily lives, careers, and inner worlds collide. The conversations, which feature authors, thinkers, and various creatives, are refreshingly candid. They dig into the practical and philosophical questions about what it actually means to build a life that feels both successful and satisfying. You'll find that each episode of this podcast approaches big themes-money, purpose, and the pursuit of contentment-with a blend of wit and thoughtful depth. The underlying idea isn't about finding a perfect, Instagram-ready version of happiness, but something more grounded and attainable. It's for anyone who's ever wondered if there's a smarter, more meaningful way to navigate the pressures of business and culture without losing sight of what matters. Tuning in, you get the sense that Paul is figuring it out alongside his guests, making the insights feel earned and relatable. The result is a consistently interesting exploration of how we can all aim for a life that feels reasonably, and authentically, well-lived.
Author: Language: English Episodes: 100

Reasonably Happy with Paul Ollinger
Podcast Episodes
Dr. Drew Pinsky on Careers, Money, and Fame (Encore) [not-audio_url] [/not-audio_url]

Duration: 1:09:26
This is a special holiday encore of the 2nd episode of Crazy Money with Dr. Drew, which ran Jan 30, 2019. Dr. Drew offers candid insight into the ups and downs of a career in broadcasting and medicine. From Loveline to C…
How to Live a Stress-free Financial Life with Jared Dillian [not-audio_url] [/not-audio_url]

Duration: 1:00:00
Financial gurus like Dave Ramsey or Suze Orman tell their audience that the key to achieving wealth—or just financial stability—is to cut back on the little things like that daily Starbucks latte. Jared Dillian thinks th…
Author Gary Sernovitz [not-audio_url] [/not-audio_url]

Duration: 59:08
Gary Sernovitz is one of the funniest financial writers working today. His hilarious new novel The Counting House tells the story of a university’s Chief Investment Officer who is suffering a mid-life crisis. If you poss…
How to Get Un-stuck with Merrick Furst, Ph.D. [not-audio_url] [/not-audio_url]

Duration: 1:06:24
Do you ever feel stuck in life? As if you are in the wrong place or you’re in the right place but doing the wrong thing? What do you do when you find yourself at a crossroad? Today, I speak to innovation expert Merrick F…
Paul Reads His Thanksgiving Essays [not-audio_url] [/not-audio_url]

Duration: 35:41
In this special “over the river and through the woods” episode, Paul reads four of his latest pieces from his Substack, Money and the Meaning of Life, so that you can drive or workout without reading. Latest posts includ…
Ed Begley Jr. on Finding Serenity in Hollywood [not-audio_url] [/not-audio_url]

Duration: 38:45
✍️ Subscribe to Paul’s Substack ‘Money & the Meaning of Life’ here. ✍️🎤 See Paul’s upcoming comedy dates here and random thoughts on Instagram here. 🎤Ed Begley Jr. has been acting professionally since 1967 when he appear…
Lessons from an '80s Guitar god with Rik Emmett of Triumph [not-audio_url] [/not-audio_url]

Duration: 1:05:15
Rik Emmett is a vocalist, guitarist and former member of the rock band Triumph, which earned 18 gold and nine platinum records in Canada and the United States in the late 1970s and early’80s. Triumph was known for its BI…
The NHL, Brain Injury, and Psilocybin with Daniel Carcillo [not-audio_url] [/not-audio_url]

Duration: 50:17
When Daniel Carcillo played in the NHL, he was known as an enforcer so tough and volatile that he earned the nickname “Car Bomb.” In his 12 seasons in the NHL, Daniel was a member of two Stanley Cup-winning teams (2013 a…

«1...678910