Dr. Drew Pinsky on Careers, Money, and Fame (Encore)

Dr. Drew Pinsky on Careers, Money, and Fame (Encore)

Author: Paul Ollinger December 27, 2023 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 Celebrity Rehab, Dr. Drew has been a staple on radio and cable television for over 30 years, but that doesn’t mean he’s rich — he’s got triplets to get through graduate school, after all. But he is definitely conversant on almost any topic you throw at him, including opera, coffee and Ulysses S. Grant. Oh, and doctor stuff. He knows about that too. Find out more about Dr. Drew on his website. 
• 💪🏼 Rate and Review Crazy Money here. 💪🏼 
• 🦸‍♂️ Read Paul’s Substack newsletter 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
Surviving the Loss of a Child [not-audio_url] [/not-audio_url]

Duration: 1:04:01
“How am I ever going to be happy again?” That was the question the wife of this week’s guest asked him after the death of their one-month-old son, Fisher. Michael Cruz Kayne is a comedian, actor and a staff-writer on The…
Millionaires v. Billionaires in NYC [not-audio_url] [/not-audio_url]

Duration: 1:06:04
Chris Pavone is the bestselling author of some of the smartest and most stylish thrillers of the past decade. His latest book, The Doorman is set in a glamorous Manhattan apartment building where the lives of the ultra-w…
The Beatles, Ted Turner, and Ric Flair with Steve Chamberlain [not-audio_url] [/not-audio_url]

Duration: 1:01:25
This week’s podcast is a conversation with my former Atlanta neighbor, Steve Chamberlain, a former media executive whose career has intersected with some of the biggest brands and celebrities in entertainment history. I…
Money, Fame, and Misery: Meet the Beatles [not-audio_url] [/not-audio_url]

Duration: 58:00
Money, Fame, and Misery: Meet the Beatles (w/ Peter Doggett )In the late ‘60s, The Beatles had it all: worldwide fame, critical admiration, and more money than they ever could have imagined. So why were these four young…
Believe and You Will See! (w/ Nir Eyal ) [not-audio_url] [/not-audio_url]

Duration: 57:46
My guest this week is Nir Eyal, whose two books ('Hooked’ and ‘Indistractable’) have sold over 1 million copies in over 30 languages. This week he published his latest - Beyond Belief: The Science-Backed Way to Stop Limi…
Gina Gershon on Fame, Desire, and Boobs [not-audio_url] [/not-audio_url]

Duration: 1:00:42
Guess who I got to meet last week - Gina Gershon. That’s right, the incredibly beautiful and talented actress, author, singer, and long-standing disruptor of polite expectations. You know Gina from unforgettable roles in…
The Courage to Be Right w/ Matt Kaplan [not-audio_url] [/not-audio_url]

Duration: 58:18
Matt Kaplan is a science correspondent at the Economist and author of the new book I Told You So!: Scientists Who Were Ridiculed, Exiled, and Imprisoned for Being Right in which he shares the stories of researchers—from…
Insider Trading w/Tom Hardin [not-audio_url] [/not-audio_url]

Duration: 1:13:52
How do you handle it when you screw up badly? (Like really badly.) Former hedge fund trader and Wharton graduate Tom Hardin was convicted of Securities Fraud and Conspiracy to Commit Securities Fraud, which are felonies.…
Surviving Middle Age w/ Ben Markovits [not-audio_url] [/not-audio_url]

Duration: 47:59
Ben Markovits is the author of several acclaimed novels, including his most recent release The Rest of Our Lives, which explores marriage, infidelity, empty nesting, and mortality. The book, which was short-listed for th…
Marriage, Infidelity, and Millennial Disillusionment with Erin Somers [not-audio_url] [/not-audio_url]

Duration: 41:46
Erin Somers' new novel, The Ten Year Affair is a story about Millennial disillusionment (and extramarital sex). The New Yorker called it “intoxicating” and W praised the book for its “sometimes mocking examination of you…