
Reasonably Happy with Paul Ollinger
Comedian Paul Ollinger wants you to be happy but let’s not go crazy here, okay? In his new show, Reasonably Happy: the Skeptic’s Guide to Achievable Contentment (fka Crazy Money), Paul will help you find authentic fulfillment through candid conversations with comedians, authors, celebrities, and other remarkable guests who share their failures and foibles, anxiety and addiction, and their grand vision of life that keeps them pushing forward.
Latest episodes

Dec 4, 2024 • 49min
Rickey Smiley: Living with Loss | Reasonably Happy with Paul OIlinger
Paul sits down with comedian and syndicated radio legend Rickey Smiley and talk about happiness in the face of grief after losing a son to opioid addiction, surviving being shot at point blank range and continuing a life in comedy in the face of tragedy.
Check out Rickeys book: "Sideshow: Living with Loss and Moving Forward with Faith"
https://www.amazon.com/Sideshow-Livin...
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Nov 27, 2024 • 56min
Is music meaningless? | Reasonably Happy with Paul Ollinger
Paul is joined by SNL music director Eli Brueggemann to discuss everything from what landing a gig like Saturday Night Live does for a musician to how quickly a masters level university degree can become outdated because of simple technology.
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger
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Nov 20, 2024 • 56min
Comedian Mandal was theWorst Student Council President | Reasonably Happy with Paul Ollinger
Paul sits down with the insanely funny comedian Mandal to discuss his rise, fall and rise again that lead him to be a go to opener for John Mulaney and performing at the world famous Hollywood Bowl. Paul and Mandel dive into the world of stand up comedy and how Mandel finds purpose and happiness and why it is the driving force in all of his artistic endeavors.
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger
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Nov 13, 2024 • 56min
I sleep with a blankie | Reasonably Happy with Paul Ollinger
Paul sits down with lawyer turned comedian Liz Glazer to discuss how a successful lawyer and law professor can find happiness by saying goodbye to a tenured career by pursuing a life in the arts.
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger
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Oct 30, 2024 • 57min
Start Thinking Rich | Reasonably Happy with Paul Ollinger
Join us for an insightful conversation with Adrian Brambila and Brad Klontz, authors of "Start Thinking Rich," as we dive deep into the mindset strategies that lead to success. Discover how your background, no matter the challenges, should never hold you back from achieving your goals. Learn practical tips and valuable lessons on how to develop a wealth-focused mindset, overcome obstacles, and leverage the experiences of others to create the life you've always wanted. Whether you're aiming for personal or financial success, this episode is packed with actionable advice to help you think rich and succeed in any area of life.
Pick up a copy of "Start Thinking Rich: 21 Harsh Truths to Take You from Broke to Financial Freedom" by Adrian Brambila and Brad Klontz:
https://www.barnesandnoble.com/w/start-thinking-rich-brad-klontz/1146212034;jsessionid=9ADBFA21F7779A45F34745CE6E50B715.prodny_store01-atgap15?ean=2940191065052
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger

Oct 23, 2024 • 54min
Claiming Confidence | Reasonably Happy with Paul Ollinger
We are joined by Lydia Fenet, the founder and CEO of the Lydia Fenet Agency, a boutique agency representing best in class charity auctioneers. Lydia is a best selling author and ground breaking art auctioneer who sits with us to talk about art, confidence and how to decide what success means to you.
Pick up a copy of "Claim Your Confidence" by Lydia Fenet: https://lydiafenet.com/the-book/
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger
Click the icon below to listen.

Oct 16, 2024 • 54min
What Cocaine Taught Me | Reasonably Happy with Paul Ollinger
We are joined by New York Times best selling author and former Wall Street wild man Turney Duff to discuss Hookers, Blow, Million-dollar bonuses on Wall Street and the journey through recovery and what lies the other side of the Wall Street hustle.
Pick up a copy of "The Buy Side" by Turney Duff: https://www.amazon.com/Buy-Side-Street-Traders-Spectacular/dp/0770437176
Follow Reasonably Happy host Paul Ollinger: https://www.instagram.com/paul_ollinger

Aug 27, 2024 • 58min
The People Who Never Quit with Henry Oliver
Henry Oliver, author of "SECOND ACT," explores the world of opsimaths—those who achieve great things later in life. He shares inspiring stories of figures like Maya Angelou and Ray Kroc, illustrating that it's never too late to find success. The discussion delves into fluid vs. concrete intelligence and the magic of intrinsic motivation. Oliver emphasizes the importance of perseverance and lifelong learning, tackling misconceptions about aging while encouraging everyone to stay in the game and pursue their passions.

Aug 21, 2024 • 51min
A Poet’s Life (with In-Q)
Nobody gets into poetry for fame and fortune. And yet, there might be a tiny bit of each happening for In-Q, my guest this week who is a renowned poet and spoken word artist. When he started freestyling (aka, “rapping" for you old people) with his friends at age 13, In-Q felt an empowerment that didn’t exist in the rest of his life. The words inside him took on a life of their own and, after he started writing poetry at 19, In-Q found himself in the embrace of L.A.’s slam poetry community. He never really considered poetry taking him to a place where could make a living, "let alone live in abundance.” But through dedication, perseverance, and perhaps, the sheer inability to quit, he’s now selling out theaters, writing hit songs, and publishing books and albums. In-Q has appeared on A&E, ESPN, and HBO’s Def Poetry Jam. His stand-up poetry special, 'Live at the Ace Theatre', is now streaming exclusively on Amazon Prime Video. To top all that, Oprah (you know “Winfrey”) named him to her SuperSoul 100 list of the world’s most influential thought leaders.
On this week’s episode, In-Q and I discuss:
Why he has a tattoo with the Hebrew word he thought meant “forgiveness"
The perilous childhood moment that could have changed his life forever
How his learning disability contributes to his success
Why ‘Hamilton’ is a perfect work of art
The day he decided that Nas was God
His creative process
Watch his special, Live At the Ace Theater and listen to his album The Never Ending Now
WAIT - don’t go until you’ve done 2 out of these 3 things:
💰Rate and review Crazy Money here. 💰
🔥 Register for Paul’s incredible newsletter here.🔥
🎤 See Paul LIVE for telling of comedy jokes here. 🎤
About Paul Ollinger and Crazy Money
After working as one of Facebook’s first 250 employees, Paul retired from the corporate world at 42, only to find himself bored, lonely, and driving his wife crazy. Today, he’s a standup comic, captivating audiences with his unique blend of humor and insight, performing alongside a diverse group of comedy powerhouses and iconic musicians, including Norm Macdonald, Dave Attell, Chelsea Handler, Styx, and Collective Soul. In 2019, Paul started this podcast, Crazy Money to explore the connection between money, happiness, work, and meaning. In one-on-one conversations with some of the world's most interesting people, he helps uncover the true sources of happiness in life and what wealth, success, and fame can (and can't) do for us. Previous guests include LL COOL J, Judd Apatow, Moby, and winners of the Nobel Prize, Heisman Trophy, PGA Championship, and Olympic gold medals. Paul is always on tour and coming to a comedy club near you. Check dates here.
This episodes Keywords:
IN-Q, poet, spoken word, slam poetry, creativity, self-expression, learning disabilities, dyslexia, art, IN-Q, poetry, creativity, writing process, empowerment, tattoos, Amazon special, immersive experience, album, book, events, forgiveness
Paul loves you.

Aug 14, 2024 • 43min
“Second Class” Americans with Batya Ungar-Sargon
The spirit of the working class is crushed. So argues Batya Ungar-Sargon in her new book 'Second Class: How the Elites Betrayed America's Working Men and Women’. Batya says that working men and women in the United States have been abandoned by both political parties and left to fend for themselves all while unchecked immigration makes an already challenging job market untenable. As her title suggests, she believes “elites” are causing this problem. And though you hear the word used more often and somewhat scornfully on Fox News, “elites” doesn’t just progressives. It’s alll of us who are educated, have stable jobs, and aren’t worried aobut making rent next month. But just because Batya uses the word doesn't mean her main argument—that unchecked immigration is making life untenable for working Americans—is wrong. At the very least, it is inarguable that immigration is putting a strain on our housing, educational and medical infrastructure. And all of us foot the bill for that. What’s really odd about this to me is, despite the fact that Batya defends Donald Trump as a friend of the working people, that the policies she recommends to fix the problem feel like Democratic policies from an earlier time. Unions, tarriffs - that sort of thing. Whichever side they’re from, she is passionate about the importance of a thriving middle class for a stable democracy. Batya is The Opinion Editor at Newsweek. She holds a BA from the University of Chicago and earned her PhD at UC, Berkeley. Her writing has appeared in The Washington Post, Los Angeles Times, Foreign Policy, the New York Times, The Daily Beast, and The Free Press. Buy ’Second Class’ here.
WAIT - don’t go until you’ve done 2 out of these 3 things:
💰Rate and review Crazy Money here. 💰
🔥 Register for Paul’s incredible newsletter here.🔥
🎤 See Paul LIVE for telling of comedy jokes here. 🎤
About Paul Ollinger and Crazy Money
After working as one of Facebook’s first 250 employees, Paul retired from the corporate world at 42, only to find himself bored, lonely, and driving his wife crazy. Today, he’s a standup comic, captivating audiences with his unique blend of humor and insight, performing alongside a diverse group of comedy powerhouses and iconic musicians, including Norm Macdonald, Dave Attell, Chelsea Handler, Styx, and Collective Soul. In 2019, Paul started this podcast, Crazy Money to explore the connection between money, happiness, work, and meaning. In one-on-one conversations with some of the world's most interesting people, he helps uncover the true sources of happiness in life and what wealth, success, and fame can (and can't) do for us. Previous guests include LL COOL J, Judd Apatow, Moby, and winners of the Nobel Prize, Heisman Trophy, PGA Championship, and Olympic gold medals. Paul is always on tour and coming to a comedy club near you. Check dates here.
This episodes Keywords:
elites, working class, income inequality, immigration, Trump, unions, working conditions, middle class, stable democracy, vice president, politics, kamalaharris, election, timwalz, joshshapiro
Paul loves you.