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PODCAST

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.

business philosophy

All Episodes

56:53

Matt Ruby | Reasonably Happy

Reasonably Happy with Paul Ollinger ·

2025/01/15

Join Paul as he sits with the very funny Matt Ruby and discuss performing on psychedelic mushrooms, being raised by a bohemian mom who ran around New York City with Alan Ginsberg and more!Links to all things Matt Ruby including his newsletter, specials and more: https://www.mattrubycomedy.com/ Get Paul Ollinger's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off" https://www.amazon.com/Reasonably-Hap... Read Paul's Substack:

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57:09

Nathan Macintosh | Reasonably Happy

Reasonably Happy with Paul Ollinger ·

2025/01/01

Join hilarious comedian and hater of all things technology Nathan Macintosh as he sits with host Paul Ollinger and discusses his love hate for tech, the overabundance of screens in socoiety and the fear of what AI will do to the world. Watch Nathan's latest 2 specials here: "Money Never Wakes" https://www.youtube.com/watch?v=sQd7kHYiNsQ&t=20s&authuser=1 "Down with Tech" https://www.youtube.com/watch?v=gApnofHJLoo&authuser=1 Get Paul Ollinger's book Here: "Reasonably Happy: Essays on Money, Work

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62:43

Paul Shaffer | Reasonably Happy

Reasonably Happy with Paul Ollinger ·

2024/12/18

Join legendary musician Paul Shaffer, famed as David Letterman’s long-time musical director, as he shares his extraordinary career journey—from his childhood in Thunder Bay to iconic roles on Saturday Night Live and The Blues Brothers. Shaffer sits with host Paul Ollinger and reflects on his early love for music, working alongside comedy greats like Martin Short and Bill Murray, and how rock and roll’s raw simplicity shaped his passion. Packed with nostalgic Hollywood and Broadway stories, this

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52:46

Deepak Chopra & Dr. John Kaag | Reasonably Happy

Reasonably Happy with Paul Ollinger ·

2024/12/11

Paul sits down to talk happiness with Deepak Chopra who is a world-renowned pioneer in integrative medicine and personal transformation alongside award winning author, professor, writer and speaker Dr, John Kaag.Visit Rebind at https://s.rebind.ai/0PmPOV and use the promo code reasonablyhappy to get 15% off your first Rebind book experience Get Paul's book Here: "Reasonably Happy: Essays on Money, Work and Other Things that Piss Me Off"

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48:58

Rickey Smiley: Living with Loss | Reasonably Happy...

Reasonably Happy with Paul Ollinger ·

2024/12/04

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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56:18

Is music meaningless? | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/11/27

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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56:09

Worst President | Reasonably Happy with Paul Ollinger

Reasonably Happy with Paul Ollinger ·

2024/11/20

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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56:17

I sleep with a blankie | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/11/13

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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77:17

Weapons Grade Gorgeous | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/11/06

Paul sits down with comedian and actor Mehran Khaghani and gets deep into the psyche of a man who was brought to America from Iran as a 3 year old who discovered himself after years of addiction and psychedelics only to emerge on the other side as one of the funniest comedians working today and starring in the hit Off Broadway Steven Soderbergh show "The Fears".

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57:24

Start Thinking Rich | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/10/30

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

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54:05

Claiming Confidence | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/10/23

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

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53:33

What Cocaine Taught Me | Reasonably Happy with Paul...

Reasonably Happy with Paul Ollinger ·

2024/10/16

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

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57:40

The People Who Never Quit with Henry Oliver

Reasonably Happy with Paul Ollinger ·

2024/08/27

What did Ray Kroc, Maya Angelou, Margaret Thatcher, and Malcolm X all have in common? (Don’t worry - this isn’t a dirty joke!) They were all opsimaths, i.e. a person who blooms late in life. In his new book SECOND ACT: What Late Bloomers Can Tell You About Success and Reinventing Your Life, author Henry Oliver shares the stories of well-known people whose greatest accomplishments happened in or past middle age. In other words, there’s still hope for you! Maybe you’re 45 and haven’t written the great

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50:06

A Poet’s Life (with In-Q)

Reasonably Happy with Paul Ollinger ·

2024/08/21

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

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42:30

“Second Class” Americans with Batya Ungar-Sargon

Reasonably Happy with Paul Ollinger ·

2024/08/14

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

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39:00

Why the News is Bad with Angus Hervey

Reasonably Happy with Paul Ollinger ·

2024/08/07

**Hi friends - this is Paul writing to confess to an error in my introduction in this week's episode. The name of Angus Hervey's podcast is "Hope Is a Verb," not—as I called it—"Hope is NOT a Verb," which is kind of the opposite (insert winky emoticon). Unfortunately, I am unable to re-record the intro as we are traveling, but I can change these show notes, so that's what I'm doing. Sincere apologies to my most gracious guest for this ridiculous foul-up.**The news is always bad, and that’s not an

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49:10

Fighting for the Family Business with Stephanie Stuckey

Reasonably Happy with Paul Ollinger ·

2024/08/04

Stephanie Stuckey used her life’s savings to buy the company that is her family’s legacy. At it’s height in the1960’s and 70’s, there were hundreds of Stuckey’s stores selling gas, pecan candy, cold drinks, and quick meals near highway exits around the United States. But after her grandfather was bought out by a big corporation, the neglected enterprise and its stores fell into disrepair. Since buying what remained of the company five years ago, Stephanie—an attorney and former Georgia State

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56:42

Persevering Through Grief with Nicole Avant

Reasonably Happy with Paul Ollinger ·

2024/07/24

Nicole Avant is the former U.S. Ambassador to the Bahamas and author of a new memoir, 'Think You’ll Be Happy: Moving through Grief with Grit, Grace, and Gratitude’ which tells the story of her extraordinary family and her mother’s tragic death by murder. Her mom, Jacquie was a philanthropist and community activist whose example taught Nicole kindness, respect, and humility. Nicole’s father was Clarence Avant, a highly successful music executive who gathered in their Beverly Hills home a mélange* of

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33:39

On The Move

Reasonably Happy with Paul Ollinger ·

2024/07/03

On this introspective episode of Crazy Money, Paul sits alone in his empty Atlanta house and talks openly about the thoughts and feelings that drew him back to Atlanta, and the head trauma that may or may not have initiated his desire to sell everything and move to New York City.Oh, by the way, my name is Mike Carano and I’m writing these surely-to-be-deleted episode notes. Paul is occupied with the chaos of moving, but I suspect he’s more likely trying to get to the bottom of the, “which Ray’s

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48:08

Who killed Rudolf Diesel? (with Doug Brunt)

Reasonably Happy with Paul Ollinger ·

2024/06/12

Yes, there was actually a guy named Rudolf Diesel who actually invented the diesel engine, which was incredibly revolutionary for its time. It earned Diesel a massive fortune and had huge implications for how war—especially maritime war in the early 1900’s—would be waged. As European countries scrambled for dominance just prior to WWI, Diesel disappeared, leading to speculation that he was murdered by either Germany’s Kaiser Wilhelm II or by America’s John D. Rockefeller whose young petroleum empire

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310 results

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