Author Gary Sernovitz

Author Gary Sernovitz

Author: Paul Ollinger December 5, 2023 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 possess either an interest in finance or a robust / dark sense of humor, The Counting House will make you laugh and, at times, cry in empathy with the protagonist. Gary has spent the last 25 years observing how money works from inside Goldman Sachs and the private equity business, bringing a keen writer’s eye to the money business through two previous novels, a non-fiction account of the oil and gas industrial, and a bunch of essays in The New York Times, The New Yorker and The Wall Street Journal. A Milwaukee native and longtime resident of New York, Gary now lives in New Orleans with his wife and daughter. See more about Gary and The Counting House here.

In this conversation, Gary and I discuss:

Investing with the constraints of a modern university stakeholders

Whether your performance is your identity

The state and cost of college 

Writing as a side hustle while working full-time in finance


See Paul live in comedy mode:

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. 🔥
🚀 Follow Paul on Instagram 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: 321

Reasonably Happy with Paul Ollinger
Podcast Episodes
Surviving the Market Meltdown with Ben Carlson [not-audio_url] [/not-audio_url]

Duration: 44:42
Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management and the author of several books about investing. He is the founder of the blog ‘A Wealth of Common Sense’. He is, also, a co-fou…
Universal Basic Income with Andrew Yang [not-audio_url] [/not-audio_url]

Duration: 51:20
Andrew Yang is a former Presidential candidate and the founder of Venture for America. He's also the founder of the Forward Party where he advocates for structural reform to safeguard our democracy. He lays all this out…
Racial Wealth Gap with Coleman Hughes [not-audio_url] [/not-audio_url]

Duration: 38:57
Today’s guest is Coleman Hughes, he's a writer, podcaster and opinion columnist who specializes in issues related to Race, Public Policy and Applied Ethics. He has been featured in the New York Times, The Wall Street Jou…
Buy this, not that! with Author Sam Dogen [not-audio_url] [/not-audio_url]

Duration: 43:12
Sam Dogen left his job in investment banking at age 34 to start his financial newsletter, Financial Samurai. He's got a new book out this week called “Buy This, Not That!” How to spend your way to Wealth and Freedom. Tod…
Soul in the Game with Vitaliy Katsenelson [not-audio_url] [/not-audio_url]

Duration: 52:58
Today’s guest is Vitaliy Katsenelson. He's an investor, writer and author of the new book ‘Soul in the Game : The Art of a Meaningful Life’. Nassim Nicholas Taleb, the author of The Black Swan calls the book deep, insigh…
Life after the PGA Championship with Rich Beem - ENCORE EPISODE [not-audio_url] [/not-audio_url]

Duration: 56:06
This is an encore episode with Rich Beem, winner of the 2002 PGA Championship, one of professional golf’s four major tournaments. Despite having won twice on tour prior to the PGA, Rich's win at Hazeltine was as unlikely…
The Problem with Choice with Barry Schwartz - ENCORE EPISODE [not-audio_url] [/not-audio_url]

Duration: 1:01:18
This is an encore epsiode with Professor Barry Schwartz, author of several books, including Why We Work and The Paradox of Choice. I spoke to Barry in August, 2020 about his findings in these two important books. Prevail…
Hedge Fund Novelist with Jay Newman - Ep 145 [not-audio_url] [/not-audio_url]

Duration: 48:32
Jay Newman makes BIG bets. In his 40 year hedge fund career, Jay was the guy who fought to recover deca-billion dollar debt defaults by countries like the Congo, Panama, and Argentina. Recouping from these deadbeat gover…
The Puzzle of Life (with A.J. Jacobs) - Ep 144 [not-audio_url] [/not-audio_url]

Duration: 49:31
A.J. Jacobs believes that puzzles can save the world. The famously obscure 4-time New York Times best-selling author of books like The Know-It-All, Thanks a Thousand, and The Year of Living Biblically tells us what we ca…
Money and Comedy with Christian Finnegan - Ep 143 [not-audio_url] [/not-audio_url]

Duration: 43:08
Description: Christian Finnegan is a comedian and actor, well known for his work on Chappelle’s Show and the popular sitcom, Are We There Yet? He has performed on Comedy Central Presents, Conan, The Late, Late Show with…