business
Hosted by Andrew Flattery · business · EN
Insights on investing, legacy, and the life well-lived from Andrew Flattery and Flattery Wealth Management, LLC. www.gentlemanspeculator.com
Required Pod Score for this podcast. PitchCentric checks your profile against host openness, topical fit, and audience signals before you generate a pitch.
Contact path
Verified email
Booking probability
33%
Guest openness
Selective
Sign up to generate a grounded pitch for Gentleman Speculator.
Signup to Generate a PitchGentleman Speculator is hosted by Andrew Flattery. The show has published 77 episodes to date.
Recent episodes include "The Book of Elon" (8 April 2026, 53 minutes), "Have Yourself a Home Alone Family" (18 December 2025, 42 minutes), and "Johann Kurtz (Becoming Noble) - Leaving a Legacy" (25 November 2025, 58 minutes).
Gentleman Speculator publishes roughly every few months, with episodes averaging 49 minutes across 77 episodes.
Booking probability for Gentleman Speculator is 33%, and the host is rated Selective on guests. Gentleman Speculator requires a Pod Score of 80 or higher. Gentleman Speculator's contact route on record: verified email.
The strongest fits for Gentleman Speculator are Investment Banking & Trading. Gentleman Speculator has a business audience.
Andrew Flattery hosts Gentleman Speculator, a business podcast with 77 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Gentleman Speculator
<p>Eric Jorgenson is back on the pod to talk about his new book, The Book of Elon, a five-year project distilling Elon Musk’s most useful ideas in his own words. Eric and I talk about why Musk is the greatest living...
Gentleman Speculator
<p>I dive into what I’m calling peak America, that is the Peter McAllister (Dad) character from Home Alone. Watching this at age 41 and the movie is now a meditation on what’s worth fighting for. I get into how the...
Gentleman Speculator
<p>I speak with with the semi-pseudonymous Johann Kurtz on his terrific new book Leaving a Legacy: Inheritance, Charity, & Thousand-Year Families. Johann lays out the foundation for why it can be moral to leave an...
Gentleman Speculator
<p>I chat with editors Zack Grafman and Frank Theodat about the need for aspirational books for boys. Many recommendations from the Dads here, including classics like The Hardy Boys, Treasure Island, Jules Verne but...
Gentleman Speculator
<p>In which I bring you one of the sharpest minds in fundamental equity analysis, my friend Ryan O'Connor of Crossroads Capital.</p><p>Ryan is a multidisciplinary thinker who combines rigorous fundamental analysis with...
Gentleman Speculator
<p>I start the pod with some insights from the last four-year cycle in Bitcoin investing, comparing its annualized returns and drawdowns with other market proxies like the S&P 500, NASDAQ, and gold. I then welcome Wyatt...
Gentleman Speculator
<p>I talk boys books passed down through generations, including classic adventure series like the Hardy Boys. I also examine the life and contributions of Edward Stratemeyer, the mastermind behind the Hardy Boys, Tom...
Gentleman Speculator
<p> The Adventures of Leo & Henry - The Quest for the Lost Sword</p><p>The book is now available for purchase on Amazon and Gumroad (digital version only). </p><p></p> <br/><br/>This is a public episode. If you would...
Gentleman Speculator
<p>I share some personal views on another Trump presidency and allow myself a moment to indulge in some optimism. We get into the concept of America's decline, comparing it to the fall of Rome, and explore the potential...
Gentleman Speculator
<p>I delve into Mel Gibson's spot-on perspective on retirement, which I contend is unnatural in the modern hedonistic context. I explore Gibson’s commitment to staying creative and active into his later years, doing...
Gentleman Speculator
<p>I welcome Leandro of Best Anchor Stocks to Gentleman Speculator. Leandro is the co-founder of an investment research service and an equity analyst I deem worthy of paying attention to. We discuss the value of...
Gentleman Speculator
<p>In this episode of GENTLEMAN SPECULATOR, I sit down with Clay Finck from 'We Study Billionaires' to discuss Chris Mayer's book '100 Baggers,' the quality investing ethos, and the friction stock analyst have with...
Gentleman Speculator
<p>https://www.gentlemanspeculator.com/<br/><br/>You heard right. The Reformed Financial Advisor Podcast? It's gone. Dead and buried. From now on, it's Gentleman Speculator. Cleaner. Sharp as a stiletto heel. Like Alain...
Gentleman Speculator
<p>In conversation again with Tim Wuebker. We discussed inflation, deflation, hard money, and the moral case for Bitcoin. I recall how the 2008 financial crisis led me to question the stability of traditional financial...
Gentleman Speculator
While bitcoin is in common parlance now in market commentary, politics, and internet culture, few understand what could be an idea hiding in plain sight. This is good news for us, as herein lies the...
Gentleman Speculator
<p>I have a deep and varied conversation with Devin Rose, a Catholic author, blogger, and software engineer. We dive into topics like writing books, moral guidance for Catholic investors, and the debate between Bitcoin...
Gentleman Speculator
<p>In this Reformed Financial Advisor pod I talk with my friend Bryant Suellentrop, who shares his journey from from scratch to success in various businesses. Bryant reveals how he transitioned from a web design...
Gentleman Speculator
<p>I dive into evolution of Michael Saylor alongside his company, MicroStrategy, illustrating Saylor's rise from humble beginnings, the establishment of MicroStrategy driven by his tech foresight, and the challenges he...
Gentleman Speculator
<p>In this episode, I delve into optimizing life while leaving a meaningful legacy. I critique the "Die With Zero" concept, popularized by Bill Perkins and others. Perkins stresses intentional living by managing time...
Gentleman Speculator
<p>In this episode of The Reformed Financial Advisor podcast, I explore the topic of family wealth from a Catholic perspective. My guest is Dorian Antešić, a finance professional and Croatia's Catholic bitcoiner. We...
Recent guests on Gentleman Speculator. Study who booked and why before you pitch.
Author Of The Almanack Of Naval Ravikant, True North Disability Planning
Substack bestseller and strategist
Founding Partner and Wealth Management Advisor, Crossroads Capital
Emmy-winning investigative journalist, host of Coin Stories, author of Bitcoin Is for Everyone, Bitcoin Magazine Podcast
PitchCentric classifies Gentleman Speculator under these industries. Guests from them are the closest fit, and each links to the best podcasts in that industry.
Shows with the most semantically similar episode content. Pitch one, pitch all; producers cluster.
Is this podcast yours and you'd like to remove or correct details? Request removal or email privacy@pitchcentric.com.
Questions about the free trial? See the pricing FAQ
