Insights from recent episode analysis
Audience Interest
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Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
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Total monthly reach
Estimated from 1 chart position in 1 market.
By chart position
- 🇦🇷AR · Investing#166500 to 3K
- Per-Episode Audience
Est. listeners per new episode within ~30 days
250 to 1.5K🎙 Weekly cadence·76 episodes·Last published today - Monthly Reach
Unique listeners across all episodes (30 days)
500 to 3K🇦🇷100% - Active Followers
Loyal subscribers who consistently listen
200 to 1.2K
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* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
From 10 epsHost
Recent guests
Recent episodes
The Dad Book Review
Jun 25, 2026
1h 01m 01s
The Book of Elon
Apr 8, 2026
53m 19s
Have Yourself a Home Alone Family
Dec 18, 2025
42m 00s
Johann Kurtz (Becoming Noble) - Leaving a Legacy
Nov 25, 2025
58m 16s
Zack Grafman & Frank Theodat on The Boys Book of Adventure
Sep 17, 2025
1h 08m 48s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/25/26 |  The Dad Book Review | Brian O’Leary is back on the pod to talk about the dad book. This is the airport nonfiction, narrative history, and adventure bio, etc. The Wall Street Journal just declared this ‘category’ a dying breed. As Dads with books, Brian and I draft our favorite picks.We talk Charles Manson and the CIA, why a German U-boat off the East Coast makes Shadow Divers impossible to put down, and the case for James Michener (bestseller nobody under fifty remembers). And a lot more.Brian’s Substack and podcast (the O’Leary Review):https://olearyreview.comGentleman Speculator is from Andrew Flattery at Flattery Wealth Management.TIMESTAMPS00:00:00 Nixon on his old man00:01:00 What a dad book is, and why the Journal called it dying00:11:00 Books you can actually find at the airport00:12:00 Chaos, Charles Manson and the CIA00:18:00 The book your own father gave you, Endurance00:24:00 Sports, and The Boys in the Boat00:27:00 The First All-Star Game and the 1932 plot on FDR00:33:00 Biography, The Wright Brothers00:39:00 Hidden gems, and the forgotten James Michener00:46:00 The anti-recommendation, Bernard Cornwell00:53:00 The GOATs, Shadow Divers and The Sportswriter00:57:00 What Brian is working on now This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 1h 01m 01s | ||||||
| 4/8/26 |  The Book of Elon✨ | Elon Muskentrepreneurship+3 | Eric Jorgenson | Flattery Wealth ManagementThe Book of Elon | — | Elon MuskEric Jorgenson+5 | — | 53m 19s | |
| 12/18/25 |  Have Yourself a Home Alone Family✨ | family dynamicscultural commentary+4 | — | Leaving a Legacy: Inheritance, Charity, & Thousand-Year FamiliesNo Apologies: Why Civilization Depends on the Strength of Men+3 | — | Home Alonefamily life+5 | — | 42m 00s | |
| 11/25/25 |  Johann Kurtz (Becoming Noble) - Leaving a Legacy✨ | inheritancecharity+4 | Johann Kurtz | Leaving a Legacy: Inheritance, Charity, & Thousand-Year Families | — | inheritancecharity+5 | — | 58m 16s | |
| 9/17/25 |  Zack Grafman & Frank Theodat on The Boys Book of Adventure✨ | aspirational books for boysindependent publishing+3 | Zack GrafmanFrank Theodat | AmazonThe Boys Book of Adventure+6 | — | boys booksadventure+3 | — | 1h 08m 48s | |
| 6/17/25 |  Ryan O'Connor - Nintendo, Switch 2, Conviction from Deep Work✨ | fundamental analysisNintendo+4 | Ryan O'Connor | NintendoSwitch 2+2 | — | NintendoSwitch 2+5 | — | 1h 23m 32s | |
| 4/2/25 |  Wyatt O'Rourke - Financialization of Bitcoin, Bitcoinization of Finance✨ | Bitcoin investingfinancialization of Bitcoin+4 | Wyatt O'Rourke | Basilic FinancialThe Bitcoinization of Finance | — | Bitcoinfinancialization+7 | — | 58m 22s | |
| 3/7/25 |  Edward Stratemeyer & Adventures in Fiction Publishing✨ | children's literaturefiction publishing+4 | — | The Adventures of Leo and HenryLucasfilm+8 | — | Edward StratemeyerHardy Boys+5 | — | 44m 53s | |
| 12/16/24 |  I Wrote a Hardy Boys-esque Boys' Book✨ | writingchildren's literature+3 | — | AmazonGumroad+2 | — | Hardy Boyschildren's book+4 | — | 1m 57s | |
| 11/21/24 |  Notes on Trump, Getting Unstuck, and the American Empire✨ | Trump presidencyAmerican decline+5 | — | El Segundo Hard TechBody of an American | — | TrumpAmerican Empire+8 | — | 50m 59s | |
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| 10/23/24 |  Don't Retire, Pull a Mel Gibson✨ | retirementcreativity+4 | — | American TribuneOliveira+3 | — | retirementMel Gibson+6 | — | 44m 35s | |
| 10/7/24 |  Leandro González-Sicilia - Multi-Generational Family Businesses, Luxury Investing, Hermès | 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 multi-generational family businesses, focusing especially on Hermès. Despite challenges, there is a small subset of public companies where being family controlled is a benefit. We talk luxury investing, how luxury brands are a reflection of human nature, and a contrast between European and American markets. Leandro's work is thoughtful. He’s a deep researcher, and a bottom-up, long-term investor who avoids the noise. Great Indoors - John Mayer01:28 Meet Leandro08:09 Debunking Common Investing Tropes 12:26 The Timeless Appeal of Luxury Brands15:27 Luxury and Social Status22:58 Hermès31:08 On Family-Owned, Publicly Traded Businesses This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 44m 51s | ||||||
| 9/25/24 |  Clay Finck - 100 Baggers, Quality Investing, Bitcoin for Stock Pickers | 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 bitcoin. Clay shares his journey from being an actuary in Nebraska to going full time with The Investors Podcast Network. Highlights include specific companies like Copart and Constellation Software. Clay is one of the few guys I can have a conversation with about long-term investing, the value of high-quality businesses, and how Bitcoin breaks the mold.03:15 Clay's Journey to the Investors Podcast06:36 Avoiding Clickbait10:07 Midwest small town values and investing13:45 Chris Mayer’s ‘100 Baggers’24:42 Constellation Software32:51 Bitcoin for stock pickersSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 47m 34s | ||||||
| 9/11/24 |  The Real Zorro, Noblesse Oblige, Gentleman Speculator | https://www.gentlemanspeculator.com/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 Delon's tailored slacks. Money is a tool. But this isn’t about counting beans anymore. We’re talking shadows, where the real power reveals itself. The true Zorro? It's William Lamport. And he doesn’t just fight with a sword; he fights with secrets. Bruce Wayne’s noblesse oblige? That’s not rotten lefty philanthropy—it’s blood, sweat, and munificence bestowed on a world that can't get clean.In this cesspool we call progress, a few old stories still have teeth - The Dark Knight, Finkle-McGraw, Holmes, and, Marlowe. Sharp enough to bite, vicious enough to remind us of the American myths we once knew.The truth? The answers are out there, somewhere between the rain-soaked streets of high finance and the dusted corridors of the liberal arts. It’s all connected—sleuthing, speculating, playing the long game. And if you're not seeing the big picture, you're already yesterday's news.But don’t expect an easy listen. The rabbit hole’s deep, one misstep and you're in free fall. Welcome to Gentleman Speculator.Subscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 45m 02s | ||||||
| 8/6/24 |  Deflation, Sound Money, Is Bitcoin "Good?" | Tim Wuebker | 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 systems and eventually turned me towards Bitcoin, especially during the money-printing spree of 2020. We delved into the advantages of Bitcoin, such as its deflationary nature, portability, and cryptographic security, while also addressing the challenges, including its public ledger and the need for tech-savviness to manage private keys. It's always a good time to do a go-anywhere chat with Tim. Check out Tim Wuebker's podcast, Seemingly Ordinary: https://timwuebker.com/Subscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 56m 24s | ||||||
| 7/27/24 |  The Pros Not Understanding Bitcoin Is a Good Thing For Us | 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 opportunity.July 2024 Special Report - Andrew FlatterySubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 20m 24s | ||||||
| 7/3/24 |  Writing Books, Catholic Investing, Bitcoin vs. Ethereum | Devin Rose | 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 and Ethereum. Devin shares his personal journey from militant atheism to Catholicism, his experiences with homesteading, and his insights on investing in a way that aligns with Catholic values. Devin also talks about his various book projects, including his effort in fiction writing, and his "there and back again" story with Bitcoin. Subscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 45m 47s | ||||||
| 6/25/24 |  Lean Entrepreneurship, Twitter, Harrison Butker | Bryant Suellentrop | 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 business to a profitable cleaning company and ultimately founded a recruiting agency, Elevate and Delegate. He discusses the advantages of virtual work, using twitter for business growth, and the importance of ownership in the HARRISON BUTKER story. Bryant is a good dude, I like his entrepreneurial spirit and example of taking calculated baby steps in business.www.simplewealthkc.com/post/lean-entrepreneurship-twitter-harrison-butker-bryant-suellentropSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 53m 06s | ||||||
| 5/9/24 |  Notes on Young Michael Saylor | 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 faced post an accounting scandal in 2000. I consider Saylor as a visionary who deftly navigates through adversities, embraces innovations like Bitcoin, displays skin in the game, and always a willingness to risk it all. Episode page: www.simplewealthkc.com/post/notes-on-young-michael-saylorSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 55m 24s | ||||||
| 2/19/24 |  Against 'Die with Zero' | 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, wealth, and health effectively, but at the expense of family wealth and legacy.I also explore the societal shift towards individualism and instant gratification and contrast it with the traditional values of family and legacy. The role of the family can be in providing support, guidance, and purpose. Building family wealth and nurturing intergenerational connections are ways to leave a lasting impact that extends beyond one's lifetime.Episode page: www.simplewealthkc.com/post/against-die-with-zeroSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 36m 40s | ||||||
| 12/22/23 |  Building Generational Wealth: A Catholic Perspective w/ Dorian Antešić | 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 discuss his graduate school thesis on family wealth, Bitcoin, how Tucker Carlson said inheritance is a huge problem, a Benedictine monastery in Croatia, family dynasties, and the noblesse oblige. All in all an interesting conversation that combines legacy, finance, and the pursuit of generational prosperity.Episode Links:The Noblesse Oblige - Andy Flattery on Catholic Money MastermindDorian on LinkedInhttps://www.antesic.com/Good King Wenceslaus - The Irish RoversTucker Carlson - All-In PodcastSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 1h 00m 28s | ||||||
| 9/21/23 |  The Freedom to Have an Opinion | Isaiah Douglass | I have a wonderful conversation with fellow Financial Advisor, Isaiah Douglass. We discuss:Building onlineJoining Swan Private ClientAndy hates soccer/Isaiah likes soccerCOVID breaking our brainsHow FAs simp for inflationBitcoin and the american dreamEpisode page: www.simplewealthkc.com/post/the-freedom-to-have-an-opinion-isaiah-douglassSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 58m 49s | ||||||
| 9/6/23 |  "Bitcoin Monasteries" & Reclaiming the American Dream | Pablo Peniche | I get into a wide ranging discussion with self-described techbro, Pablo Peniche. We discuss:Dropping out of college 3 timesA vision for how Catholic monasteries could adopt bitcoinObsessing over great cultures of the past without larpingPeter Thiel's progress & decline thesisGatsby, Elon, and fostering better elitesThe Sovereign Collective > The Sovereign IndividualEpisode Page - https://www.simplewealthkc.com/post/bitcoin-monasteries-reclaiming-the-american-dream-pablo-penicheSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 54m 46s | ||||||
| 8/21/23 |  John Mayer is Probably into Bitcoin | Mike Marion | I have a conversation with Mike Marion about the anti-war movement and the great Ron Paul, before we shift into a celebration of recording artist John Mayer. Mayer is one of the essential artists of the last 20 years, comparable to my muse, Jack White, and someone we can learn from too. Episode page - www.simplewealthkc.com/post/john-mayer-is-probably-into-bitcoin-mike-marionSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 1h 05m 56s | ||||||
| 7/19/23 |  Books that Turned Me From Financial Advisor Skeptic to Bitcoin Advocate | My descent into bitcoin madness happened gradually, then suddenly. I comment on the books that I read on my way from agnostic to bitcoin maximalist. Books discussed:The Church and the Market - A Catholic Defense of the Free Economy - Thomas E Woods Jr. You Can Be a Stock Market Genius - Joel GreenblattThe Driver - Garet GarrettThe Bitcoin Standard - Saifedean AmmousThe Ethics of Money Production - Guido HulsmannBitcoin is Venice - Allen Farrington & Sacha MeyersEpisode page - www.simplewealthkc.com/post/books-that-turned-me-from-financial-advisor-skeptic-to-bitcoin-advocateSubscribe to emails at https://www.gentlemanspeculator.com/ Andy Flattery is the Owner of Simple Wealth Planning, a Registered Investment Advisor. All opinions expressed by Andy and guests are solely their own opinions and do not reflect the opinions of Simple Wealth Planning. This podcast is for informational and entertainment purposes only and should not be relied upon as investment, tax, or legal advice. Clients of Simple Wealth Planning may maintain positions in bitcoin and the securities discussed in this podcast. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.gentlemanspeculator.com | 38m 34s | ||||||
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Chart Positions
1 placement across 1 market.
Chart Positions
1 placement across 1 market.