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Gentleman Speculator

Latest episodes

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Dec 16, 2024 • 2min

I Wrote a Hardy Boys-esque Boys' Book

The Adventures of Leo & Henry - The Quest for the Lost SwordThe book is now available for purchase on Amazon and Gumroad (digital version only). 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
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Nov 21, 2024 • 51min

Notes on Trump, Getting Unstuck, and the American Empire

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 for continuation of the empire. I riff on the commentary of Peter Thiel on Bari Weiss’s show, Trump’s Rogan appearance, Michael Goldstein on the Art of Bitcoin Rhetoric, the Kurt Steiner piece on American Empire: A Morale Project, and Isaac Simpson’s piece on the El Segundo Hard Tech movement. 00:00 Body of an American - The Pogues01:17 Thoughts on Trump 10:31 Trump's Policies 17:53 The Power of Memes and Bitcoin20:50 Reflections on the Future of America23:36 The Decline of Rome and America27:14 The American Empire: Great and Good?30:14 The Stagnation and Decadence of Modern America34:15 El Segundo Hard Tech movement38:46 The Stock Market and American Capitalism 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
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Oct 23, 2024 • 45min

Don't Retire, Pull a Mel Gibson

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 work that matters, and contrast this with our societal norm of subsidized and unexamined retirement.02:47 The Problem with Subsidized Retirement08:23 Mel Gibson's Future Projects14:13 The Passion of the Christ Sequel23:26 Mel’s Redemption Arc23:48 True Elites25:41 The Landed Gentry, Country Gentlemen34:00 Alaric the Barbarian on “Traditional” thingsLinks: * James Horner - The Legend * This is Why You Should Never Retire* Mel Gibson reveals more amazing stories live on stage in London! (IMP EPISODE 12)* Jim Caviezel Reveals What's Happening With 'Resurrection' Film* Randall Wallace Details 'Passion of the Christ' Sequel* The Patriot* The American Tribune - The Death of the Gentleman and the Birth of Bureaucratic Tyranny* Oliveira - Nobility and Analogous Traditional Elites: A Theme Illuminating American Social History* Alaric The Barbarian - Things that are more “traditional” than a 32 year old SWE and a 28 year old PM buying a farm with NVIDIA gains to larp as pioneers* Titus Techera - The Third Wave of Journalism* James Horner - A Gift of a Thistle 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
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Oct 7, 2024 • 45min

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
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Sep 25, 2024 • 48min

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
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Sep 11, 2024 • 45min

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
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Aug 6, 2024 • 56min

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
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Jul 27, 2024 • 20min

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
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Jul 3, 2024 • 46min

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
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Jun 25, 2024 • 53min

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

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