Gentleman Speculator

Gentleman Speculator

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Gentleman Speculator episodes

  • 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 Retirement

    08:23 Mel Gibson's Future Projects

    14:13 The Passion of the Christ Sequel

    23:26 Mel’s Redemption Arc

    23:48 True Elites

    25:41 The Landed Gentry, Country Gentlemen

    34:00 Alaric the Barbarian on “Traditional” things

    Links: 

    * 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
    45 min
  • 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 Mayer

    01:28 Meet Leandro

    08:09 Debunking Common Investing Tropes

    12:26 The Timeless Appeal of Luxury Brands

    15:27 Luxury and Social Status

    22:58 Hermès

    31:08 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
    45 min
  • 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 Podcast

    06:36 Avoiding Clickbait

    10:07 Midwest small town values and investing

    13:45 Chris Mayer’s ‘100 Baggers’

    24:42 Constellation Software

    32:51 Bitcoin for stock pickers

    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
    48 min
  • 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
    46 min
  • 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
    57 min
  • 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 Flattery

    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
    21 min
  • 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
    46 min
  • 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-suellentrop

    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
    54 min
  • 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-saylor

    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
    56 min
  • 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-zero

    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
    37 min

About Gentleman Speculator

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Insights on investing, legacy, and the life well-lived from Andrew Flattery and Flattery Wealth Management, LLC.