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Gentleman Speculator — Investing
Gentleman Speculator

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

www.gentlemanspeculator.com

Latest Episodes:

Building Generational Wealth: A Catholic Perspective w/ Dorian Antešić Dec 22, 2023

Show notes

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 Mastermind
Dorian on LinkedIn
https://www.antesic.com/
Good King Wenceslaus - The Irish Rovers
Tucker Carlson - All-In Podcast

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

The Freedom to Have an Opinion | Isaiah Douglass Sep 21, 2023

Show notes

I have a wonderful conversation with fellow Financial Advisor, Isaiah Douglass. We discuss:

Building online
Joining Swan Private Client
Andy hates soccer/Isaiah likes soccer
COVID breaking our brains
How FAs simp for inflation
Bitcoin and the american dream

Episode page: www.simplewealthkc.com/post/the-freedom-to-have-an-opinion-isaiah-douglass

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

"Bitcoin Monasteries" & Reclaiming the American Dream | Pablo Peniche Sep 06, 2023

Show notes

I get into a wide ranging discussion with self-described techbro, Pablo Peniche. We discuss:

Dropping out of college 3 times
A vision for how Catholic monasteries could adopt bitcoin
Obsessing over great cultures of the past without larping
Peter Thiel's progress & decline thesis
Gatsby, Elon, and fostering better elites
The Sovereign Collective > The Sovereign Individual

Episode Page - https://www.simplewealthkc.com/post/bitcoin-monasteries-reclaiming-the-american-dream-pablo-peniche

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

John Mayer is Probably into Bitcoin | Mike Marion Aug 21, 2023

Show notes

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-marion

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

Books that Turned Me From Financial Advisor Skeptic to Bitcoin Advocate Jul 19, 2023

Show notes

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 Greenblatt
The Driver - Garet Garrett
The Bitcoin Standard - Saifedean Ammous
The Ethics of Money Production - Guido Hulsmann
Bitcoin is Venice - Allen Farrington & Sacha Meyers

Episode page - www.simplewealthkc.com/post/books-that-turned-me-from-financial-advisor-skeptic-to-bitcoin-advocate

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

What We Have Been Reading | Brian O'Leary Jun 21, 2023

Show notes

Warren Buffett says to read 500 pages a week. Yet The Atlantic recently reported that kids aren't "following in love with reading" anymore... what gives?
Brian O'Leary joins me to launch a sermon on the value of reading right now and then we launch into our list.
Books discussed:

The Crusades - Thomas Asbridge
Capone
The Franco Regime - Stanley Payne
Start with No - Jim Camp
No B.S. Time Management for Entrepreneurs - Dan Kennedy
Expect to Win, Hate to Lose - Matt Furey
Sacred Then and Sacred Now - Tom Woods
Oversubscribed - Daniel Priestley
The Political Pope - George Neumayr
The Biden Deception - George Neumayr
Bitcoin is Venice - Allen Farrington
Restoring the family - Marian Horvat
Submission - Houellebecq
God’s Will: The Life and Works of Sr. Mary Wilhelmina
Leisureville - Andrew Blechman
The Father's Son - Jim Sano
The Cypresses Believe in God - Jose Maria Gironella
The Lord of the Rings - Tolkien
Song of Ice & Fire - George R.R. Martin
The Iliad & The Odyssey - Homer
The Long Ships - Frans Bengtsson
Texas - Michener
Cryptonomicon - Neal Stephenson
Born Standing Up - Steve Martin
The Medieval Machine - Jean Gimpel
Deflation & Liberty - Guido Hulsmann
Eating the Dinosaur - Chuck Klosterman
Cinema Speculation - Tarantino

Brian O’Leary is an independent media personality spanning several fields—podcasting, professional copywriting, internet marketing, broadcasting, and more. The mission of this “once & future” baseball coach is to restore, build, and promote a more robust and serious culture.
https://briandoleary.com/flattery/
https://crisismagazine.com/podcast/sister-wilhelmina-an-american-incorruptible

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

Hail, Caesar!, Tally Ho Yacht Guy, & the Dignity of Work May 17, 2023

Show notes

Andy Flattery does a solo mixtape episode commenting on the Coen Brothers' "Hail, Caesar!," the craftsmanship of Tally Ho Yacht restoration project, and Fr. Paul Scalia's lecture on leisure, the basis of culture. In making these connections he attempts to unpack the tension between workaholism, the dignity of work, diligence, and sloth.
Episode page: https://simplewealthkc.com/hail-caesar-tally-ho-yacht-guy-the-dignity-of-work-podcast/

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

True Financial Independence | Unchained's Trey Sellers Apr 26, 2023

Show notes

Trey Sellers of Unchained and Andy Flattery discuss how bitcoin relates to the Financial Independence Retire Early (FIRE) movement.
Bitcoin allows individuals to hold their wealth in money itself rather than subpar assets like real estate, stocks, bonds, or gold. Sellers explains that the demonetization of assets occurs when traditional money loses value over time and individuals have to choose where to store their value. He argues that the monetary premium for these other assets, such as real estate and index funds, can be replaced with bitcoin as the global standard for wealth preservation.
Episode page - https://simplewealthkc.com/achieving-true-financial-independence-unchaineds-trey-sellers/

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

Monarchy, Patrimony, & Bitcoin | Prince Filip of Serbia Karađorđević Mar 29, 2023

Show notes

Andy Flattery & Prince Filip Karađorđević discuss the history of his storied family dynasty, dating back over two centuries, life as a royal in exile, and the promise that he sees in the Serbian people today. Filip explains why he supports bitcoin and the hope he has in leaving a family legacy for his son.
Guest: HRH Prince Filip, Hereditary Prince of Serbia and Yugoslavia, also known as Prince Filip Karađorđević, is the Chief Strategy Officer at JAN3, a technology company that helps nation-states, enterprises and individuals achieve sovereignty and prosperity through Bitcoin. As CSO, Prince Filip engages with high-level actors and oversees strategic initiatives to accelerate Bitcoin adoption worldwide. He previously worked as an analyst at a prestigious London-based global asset management firm, helping clients make vital capital allocation decisions. Prince Filip has over 15 years of experience in traditional finance.
Episode page: https://simplewealthkc.com/monarchy-patrimony-bitcoin-prince-filip-of-serbia-karadordevic-podcast/

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

Confessions of a Stockbroker | Chris Rossi Feb 22, 2023

Show notes

Let's talk about real life boiler room stories with Wall Street veteran Chris Rossi.
Show notes: https://simplewealthkc.com/confessions-of-a-stockbroker--chris-rossi-podcast/

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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