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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:

Could Bitcoin be a 100 Bagger? Jan 30, 2023

Show notes

I used to work with a regular joe who accumulated and held the same stock for decades, amassing a small fortune. His crutch- no brokerage accounts. Instead, he kept the stock certificates secured in safety deposit boxes.. Cold storage!
In this episode, I unpack Chris Mayer's modern classic "100 Baggers" and consider bitcoin in light of the book's principles.
Show notes: https://simplewealthkc.com/could-bitcoin-be-a-100-bagger-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

Best Pods of 2022 & What I've Changed My Mind About Dec 31, 2022

Show notes

In the final episode of 2022, I unveil the most downloaded episodes of The Reformed Financial Advisor this year, read the BOOSTS, share my favorite podcasts, and shill a few book, youtube, and music recommendations.
Merry Christmas & Happy New Year!
Twitter thread on the most downloaded episodes of 2022: https://twitter.com/andyflattery/status/1609186663640567815?s=20&t=-441JhSU-qDqm1jwErh81A
Twitter thread on my favorite podcasts of 2022: https://twitter.com/andyflattery/status/1608900438010777600?s=20&t=rvfqbQEMihw1G-K0IPeihg

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

BTC Financial Advisor Roundtable | Morgen Rochard & Jim Crider Dec 14, 2022

Show notes

Financial Advisors gather to discuss the intersection of bitcoin and financial advice.
In this episode of The Reformed Financial Advisor, I chat with Morgen Rochard & Jim Crider on all things orange pilled and the RIA world:
- The dead end of "trying to make money on bitcoin"
- What is going well regarding tools and the regulatory environment
- What is on our wish list of products & services
- Why FAs should take their own advice and play the long game with bitcoin
- Introducing the Bitcoin Financial Advisors Network
Show notes: https://bitcoinfinancialadvisorsnetwork.com/btc-financial-advisor-roundtable-podcast/

Outro: https://www.youtube.com/watch?v=j54Yk3xSYx4

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

Tax Planning Mentality, BTC in a 401(k), Mitt's Massive IRA | Sean Mullaney Nov 23, 2022

Show notes

In this episode I speak with the FI Tax Guy, Sean Mullaney, author of the book Solo 401(k): The Solopreneurs Retirement Account. We talk:
- The Tax Planning mentality
- Writing a book to standout as an expert
- Is Bitcoin in a 401(k) even a good idea?
- What Romney SHOULD have done with his huge IRA
Outro: https://www.youtube.com/watch?v=ZOaj1TCMows

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

A few thoughts on the FTX story Nov 18, 2022

Show notes

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

Jack White, Tinkering, & the Limits of Goals Based Planning Nov 07, 2022

Show notes

Factory financial advice limits high achievers. Successful people will often credit things like skills acquired, stepping stone achievements, risk taking, connections made, and luck for their greatest accomplishments.
They don’t credit a goals based plan for retirement that they made 30 years ago!
Instead of being laser focused on retirement, the alternative is to be a craftsman in something, have broad interests, take small risks & be a tinkerer, and don't retire, just pivot. The singer of "Seven Nation Army" provides the model.
Show Notes: https://simplewealthkc.com/jack-white-tinkering-the-limits-of-goals-based-planning-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

Speculator Work is Real Work | Bitstein Oct 26, 2022

Show notes

Andy Flattery speaks with bitcoin legend Bitstein about the fundamental economic question - what is the social good of speculation? Contrary to popular belief, correct speculation is not a zero sum game, but serves the purpose of correcting mispriced assets.
Show Notes: https://simplewealthkc.com/speculator-work-is-real-work--bitstein-podcast/
Interlude/Outro: https://www.youtube.com/watch?v=JGBXnw86Mgc

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

Nuns Building Citadels & Civilization (w/ the Help of Bitcoin) Oct 12, 2022

Show notes

I had the wonderful privilege to make a pilgrimage to the monastery of the Benedictines of Mary, Queen of the Apostles. Here are my thoughts on the visit and my conversation with Mother Abbess Cecelia. We talked about restoring civilization, growing your own food, the life of a traditional nun, the latin mass, and bitcoin charity.
If you would like to help the sisters build a new monastery in southern Missouri, please do so on their website.

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

Responding to Peter Mallouk's Bitcoin Critiques Sep 26, 2022

Show notes

Andy Flattery & Zach from Casa respond to the bitcoin comments of Creative Planning's Peter Mallouk:
- BTC is "Palm or Blackberry..." but blockchain will revolutionize everything?
- "Too speculative" to be a currency?
- But "anyone can create their own cryptocurrency?"
- Investors in the S&P 500 will benefit anyway (from companies who hold it on the balance sheet)?
Show Notes: https://simplewealthkc.com/responding-to-peter-mallouks-bitcoin-critiques/
Interlude & Outro: https://www.youtube.com/watch?v=w9qsDgA1q8Y

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

Inbox: Matt Fradd 401(k) Debate, Buffett's Dad, & BOOSTS Sep 07, 2022

Show notes

In this solo episode I answer listener questions from email and boostagrams:
- the Jacob Imam vs. Trent Horn 401(k) debate on Matt Fradd's Pints with Aquinas podcast
- Do we hate Warren Buffett now that he hates bitcoin?
- Bitcoin beginner resources
- Responding to listener boostagrams
Show Notes: https://simplewealthkc.com/inbox-matt-fradd-401k-debate-buffetts-dad--boosts-podcast/
Interlude & Outro: https://www.youtube.com/watch?v=G3jUWcCqkXA

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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