
Gentleman Speculator
Insights on investing, legacy, and the life well-lived from Andrew Flattery and Flattery Wealth Management, LLC. www.gentlemanspeculator.com
Latest episodes

Nov 7, 2022 • 38min
Jack White, Tinkering, & the Limits of Goals Based Planning
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

Oct 26, 2022 • 58min
Speculator Work is Real Work | Bitstein
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=JGBXnw86MgcSubscribe 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

Oct 12, 2022 • 45min
Nuns Building Citadels & Civilization (w/ the Help of Bitcoin)
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

Sep 26, 2022 • 46min
Responding to Peter Mallouk's Bitcoin Critiques
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=w9qsDgA1q8YSubscribe 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

Sep 7, 2022 • 32min
Inbox: Matt Fradd 401(k) Debate, Buffett's Dad, & BOOSTS
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 boostagramsShow Notes: https://simplewealthkc.com/inbox-matt-fradd-401k-debate-buffetts-dad--boosts-podcast/Interlude & Outro: https://www.youtube.com/watch?v=G3jUWcCqkXASubscribe 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

Aug 17, 2022 • 45min
The Michael Saylor & Robert Breedlove "What is Money?" Book | Seth Simmons
Robert Breedlove partnered with Seth Simmons to produce a book version of his What is Money? The Saylor Series. In this episode, Simmons tells his story of how he was able to convert the popular podcast series into book format and why this definitive Michael Saylor appearance is significant. Support the book by participating in the giveaway for What is Money? The Saylor Series. Show Notes: https://simplewealthkc.com/the-michael-saylor--robert-breedlove-what-is-money-book--seth-simmons-podcast/Interlude & Outro: https://www.youtube.com/watch?v=5W9TJ2JUW9cSubscribe 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

Aug 3, 2022 • 45min
Getting Your Bitcoin Off of Coinbase | Nick Neuman
"So why won't there be bitcoin banks that do this (custody) for you? I think there will be, but there's always going to be one problem with this, which is that bitcoin transactions are irreversible. And so it's an inherent core change in the security model of bitcoin compared to the legacy banking system. And because of that, there's always going to be some level of additional risk with holding your bitcoin in a bitcoin bank." - Nick Neuman, CEO of CasaAndy Flattery & Nick Neuman discuss:- The basics of BTC self-custody- Nick's Kansas City roots- The "grand plan" career path isn't the way to become CEO of a BTC company- "Bitcoin banking" is fundamentally difficult- Voldemort's Horcruxes and Multi-Signature Self CustodyShow Notes: https://simplewealthkc.com/getting-your-bitcoin-off-of-coinbase--nick-neuman-podcast/ Interlude & Outro: https://www.youtube.com/watch?v=5W9TJ2JUW9cSubscribe 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

Jul 21, 2022 • 1h 18min
Tips for High Inflation | Tim Wuebker
Andy Flattery & Tim Wuebker discuss all things inflation:- how we got here- why inflation is likely to stick around- what families can do to cope- what bitcoin means with an inflationary currencyOriginally aired on Tim Wuebker's Seemingly Ordinary Podcast Interlude & Outro: https://www.youtube.com/watch?v=dI9q6P0mYAISubscribe 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

Jul 6, 2022 • 47min
Against the Index Fund Religion | Logan Bolinger
Andy Flattery speaks with Logan Bolinger, attorney, writer, and founder of Think Bitcoin LLC, about the problems with Index Fund investing. Show Notes: https://simplewealthkc.com/against-the-indexing-religion--logan-bolinger-podcast/Interlude & Outro: https://www.youtube.com/watch?v=1AxVTvrD3HYSubscribe 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

Jun 15, 2022 • 52min
How to Sleep Well During a Bitcoin Bear Market
The party is over and bitcoin is on sale. Andy Flattery and The Orange Pill Addicts discuss best practices to follow during bitcoin bear markets. Show Notes: https://simplewealthkc.com/how-to-sleep-well-during-a-bitcoin-bear-market-podcast/Interlude & Outro: https://www.youtube.com/watch?v=bpA_5a0miWk 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