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Crypto Bonanza… The King Is Dead… Long Live the King

Money Tree Investing

Release Date: 07/30/2025

Investing in Legacy Businesses Beats Chasing Tech Trends with Travis Jamison show art Investing in Legacy Businesses Beats Chasing Tech Trends with Travis Jamison

Money Tree Investing

Today's Panelists: Kirk Chisholm | Douglas Heagren |  Diana Perkins |   Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: Travis Jamison shares his journey from serial entrepreneur to full-time investing in legacy businesses, explaining that while tech is great for building, it’s risky for investing. He allocates capital into small, decades-old businesses via search funds, independent sponsors, and roll-ups, aiming for diversification, steady cash flow, and multiple expansion. Travis views AI less as a direct investment opportunity and more as a tool for operating...

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Kathleen Peddicord shares her experience living investing overseas. Her journey took her from publishing to becoming an authority on global real estate investing. She discusses why she prefers real estate over stocks while also outlining challenges such as lack of MLS systems, legal complexities, and cultural differences. Kathleen explained how to evaluate markets, avoid overpaying, plan exit strategies, and select properties with unique value rather than cookie-cutter developments. She stressed the importance of freehold title, sound property rights, and turnkey management solutions, while...

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Money Tree Investing

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Money Tree Investing

Philip Hoffman is here to share his journey from CPA to investing in fine art. He founded The Fine Art Group, where he advises wealthy families on art investing, valuations, lending, and education. He outlines the global art market as a $60 billion industry with only $6–10 billion considered truly investable, highlights the risks and pitfalls of treating art as an asset class without expert guidance, and shares cautionary tales of investors losing millions by buying discounted works without due diligence, contrasted with success stories where expertise and timing led to strong returns. We...

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Mark Flickinger shares his journey from engineering and building small businesses to working in private market investing at BIP Capital, where he helps both entrepreneurs and high-net-worth investors achieve their goals. He explains that private markets have grown as many high-quality companies remain private longer, creating opportunities for alpha that are less available in public markets, especially as IPO thresholds have risen. Flickinger highlights trends in alternatives, noting that while AI attracts attention, compelling private businesses can now be accessed at lower entry costs. We...

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Money Tree Investing

It looks like the market is going on vacation! Well I am too. Today we talk everything from vacation plans to shifting markets. We also cover recent crypto volatility, the resilience of Bitcoin, and concerns over MicroStrategy’s stock dilution strategy, framing dips as potential buying opportunities within broader trends. We chat on quirky social trends in China, like “pretend to work” jobs for unemployed youth, and highlight Ray Dalio’s view that real estate is a poor investment in today’s environment with recent price drops accorss the U.S. Today we discuss... Douglas Heagren | ...

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Douglas Heagren | Follow on Facebook: Follow LinkedIn: Follow on Twitter/X: For more information, visit the show notes at  

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It's a Crypto Bonanza today we we discuss the new Clarity Act and how it impacts digital currencies. We also chat about the emotional and financial rollercoaster of buying a home in today’s market, as Kirk shares about falling in love with a house—only to walk away after discovering many issues the sellers failed to disclose. We talk about how the cost to buy is now far above the cost to rent in many areasb and how sellers are increasingly unwilling to drop prices—even as supply builds and interest rates stay high. We also dig into how real estate, while deeply emotional, ultimately comes down to math, and why renting may still make more sense... 

Wee discuss... 

  • The cost to buy a home is currently much higher than the cost to rent, especially in higher-priced markets.
  • Emotional attachment often causes sellers to keep unrealistic home prices despite market shifts.
  • Many markets are seeing a growing supply of homes and longer times on market, leading to price pressures.
  • Real estate equity is a major source of wealth but is difficult to access without selling or borrowing.
  • Sellers tend to suppress or avoid disclosing problems to preserve home value, increasing risk for buyers.
  • Inflation-adjusted home prices show 2025 prices are very high, but official inflation numbers may understate true inflation.
  • Buying a home is often an emotional and personal decision rather than a purely financial investment.
  • Renting can be mathematically cheaper, but many still desire homeownership for personal reasons. 
  • The Clarity Act aims to define regulatory authority over digital assets between the CFTC and SEC, though it hasn’t passed yet.
  • Regulation is viewed positively if it prevents fraud without overly restricting innovation in crypto.
  • The banking sector may resist crypto innovation due to potential threats to their traditional business models.
  • Concerns were expressed about government overreach via CBDCs that could control or monitor personal spending.
  • Despite risks, the government already has many tools to combat financial crime without needing intrusive surveillance.
  • Bitcoin and Ethereum prices have risen recently, prompting some profit-taking but maintaining belief in long-term value.
  • MicroStrategy pivoted to Bitcoin investment after years of flat or breakeven performance, using debt and financial engineering to buy more Bitcoin.
  • The history of MicroStrategy’s CEO includes a past SEC investigation and company struggles before embracing Bitcoin.
  • The line between genius and stupidity can sometimes be just dumb luck.
  • MicroStrategy’s strategy resembles a Ponzi scheme by relying on new money to pay returns and leveraging debt to buy Bitcoin.
  • If Bitcoin crashes, the company faces margin calls and financial stress due to heavy debt.

 

Today's Panelists:

Kirk Chisholm | Innovative Wealth
Douglas Heagren | ProCollege Planners

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For more information, visit the show notes at https://moneytreepodcast.com/crypto-bonanza-733