Bill Faeth Unfiltered

Why I'm Selling All My Airbnbs in 2025

6 snips
Jun 24, 2025
A deep dive into the rationale behind selling short-term rentals for better cash flow, highlighting potential pitfalls of holding properties long-term. The host shares his personal journey, revealing how he transformed $620K into $3.4M in just seven months. Listeners learn about effective investment strategies, including the importance of 1031 exchanges and insights into market trends. The episode encourages an agile mindset, emphasizing the benefits of periodically reassessing rental portfolios for optimal growth.
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ADVICE

Sell to Scale Faster

  • Selling short-term rentals can be a strategic move to scale without investing more cash.
  • Holding long-term may limit cash flow and growth opportunities in real estate portfolios.
ANECDOTE

Aspen Ridge Flip Success

  • Bill sold his 'dream property' Aspen Ridge in Whitefish because permitting issues blocked his plans.
  • He turned $620K basis into $3.4M sale in 7 months, showing strategic repositioning benefits.
INSIGHT

Power of Cost Segregation

  • Cost segregation benefits can yield substantial tax savings and are key for short-term rental investors.
  • Selling to realize these benefits can outweigh holding a property longer with less tax advantage.
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