Ironclad Underwriting Podcast

What Is The Best Time To Let Go Of Your Real Estate Investments?


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Overview

In this episode of The Ironclad Underwriting Podcast, hosts Jason Williams and Frank Patalano dive deep into one of the most overlooked parts of real estate investing: the exit strategy.

Whether you’re flipping single-family homes, holding multifamily properties, or syndicating deals, knowing how and when to exit can make or break your returns.

Jason and Frank share real-world examples of deals that didn’t go as planned, including what to do when your “perfect plan” doesn’t align with market reality. From the quick flips to long-term holds and syndication exits, they discuss the pros, cons, and timing pitfalls investors face when balancing short-term cash flow with long-term wealth creation.

Topics Covered:

  • The importance of having an exit strategy in every investment
  • How to pivot when market conditions shift
  • The difference between wholesaling, flipping, and buy-and-hold exits
  • The tax implications of short vs. long-term strategies
  • Real-world lessons from multifamily syndications
  • Why foreclosure should never be part of your exit plan
  • Balancing emotion and logic when deciding to sell

🎧 Connect with Jason:

LinkedIn

https://IroncladUnderwriting.com

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🎧 Connect with Frank:

LinkedIn

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Ironclad Underwriting PodcastBy Jason L Williams PHD