Episode 349: From Submarines to Self-Storage: Mastering 1031 Exchanges & DST Strategies, with Jim Whitesides cover art

Episode 349: From Submarines to Self-Storage: Mastering 1031 Exchanges & DST Strategies, with Jim Whitesides

Episode 349: From Submarines to Self-Storage: Mastering 1031 Exchanges & DST Strategies, with Jim Whitesides

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About this listen

Jim Whitesides is a Naval Academy graduate, former nuclear submarine officer, and seasoned energy trader who transitioned into the self-storage business and real estate investment world. Drawing from decades of hands-on experience, Jim has helped countless investors navigate the complex waters of 1031 Exchanges and Delaware Statutory Trusts (DSTs). His unique blend of analytical precision, operational discipline, and strategic foresight allows him to break down complicated tax strategies into clear, actionable steps for investors at any stage. Whether you’re seeking to defer capital gains taxes, diversify your portfolio, or shift toward a more passive investment approach, Jim delivers insights grounded in real-world success.

What You Will Learn:

  • Who is Jim Whitesides?

  • How did Jim’s Naval Academy and submarine career shape his approach to business and investing?

  • What led Jim to transition from energy trading into self-storage and real estate?

  • How does a 1031 Exchange work, and what are the IRS rules you must follow?

  • Why are the timelines in a 1031 Exchange so critical — and so easy to miss?

  • What role does a Qualified Intermediary play in the process?

  • What is a Delaware Statutory Trust (DST), and how does it differ from traditional property ownership?

  • What are the key advantages and potential drawbacks of DSTs?

  • How can DSTs provide diversification and passive income while deferring taxes?

  • What strategies can investors use for debt replacement and portfolio restructuring?

  • How can sector specialization (like self-storage) be leveraged for consistent returns?

  • Real-world examples of successful transitions from active management to DST investing

  • How does Jim help investors avoid common tax-deferred exchange mistakes?

  • Where can listeners connect with Jim for further insights and guidance?

Additional Resources from Jim Whitesides:

Website: www.sound-tract.com

Instagram: https://www.facebook.com/people/Jim-Whitesides/61566366254034/

LinkedIn: https://www.linkedin.com/in/jimwhitesides

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