Episode 234: Trey Wheeler Discusses Real Estate and Brokerage Insights

The Real Estate Takeoff

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  • Shawn: @shawn_dimartile
  • Mike: @miketighe_

In this episode of the Real Estate Takeoff podcast, host Mike Tighe welcomes Trey Wheeler, VP of Investments at Tailwind Investment Group. Trey shares his journey from corporate finance to multifamily real estate investing, offering a unique perspective shaped by his diverse experiences. The conversation dives deep into the nuances of commercial brokerage, the subtleties of underwriting, and strategic insights for navigating the multifamily market, especially in today’s volatile economic climate.

Trey Wheeler explores the juxtaposition of working as a real estate broker and transitioning to a principal role, highlighting the significance of thorough underwriting and the importance of understanding market cycles. The episode also delves into the intricacies of listing properties, whether it's more beneficial to work with commercial brokers or residential agents, and how to create value as a sponsor. Trey imparts wisdom on thinking long-term, understanding market dynamics, and the benefits of having a cautious yet aggressive capital approach.

Some key takeaways from this episode:

  • Brokerage Insights: Trey discusses the profound impact of his experience in commercial brokerage on his investment strategies and career decisions

  • Underwriting Best Practices: Emphasizes the importance of conservative assumptions, especially regarding rent growth and leverage, to ensure reliable profit margins

  • Market Cycle Awareness: Highlights the necessity of understanding where we are in the real estate cycle to make informed investment choices

  • Human Element in Real Estate: Treating everyone with respect and building lasting relationships is crucial for long-term success in the real estate business

  • Strategic Capital Deployment: Trey touches on the advantages and disadvantages of different capital structures, including JV partnerships vs. discretionary funds

How to connect with Trey:

LinkedIn: Trey Wheeler

Website: Tailwind Investment Group

Stay tuned for more episodes of Real Estate Takeoff, where we bring you insights and experiences from industry experts to help elevate your real estate game. Listen to the full episode to dive deeper into the valuable lessons shared by Trey Wheeler.

Learn more about Mike and Shawn:

  • Shawn: www.investorshawn.com
  • Mike: www.investormike.com 
  • Website: www.takeoffcapital.com

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