REI Deal Finders

How Jesse Created A Booming Property Management Company with Jesse Stephenson


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Welcome back to another enlightening episode of the Deal Finders podcast! Today, we're diving deep into the realms of rental properties and property management with my good friend Jesse Stephenson from the local market. If you've ever toyed with the idea of dipping your toes into property investment or are curious about the intricacies of property management, this episode packs a wealth of knowledge and insights. Join us as Jesse shares his journey from starting in real estate to mastering the art of property management and investment strategies that have propelled him and his company, Stevenson Property Group, to success.

Episode Highlights:

  • [00:39] Meet Jesse Stephenson: An introduction to Jesse's background in real estate and property management, and the establishment of Stevenson Property Group.
  • [02:02] The Team Dynamic: Insight into Jesse's team, including the unique roles of family members in his business.
  • [05:11] Transitioning to Property Management: Jesse's pivot to property management during the 2008 financial crisis and how it turned into a booming business.
  • [08:09] The Blessing in Disguise: Moving to Columbia, overcoming personal and professional hurdles, and the unexpected opportunities that followed.
  • [11:55] Real Estate Agents vs. Investors: Discussing the surprising statistic that many real estate agents do not own investment properties and the importance of networking with experienced investors.
  • [18:32] Growing the Business: Expansion strategies, including the opening of a new office and the decision to dive into Airbnb management.
  • [23:39] The Perfect Deal Story: Jesse shares a personal success story, highlighting the importance of seizing opportunities and the power of owner financing.
  • [28:46] Long-term Rentals vs. Airbnb: Pros and cons of different property management strategies, based on Jesse's extensive experience.

Links & Resources:

  • Stevenson Property Group website: [Link not provided in the transcript]
  • Recommended Books: "Traction" and "Rocket Fuel" for entrepreneurs looking to scale their businesses. [No specific links provided]

Closing Thoughts: This episode has been a treasure trove of insights for anyone interested in the property market, whether you're just starting out or looking to expand your portfolio. Remember, the path to success in real estate isn't always straightforward, but with the right mindset and strategies, the possibilities are endless. If you enjoyed our deep dive with Jesse, don't forget to rate, follow, share, and review our podcast. Your support helps us bring more valuable content your way. Until next time, keep finding those deals!

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