300. Betting on Yourself at 40 and Building a High-Volume Off Market Acquisition Business by Jeremy Beland

300. Betting on Yourself at 40 and Building a High-Volume Off Market Acquisition Business by Jeremy Beland

From Real Estate Investing School Podcast by Real Estate Investing School

April 13, 2026 · 51 min · Episode 300

About this episode

Jeremy Beland shares his journey of overcoming adversity and building a successful real estate business focused on off market acquisitions.

Jeremy Beland joins Joe Jensen to share how getting crushed in the 2007–2009 recession, nearly facing foreclosure, and joining the Air Force at 33 reset his life and ultimately set the stage for his real estate comeback. At 40, he made a bold move selling his townhouse, downsizing hard, and investing in coaching to start wholesaling in 2017, landing his first deal within 90 days and building momentum from there. His story highlights how fast life can change, and how real estate became the vehicle that gave him stability, options, and long-term control. The conversation dives into Jeremy's real strategy today: mastering off market acquisitions first, then choosing the best exit per deal including wholetails, flips, burrs, novations, and wholesales. He explains why wholetailing is one of his favorite plays, using true private lenders to buy deals, clean them out, and list them with minimal rehab, and why having multiple exit strategies helps him pivot through shifting markets. Jeremy also breaks down novations as a legal way to pre-market a deal for a retail buyer when an assignment won't work, and closes with a simple reminder: build a life you never want to retire from, and…

People in this episode

Host: Joe Jensen

Guest: Jeremy Beland

Topics covered

  • real estate
  • wholesaling
  • off market acquisitions
  • investment strategies
  • personal development

Keywords

  • real estate investing
  • wholesaling
  • off market deals
  • wholetailing
  • negotiation skills

Mentioned in this episode

Organizations: Air Force

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