Next Level 322: The $10 Trillion Shift with Kris Benson

Every day, 11,000 Americans turn 65, and roughly 1 in 10 of them owns a business with no plan for what happens next. On this episode, Chris sits down with Kris Benson, Partner at Blue Line Ventures, to talk about the largest transfer of small business ownership in U.S. history: an estimated 8 to 10 million businesses expected to change hands over the next decade, at a combined value approaching $10 trillion.

Kris Benson is a Partner at Blue Line Ventures, a firm that acquires profitable, long-standing small businesses directly from retiring owners. Before Blue Line, Kris worked in medical device sales, developed multifamily real estate, and helped build a self storage investment platform from 2018 through 2023. Connect with him on LinkedIn or learn more at blueline-ventures.com.

What you’ll learn

  • How Kris went from medical device sales to real estate to self storage to buying small businesses outright
  • The demographic shift driving the largest small-business ownership transfer in U.S. history
  • Blue Line Ventures’ buy box: the financial and industry criteria that make a business worth acquiring
  • Why small businesses often trade at 3 to 5 times EBITDA while comparable real estate trades at a much higher effective multiple
  • The two biggest operational challenges Blue Line sees after acquiring a business, and how they address them
  • How Next Level Income investors can access this strategy through the Blue Line Ventures partnership

Resources mentioned:

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Christopher Larsen is the founder and Managing Partner of Next-Level Income. Since “retiring” after 18 years in the medical device industry he dedicates his time to helping others become financially independent through education and investment opportunities. Chris has been investing in and managing real estate for over 20 years.

While completing his degree in Biomechanical Engineering and M.B.A. in Finance at Virginia Tech, he bought his first single-family rental at age 21. Chris expanded into development, private-lending, buying distressed debt as well as commercial office, and ultimately syndicating multifamily properties. He began syndicating deals in 2016 and has been actively involved in over $500M of real estate acquisitions.

In addition to real estate, Chris has invested in equities, oil & gas, and small business lending, as well as being active in Venture South, one of the nation’s Top 10 Angel Investing groups. Chris lives with his wife and two boys (and Viszla, Lucy!) in Asheville, NC where he loves spending time with them in the outdoors and enjoying the food and culture that the region has to offer.

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