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Episode 55: 30-Years of Deals as a Serial Entrepreneur, with Neil Rosen

Episode #55

Neil Rosen has been an entrepreneur for most of his life. After graduating college he taught elementary school for 10 years prior to starting his first business, a children’s furniture store which he built into a chain of five stores before selling. Next came a public school information business, The School Report, a business started with his wife Roseann that supported the real estate industry by supplying 3rd party public school information realtors could share with potential home buyers. He sold that business to a large media company, stayed on, and it was sold again a year later to an Internet real estate company. Not done yet, Neil and Roseann started eWayDirect, an internet software business that helps consumer businesses build email lists and send emails to prospects and customers. While Neil has retired from running that company (after 20 years), it continues in business today. And if that wasn’t enough, Neil and Roseann have bought and flipped over 30 houses since they have been married.

Today Neil is working on a Trivia game and writing children’s books and TV shows. The Trivia Game, Originations, and two of his children’s books will be launching in the coming months.

What You Will Learn:

  • Neil’s journey as a serial entrepreneur and the types of deals he’s encountered
  • The lessons Neil learned about raising capital
  • The challenges of doing deals as an early-stage internet company
  • How to deal with the difficulties of restructuring during a buyout
  • Why entrepreneurs should practice detachment when doing deals
  • Why Neil uses a business model for everything he works on

How to connect with Neil Rosen: