Raising Private Money with Jay Conner

Real Estate Investing Simplified: Automation, Team Building, and Private Money with Jay Conner

8 snips
Mar 5, 2026
Jay Conner, real estate investor who has flipped 300+ homes and built a seven-figure, largely automated investing business. He discusses small-town investing advantages and creative buying and selling strategies. He explains how private money transformed his model and how automation and a lean team scale deal flow.
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INSIGHT

Small Towns Limit Volume But Offer Less Competition

  • Small markets limit deal volume but reduce competition; Jay averages two to three flips a month at ~$71K profit, making expansion unnecessary for his goals.
  • He emphasizes building a repeatable marketing system to find off-market motivated sellers in smaller towns.
INSIGHT

Trillions In Retirement Cash Power Private Lending

  • There is massive liquidity available in self-directed retirement accounts that can fund real estate; Jay cites growth from $18T pre-COVID to $31T available today.
  • That surge in cash explains why many all-cash offers and private lending opportunities exist despite higher interest rates.
ANECDOTE

How Losing Bank Credit Forced Jay To Raise Private Money

  • Jay lost his bank line of credit in January 2009 and had two deals under contract with $100,000 potential profit between them.
  • He learned about private money and self-directed IRAs, raised $2.15M in 90 days then scaled to $8.5M, letting him never miss a deal again.
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