Financial Freedom with Real Estate Investing podcast

MB 477: From House Hack to 350 Units: How to Achieve Financial Freedom in a Tenant Friendly State - With Andrew Freed

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How do you scale to 350 multifamily units in a high-regulation, tenant-friendly market like Massachusetts—starting with a single house hack and a HELOC?

In this episode, Andrew Freed breaks down how he did exactly that. He shares how he transitioned from a high-paying W-2 to full-time real estate investor, why he leaned into a market most investors avoid, and how strategic partnerships and capital raising unlocked serious growth. You’ll learn what actually worked, what didn’t, and how Andrew built a business that now self-manages 250+ units—all without starting rich or flashy.

If you're serious about scaling and want a real-world blueprint from someone who's done it in a tough market, this one's worth your time.

Key Takeaways

Turning a W-2 Into a Real Estate Exit Plan

  • Why Andrew stayed at his W-2 way longer than he needed to
  • The mastermind moment that finally pushed him to quit
  • How he 5X’d his income after going all-in

How to Go from One House Hack to Hundreds of Units

  • The simple playbook he used to scale with zero previous experience
  • Why he ditched the “one duplex a year” plan and went big
  • How small, boring properties (2–30 units) became his superpower

Raising Capital Without Feeling Salesy or Sleazy

  • How Andrew raised over $20M—even as an introvert
  • The mindset shift that made all the difference
  • What NOT to do when asking people to invest

Investing Where No One Else Wants To

  • Why he’s buying in Massachusetts—and crushing it
  • How Section 8 became a secret weapon
  • His strategy for thriving in “landlord-unfriendly” markets

Partnering the Right Way (So You Don’t Get Burned)

  • How to structure roles, control the money, and build trust
  • Why partnerships skyrocketed his growth—and what to watch out for
  • His “video game” approach to business (seriously)

Connect with Andrew

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Resources

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