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

https://freedommanagement.net/ 

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Resources

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For full episode show notes visit: https://themichaelblank.com/podcasts/session477/