Financial Freedom with Real Estate Investing

MB492: Raising $50M in 2 Years: Capital Raising Blueprint - With Jeremy Dyer

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Oct 6, 2025

In this discussion, Jeremy Dyer, VP of Capital Formation at Rise48 and seasoned investor, shares how he raised $50M in just two years. He emphasizes the significance of trust and personal connections over flashy presentations. Jeremy recounts his transition from tech sales to passive investing and how this background shaped his approach. He offers insights on recognizing market opportunities, nurturing investor relationships, and why genuine engagement trumps conventional methods in capital raising. A fascinating look at the human side of finance!

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ANECDOTE

From Flips To Passive LPs

Jeremy began in 2012 fixing and flipping houses before moving passive in 2015 due to family bandwidth constraints.
He invested personally in a dozen sponsors and learned by experiencing wins and complete losses, which built investor empathy.

INSIGHT

Three Buckets Of Real Estate Risk

Real estate risk compresses into three buckets: operations, execution, and market risk.
Operators can control operations and execution but must transparently mitigate market risk to earn investor trust.

ADVICE

Buy Distressed Assets At A Discount

Target distressed sellers to buy assets at 30–40% below peak pricing when possible.
Watch transaction volume and supply/absorption trends to time market bottoms and exits.

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Most people raising capital are doing it completely wrong. They focus on flashy decks, mass emails, and trying to “look big”—but investors can smell the inauthenticity from a mile away.

Jeremy Dyer took a different approach. He raised $50M in under 2 years by leading with trust, transparency, and one-on-one conversations—all while holding down a full-time tech sales job and raising four kids.

In this episode, Michael Blank uncovers the real strategies behind Jeremy’s rise from passive investor to powerhouse capital raiser. You’ll learn how he built a loyal investor base, scaled legally with fund-to-fund models, and is now buying deals at massive discounts while others sit on the sidelines. If you think capital raising is about money—it’s not. It’s about people.

Head over to https://thefreedompodcast.com/500 to submit for a chance to win free merch and be highlighted in episode 500!!!

Key Takeaways

Why LP Experience Makes You a Better Syndicator

Jeremy invested in over 40 syndications before ever raising a dollar.
Seeing wins and losses helped him understand what real investors care about.
He built empathy—and that changed everything.

Capital Raising is Human, Not Corporate

His $50M didn’t come from ads—it came from deep personal conversations.
Jeremy rebranded himself organically, one investor at a time.
Sales background helped, but being authentic mattered more.

How to Stand Out in a Sea of Noise

He personally checks in with 20 investors every week.
Following up on personal details (like a kid’s birthday) beats “just checking in” emails.
Raising capital is about trust—not timing.

The Right Way to Raise Capital for Others

Jeremy uses fund-to-fund structures to stay compliant.
He partners with operators without muddying incentives.
Leveraging someone else’s backend frees him to focus on investors.

Why Now Is a Massive Buying Opportunity

Jeremy’s acquiring deals at 30–40% below peak pricing.
Distressed sellers and rising absorption = market bottom approaching.
He’s not scared—he’s scaling.

For full episode show notes visit: https://themichaelblank.com/podcasts/session492/

MB492: Raising $50M in 2 Years: Capital Raising Blueprint - With Jeremy Dyer

From Flips To Passive LPs

Three Buckets Of Real Estate Risk

Buy Distressed Assets At A Discount

Key Takeaways

Connect with Jeremy

Connect with Michael

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