Is Now the Right Time to Reenter Multifamily Real Estate? What Dave Seymour Wants You to Know

Over the past few years, multifamily real estate investing has taken a serious hit. Rising interest rates, unrealistic underwriting, and market hype led to a lot of deals falling apart and a lot of investors left scratching their heads.

So the big question is: Is now finally the time to get back in? Or is the pain not over yet?

I had the chance to sit down with someone who knows this market better than most Dave Seymour, star of Flipping Boston, longtime real estate investor, and founder of Freedom Venture and Legacy Alliance Club.

We talked through what’s happening in multifamily right now, how we got here, and most importantly where the smart money is moving next.

If you’ve been on the fence, this post will give you the perspective you need to make confident investing decisions.

The Commercial Real Estate Crunch: What’s Really Happening?

Dave and I didn’t sugarcoat anything. The multifamily sector got kicked in the teeth. Why? Let’s break it down:

• $3 trillion in commercial loans are coming due and many were written during an ultra-low interest rate environment.

• When rates spiked, many operators found themselves unable to refinance or sell, destroying their projections.

• A lot of these deals were syndicated by people who had never weathered a market cycle. They were syndicators—not operators.

• Pro formas were full of ridiculous assumptions like 7–10% annual rent growth… for 10 years straight. No basis. No accountability.

What Dave calls this behavior is “theft.” And honestly, I don’t disagree. Too many people made big promises, and when reality hit, passive investors got burned.

So… Is It Too Late or Too Early?

Here’s the good news: the worst of the storm may be behind us or at least starting to clear.

But timing the bottom? That’s a fool’s game. As Dave said, “The bottom is always determined in hindsight.”

Instead of asking, “Is this the bottom?” you should be asking:

• “Am I aligned with experienced operators who’ve been through cycles before?”

• “Do I understand the fundamentals of the markets I’m investing in?”

• “Do the numbers actually make sense?”

That’s where your real power is not in predicting the future, but in preparing for it.

Why Multifamily Still Matters If You’re Smart About It

Despite the setbacks, Dave is still bullish on multifamily and so am I. But only under the right conditions.

Dave focuses on underwriting deals to a 2x equity multiple over five years. Not pie-in-the-sky 4x or 5x promises. Just conservative, repeatable, long-term growth.

And while others chase sexy investments like crypto or ride the stock market rollercoaster, he’s looking for distressed multifamily assets with good fundamentals, especially in secondary or tertiary markets where money is starting to move.

Here’s what Dave emphasized:

“Multifamily is the Clydesdale of investing it’s slow, steady, and boring. But boring is beautiful.”

It’s not about flash. It’s about results.

How Passive Investors Can Win Right Now

The window is opening but only for those who are prepared.

Dave and his team are doing something unique through the Legacy Alliance Club. They’re training up passive investors to go beyond just funding deals to actually become partners in the GP structure. If you want to do your own deals but lack confidence or access to capital, this kind of mentorship could be a game-changer.

But even if you stay passive, you need to vet operators deeply. Understand the deal. Scrutinize the assumptions. Know the business plan.

Because like Dave says:

“There are people who make things happen, people who watch things happen, and people who say, ‘What happened?’ Be the first one.”

The Ripple Effect: What Really Matters

Toward the end of our conversation, I asked Dave the same question I ask every guest:

What’s the ripple effect you’re trying to create?

His answer hit home.

It’s about shifting people out of blind faith in broken systems—Wall Street, pensions, mainstream financial advice and into financial literacy and empowerment. It’s about building a new generation of educated investors who create change not just for themselves, but for their families and communities.

That’s what Money Ripples is all about.

Ready to Take the Next Step?

If you’re tired of being left out of the real conversations and you’re looking for real financial freedom this is your moment.

Don’t just read this and move on. Take one step today whether it’s reaching out to a new connection, digging into an investment opportunity, or getting clear on your own strategy.

Let’s create that ripple effect together.