Commercially Speaking Podcast- Commercial Real Estate Investing That Entertains

Most of us never realize how transformative a simple hobby can become—especially when it unlocks a renewed sense of purpose, presence, and creative joy.

In this episode, Joe Daly, founder of Daily Goods, reveals how discovering artisan leathercraft at 49 turned into a full-blown business and a new way of living. Joe shares the surprising story of starting with a side passion, the exponential growth fueled by word-of-mouth, and...

What is Marine Corps boot camp really like?

In this special episode of Commercially Speaking, Bo Barron sits down with his son, Ben, just nine days after graduating from United States Marine Corps boot camp, to talk about what really happened during those 13 weeks.

From arriving at the famous yellow footprints to the mental and physical challenges of training, Ben shares what surprised him most, the moments he wanted to quit, and how...

Most investors start by asking:

"How much money can I make?"

Bob Fraser thinks that's the wrong question.

In this episode, the co-founder and CFO of Aspen Funds explains why the best investors in the world focus on risk before returns, how billionaire investors build portfolios differently, and why protecting capital matters more than chasing upside.

We dive into:

✅ Why good technology doesn't automatically create good investments

✅ The ...

Most real estate insiders agree: AI is disrupting brokerage faster than anyone expected. But what if the biggest shifts come from the human side? Andie Edmonds, a trailblazer in commercial real estate and the new president of the CCIM Institute, reveals why trusted relationships—and human intuition—will remain the backbone of the industry, even as artificial intelligence transforms how deals get done.In this eye-opening...

Everyone is asking the same question right now:

Is multifamily still a good investment in 2026?

In this episode, we sit down with Reid Bennett, one of the most connected multifamily brokers in the country, to break down what’s actually happening in the market.

And the answer might surprise you.

We cover:

• Why multifamily is still outperforming other asset classes
• The key difference between today and the Great Financial Crisis
• Why...

Most founders don’t hire an executive assistant for one simple reason:

They think it will create more work.

More training.

More managing.

More explaining.

But what if the opposite is true?

In this episode, we bring in Terry Pham to break down the real reason founders stay stuck—and how delegation actually works when it’s done right.

We cover:

• The 5 delegation roadblocks holding founders back
• Why “I don’t ha...

If your business isn’t working… it might not be your hustle.

It might be what you’re missing.

In this episode of Commercially Speaking, we sit down with Tommy Martin of the Tebow Group to break down why even smart, driven entrepreneurs fail—and the framework that finally changed everything.

After 3 failed businesses, Tommy discovered that success isn’t about working harder… it’s about having...

Artificial intelligence can:

• Underwrite• Model• Analyze• Draft• Summarize• Prospect• Automate follow-up

Faster than most brokers.

This isn’t about average producers.

This isn’t about junior analysts.

This is about the brokerage model itself.

If AI removes information asymmetry, compresses labor, and accelerates execution… what’s left?

In this episode, we explore whether brokerage as we know it survives th...

How do you close 2,500+ commercial real estate deals?

In this episode of Commercially Speaking, we sit down with Gary Martinez, CCIM, SIOR, industrial specialist, CI 102 instructor, and one of the most respected brokers in Southern California.

Gary shares:

• How he went from property manager to top 1% broker
• Why specializing changed his income trajectory
• The difference between fighting for business vs fighting for relationships
• The &ld...

What do billion-dollar investors and donors actually care about?

It’s not your pitch deck.

It’s not your financial model.

And it’s definitely not your IRR slide.

In this episode of Commercially Speaking, we sit down with Greg Dugard, COO of Seder Grove Holdings, who previously helped raise over $5 billion during Notre Dame’s historic capital campaign.

Greg breaks down what he learned from raising billions, workin...

If you sell an investment property and want to defer taxes, a 1031 exchange is usually the answer.

But there’s a problem no one likes to talk about:

You only have 45 days to identify a replacement property.

That pressure often leads investors to overpay, settle for deals they don’t love, or rush into more active management when they were actually trying to slow down.

In this episode of Commercially Speaking, we sit down wit...

You built the business.

The money showed up.

And suddenly you’re asking the questions no one warned you about:

Where do I put this money?

How do I make sure it actually lasts?

In this episode of Commercially Speaking, we sit down with Garrett Gatton, founder of Reinvest Capital, to talk about what comes after success.

Garrett works with business owners who’ve already “won” and are now trying to steward capital wis...

Why do modern neighborhoods feel disconnected, car-dependent, and soulless?

In this episode of Commercially Speaking, we sit down with Austin Tunnell, founder of Building Culture, to talk about real estate development, walkable communities, architecture, and how the built environment shapes human behavior.

Austin shares his journey from Big 4 accounting at KPMG to quitting everything, traveling Europe, joining the Peace Corps, learni...

Happy Thanksgiving to all! We are so thankful for every one of you for giving us your eyes and ears for 124 episodes! We will be back in January with bigger guests, wider topics and the same brotherly chemistry.

Bo and Timmy relive the last couple months starting with last weekend’s annual chainsaw weekend. The Barron boys join their dad at the cabin to prepare wood for the winter.

Timmy talks about what it was like to emcee th...

If you want to understand data centers, the power grid crisis, and the real estate race behind the future of AI — this is the episode.

Today on Commercially Speaking, we sit down with Simon Enwia, CCIM — a multi-state broker, tech-driven developer, and one of the few people specializing in data center development sites. And what he reveals is wild:

Here’s what you’ll learn in this episode:

• Why data center v...

She built a coaching company, wrote a book in four days, and raises seven kids—Mary Katherine Wathen is redefining what it means to lead a meaningful, integrated life. In this live studio episode, she joins Bo and Timmy to talk executive coaching, identity, leadership burnout, humility at the top, and how to live authentically at work, at home, and everywhere in between.

💥 Whether you're a burned-out broker or a high-achievin...

In this bonus episode of Commercially Speaking, Bo and Timmy welcome Luke Morris, co-founder of Crexi and Capitalize. They discuss Luke's journey in commercial real estate, the evolution of Crexi, and the launch of Capitalize, a platform designed to streamline commercial real estate financing using AI. The conversation delves into the challenges faced by brokers and lenders, the importance of data in the industry, and the future pr...

Can your retirement account buy real estate? Startups? Alpaca farms?! Yes. And in this episode, Dana Udumulla from Madison Trust breaks down how self-directed IRAs actually work, what they can (and can’t) invest in, and why more commercial real estate investors should be using them to raise capital.

Whether you're an accredited investor or a confused podcast co-host (cough Timmy), this conversation is packed with practical tak...

Chuck Welden doesn’t just talk real estate — he lives it.

He’s a landlord, developer, and manager who still picks up trash on his own properties. In this episode, Chuck brings the heat (and the humor), breaking down:

🔹 The dangerous illusion of scale

🔹 What “boots on the ground” really looks like

🔹 Why managing properties makes you a better developer

🔹 The mindset most brokers will never get

🔹 Why being...