Most beginners lose thousands on their first commercial real estate deal — and it happens faster than you think. But here’s the truth: it’s not because they’re inexperienced or reckless. It’s because there are hidden traps in commercial real estate that no one talks about… until it’s too late.

After taking the summer to recharge, Office Hours is back—and we’re diving straight into one of the biggest opportunities in commercial real estate: vacant big box suites.

If you’ve ever driven past a shuttered anchor tenant and wondered what’s next for that space, this episode breaks it down. Tyler walks through the anatomy of a 30,000-square-foot former Big Lots—what to look for, how to evaluate build-out costs, and the smartest ways to reimagine these oversized vacancies.

Most people think real estate is all about luxury condos and chasing the biggest margins. But what if you could build a portfolio that actually makes a difference—while still making a solid return?

In this episode, I sit down with Evan Holladay, founder of Holladay Ventures, who has already developed over $500 million in affordable and workforce housing across the Southeast. His mission? To create 100,000+ units of housing that teachers, nurses, and service workers can actually afford.

Not all commercial properties are created equal — especially for beginners. Your first deal doesn’t have to be flashy to be profitable. What it does need is simplicity, stability, and a path to scale.

Most people think you need hundreds of thousands of dollars to get into commercial real estate.

The truth? You don’t.

In this video, I break down exactly how I got into one of my first commercial buildings in East Nashville with zero cash out of pocket. The property was 40% vacant, losing money, and overlooked by most investors. I stepped in with no capital—just leasing expertise, property management systems, and a plan to add value. Within two years, we stabilized the property to nearly 100% occupancy, more than doubled the building’s value, and I walked away with equity… without writing a single check.

Not all real estate tools are built with investors in mind. That’s why we built our own.

In this episode, I’m pulling back the curtain on the brand-new CRE Central App—our all-in-one platform for commercial real estate education, mastermind coaching, and deal analysis.

Here’s what you’ll find inside:

• Access to our mastermind coaching and courses

• AI-powered deal analysis trained on 50+ live underwriting sessions

• Community, events, and challenges like “30 Deals in 30 Days”

• The roadmap to the first trade school for commercial real estate

If you’ve been piecing together strategies from scattered sources, this episode will show you what’s next: a centralized hub built for commercial real estate investors, by investors.

What happens when flashy design, political ambition, and bad math collide? In 2012, Miami unveiled one of the most futuristic stadiums in Major League Baseball — but behind the glass and concrete sat a deal that saddled taxpayers with billions in long-term debt while the team’s owner walked away with hundreds of millions in profit.

Most investors drive past abandoned buildings and see a mess. I see money. In this video, I’ll show you how to turn boarded-up, forgotten buildings into serious profit — even if you’ve never done a commercial real estate deal before. Over the past few years, I’ve repositioned more than $75 million in neglected and underperforming properties — from a 12,000 sq. ft. abandoned office building in South Nashville, to a 9-story vacant tower in Chattanooga, to a caved-in roof project here in East Nashville that’s already generated $600K in equity before construction even started.

Most investors buy for cash flow first—and that’s exactly why they get stuck. I used a different approach: one active deal, a 1031 exchange, and a smart pivot into passive income. In this video, I break down the exact strategy I used to turn a 1.58-acre land entitlement deal into a self storage facility that pays me $15,000 a month—for life.

Every deal you look at feels overpriced, under contract, or just plain impossible. Sound familiar?

If you’re a new (or even experienced) commercial real estate investor who’s constantly striking out on LoopNet or waiting on brokers to call you back — this video will change how you approach deal flow forever. In this episode, I break down why good CRE deals do exist — you’re just not seeing them… yet. And more importantly, I’ll walk you through a repeatable framework for finding deals before anyone else even knows they exist.

Every deal you look at feels overpriced, under contract, or just plain impossible. Sound familiar?

If you’re a new (or even experienced) commercial real estate investor who’s constantly striking out on LoopNet or waiting on brokers to call you back — this video will change how you approach deal flow forever. In this episode, I break down why good CRE deals do exist — you’re just not seeing them… yet. And more importantly, I’ll walk you through a repeatable framework for finding deals before anyone else even knows they exist.

Too many new investors are skipping the most important step in commercial real estate: defining your Buy Box.

In this episode, I’ll walk you through my Accelerator Buybox Framework—the same system I use with students in my program to bring total clarity to what you should (and shouldn't) be buying. If you're browsing listings, meeting with brokers, or analyzing deals without clear criteria, you're not investing—you're gambling.

In this episode of Lessons Learned, I sit down with Brandon Thornberry—Founder of UrbanGate Capital and a former tour manager turned real estate investor. Brandon shares how he went from house hacking in East Nashville to building a multimillion-dollar portfolio of commercial and multifamily properties. We cover everything from seller financing and creative deal structuring to managing hairy value-add properties and designing a business around your ideal lifestyle. Brandon doesn’t hold back—he shares his biggest mistakes, wildest property management stories (including one with a dead possum), and the framework he uses to de-risk deals with huge upside. Whether you're just getting started or scaling your real estate portfolio, this conversation is packed with real-world insights you won’t find anywhere else.

I’ve got nothing against BiggerPockets. They helped me get started! But they’ve also convinced thousands of investors that residential real estate is the only path to freedom—when in reality, it’s just another job. 👉 Midnight tenant texts 👉 $200/month cash flow (if you're lucky) 👉 “Passive” income that’s anything but Meanwhile, commercial real estate investors are building scalable portfolios, creating real cash flow, and forcing appreciation—without the stress.

In this episode, I’m pulling back the curtain on the shady side of commercial real estate. Bribery, corruption, backdoor deals—it all happens more than you’d think.

I’m sharing stories straight from my own experience and from other brokers and investors who’ve seen it firsthand. Everything from brokers getting offered cash under the table to steer deals, to politicians mysteriously “changing their minds” after a developer cuts a check, to contractors inflating bills mid-project hoping you’ll just pay up to avoid a fight. And yeah—I’m in the middle of a $102,000 roofing debacle myself that’ll make you shake your head.

Everyone knows what the wealthy drive and wear — but few know what they buy to build true wealth: Triple Net (and absolute net) properties.

These “boring” commercial real estate deals quietly deliver predictable, passive cash flow month after month, with tenants like CVS, Dollar General, and 7-Eleven paying not just rent but also taxes, insurance, and maintenance.

No clogged toilets. No late-night calls. Just checks in the mail.

On this episode, Logan Freeman and I sit down with Jake Clark, one of Nashville’s fastest-rising commercial brokers — and a guy whose story is all about grit and getting after it.

Jake shares how he went from getting laid off in private equity to becoming a successful multifamily broker in just 18 months. It’s a wild ride, and one any broker or investor can learn from.

What does it take to go from knocking on doors… to owning a $50 million commercial real estate portfolio? In this episode, I sit down with Jess Read—an agent-turned-investor who walked away from chasing commissions to build true financial freedom through commercial real estate.

Whether you're a high-producing agent or just getting started in real estate, this conversation will show you what’s possible—and what mistakes to avoid—when you stop selling and start owning.

In this episode, I’m taking you inside our latest deal—a 100,000-square-foot flex space property at Friars Crossing in Chattanooga, TN—and sharing why we’ve stopped chasing multifamily altogether.

I’m joined by Dave Codre from Greenleaf out of Atlanta as we break down why flex industrial has become our top target for 2025. From smaller tenant suites that keep vacancy low, to flexible layouts that let us reposition space fast, we’re seeing real advantages over apartments.

In this episode, I break down why multifamily real estate might be the worst place to invest in 2025—and what asset classes are actually delivering results right now. From self-storage to flex space developments to NNN triple net leases, I’ll show you the real deals I’m buying, how we’re operating them, and why they’re outperforming apartments in cash flow, stability, and scalability.