352. 2026 Trends, Trump's Ballroom, 50-Year Mortgage, and More | The Deal Desk

352. 2026 Trends, Trump's Ballroom, 50-Year Mortgage, and More  | The Deal Desk

Heading into 2026, a lot of investors are still playing the same game they played in 2021: chasing whatever looks hot, reacting to headlines, and hoping the next deal fixes the last one. But markets don’t reward hustle forever. They reward positioning. If you’ve got real exposure in CRE—whether that’s a solid portfolio, meaningful liquidity, or even just a few good assets—you’re already at the point where strategy matters more than speed. The problem is most people hit that level and keep operating without a blueprint. That’s how returns get built… and quietly leak.

350. Let's Talk Flex Space | Office Hours

350.  Let's Talk Flex Space | Office Hours

Flex space is heating up while most investors are still looking the other way. Headlines talk about industrial slowing, but small bay units between 2,000 and 6,000 square feet are leasing faster than they hit the market. Even older buildings in average locations are getting multiple offers. Years of underbuilding and redevelopment wiped out supply, yet the businesses that rely on these spaces never disappeared. Demand stayed strong. Inventory didn’t.

349. How this Real Estate Developer Raised $1M from ONE Email

349.  How this Real Estate Developer Raised $1M from ONE Email

What if I told you one of my friends raised $1,000,000 in just 24 hours—for his first solo real estate deal?

No private equity.
No institutional backing.
No track record raising capital alone.

Just one email… backed by years of invisible work.

348. Commercial Real Estate Outlook 2026 | Office Hours

348. Commercial Real Estate Outlook 2026 | Office Hours

The headlines say “commercial real estate is cooling”—but the data tells a different story. According to Deloitte’s 2026 Outlook, most investors still expect to increase their CRE exposure over the next 12–18 months. Why? Because in uncertain times, hard assets win.

347. How to Build Wealth Without Leaving Your Neighborhood

347. How to Build Wealth Without Leaving Your Neighborhood

In this episode, Tyler interviews Nathan Weinberg, a Nashville-based real estate developer who got his start during the 2008–2009 recession - broke, unknown, and armed only with hustle and conviction. While others fled the industry, Nathan leaned in, picking up the phone faster than seasoned agents and betting on East Nashville before anyone else saw the opportunity.

346. What Do You Do When A Property Just Won't Sell? | Office Hours

346. What Do You Do When A Property Just Won't Sell? | Office Hours

This week, we tackled one of the toughest questions in commercial real estate — what do you do when a property just refuses to move? From a restaurant listing in Miami that’s been stuck on the market for nearly a decade to strategies for repositioning, remarketing, and even rethinking your buyer pool, we covered it all.

345. Commercial Real Estate Isn’t Just for Millionaires

345. Commercial Real Estate Isn’t Just for Millionaires

Commercial real estate isn’t just for millionaires — it’s for anyone who learns how to structure a deal the right way. In this video, I’ll show you proof. You’ll see how my business partner Jacob and I bought a failing self-storage facility in Nashville without millions in the bank — and turned it around in just 90 days. This wasn’t some big private-equity play or luxury development. It was a small, broken deal that became a massive opportunity because we knew how to stack capital, build partnerships, and fix operations instead of overbuilding. If you’ve ever thought you need to be rich to get into commercial real estate, this video will change your mind.

344. Navigating Real Estate Partnerships | Office Hours

344.  Navigating Real Estate Partnerships  | Office Hours

Partnerships can be the fastest way to scale your commercial real estate portfolio — or the fastest way to blow it up.

In this episode, we dive deep into how to structure real estate partnerships the right way so you protect your capital, avoid deadlocks, and set yourself up for long-term success. I’ll share real-world examples from my own deals, lessons learned from past mistakes, and how to keep your business relationships from turning into lawsuits.

343. Let's Review a Couple Value-Add Commercial Deals | Office Hours

343.   Let's Review a Couple Value-Add Commercial Deals | Office Hours

Value-add commercial real estate is where true wealth is built — but only if you know how to underwrite it correctly.

In this episode, I review real-world commercial deals sent in by investors and break down how to evaluate them, uncover hidden upside, and avoid expensive mistakes. From outdated retail centers to underperforming office buildings, we’ll walk through how to identify opportunities, analyze risk, and structure deals that actually cash flow.

342. The 3 Most Dangerous Mistakes in Commercial Real Estate

342. The 3 Most Dangerous Mistakes in Commercial Real Estate

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.

341. How Do You Handle Vacant Big Box Suites? | Office Hours

341.  How Do You Handle Vacant Big Box Suites? | Office Hours

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.

340. This 34-Year Old Built $500M of Real Estate - Here's How

340.  This 34-Year Old Built $500M of Real Estate - Here's How

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.

339. Best Commercial Properties for First-Time Investors

339. Best Commercial Properties for First-Time Investors

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.

338. The Secret to Buying Commercial Real Estate WITHOUT Cash

338. The Secret to Buying Commercial Real Estate WITHOUT Cash

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.

337. We Launched an App for Commercial Real Estate Investors! (Office Hours)

337. We Launched an App for Commercial Real Estate Investors! (Office Hours)

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.

336. The WORST Stadium Deal in U.S. HISTORY (And What Investors Can Learn)

336.   The WORST Stadium Deal in U.S. HISTORY (And What Investors Can Learn)

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.

335. Turning ABANDONED Buildings into GOLD (No Experience Needed)

335.  Turning ABANDONED Buildings into GOLD (No Experience Needed)

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.

334. This Real Estate Strategy Pays Me $15,000 per Month

334. This Real Estate Strategy Pays Me $15,000 per Month

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.

333. What Are GOOD Returns for New Development?

333.    What Are GOOD Returns for New Development?

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.

332. The Real Reason You're Not Finding Good CRE Deals

332.  The Real Reason You're Not Finding Good CRE Deals

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.