104. Real Estate Portfolio Strategy: Buying Commercial Property

Real Estate Portfolio Strategy: Buying Commercial Property

Are you diversifying your portfolio? Today, we’re talking about building your commercial real estate investment portfolio - why you should be investing in commercial real estate, strategies for approaching the investments, and how to properly scale your business. Commercial real estate is an incredible wealth-builder. These properties can provide you with cash flow, appreciation, tax advantages, and other benefits unlike any other investment vehicle. If you’re looking for the ultimate retirement plan, commercial real estate investments might just be the path for you and are a terrific way to diversify, if nothing else. Here’s how to add commercial property to your portfolio and why you should.

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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 From outdated retail centers to underperforming office buildings, we’ll walk through how to identify opportunities, analyze risk, and structure deals that actually cash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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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About Your Host:

Tyler Cauble, Founder & President of The Cauble Group, is a commercial real estate broker and investor based in East Nashville. He’s the best selling author of Open for Business: The Insider’s Guide to Leasing Commercial Real Estate and has focused his career on serving commercial real estate investors as a board member for the Real Estate Investors of Nashville.