Commercial Real Estate Innovation and Technology with David Stoller
David Stoller is a smart cities and buildings professional with over a decade of experience. With a focus on strategy and business development, he has spent most of his career in the technology, process optimization, and energy spaces. His background includes being an internal strategy consultant for a multinational market leader in the mobility industry, leadership in in an IoT & Ambient computing startups, and as a digital transformation strategist for a global automation conglomerate. Originally from San Francisco, he currently resides in Nashville with his wife and two children and is the Director of Business Development for Brainbox AI, an Artificial Intelligence for Cities and Buildings company. He also serves as the co-chairman of the Innovation Action Council for the Urban Land Institute of Nashville.
In this episode, Tyler breaks down why commercial real estate listings that have been sitting on the market for a year or longer can sometimes create overlooked opportunities. Using real listings, he shows how to diagnose why a property isn’t selling, separate fixable problems from true deal killers, and use days on market, seller basis, financing, comps, and carrying costs to strengthen your negotiations.
One of the most common misconceptions in commercial real estate investing is that an 8% cap rate automatically translates into an 8% return. It doesn’t.
An 8% cap rate is simply a snapshot of a property’s income relative to its purchase price. Your actual return can look dramatically different once you factor in financing, closing costs, capital expenditures, reserves, and the accuracy of the property’s reported NOI.
How to find off-market commercial real estate deals without a platform, a broker network, or a big budget. The four edges that still work now that everyone has the same data, including the direct mail letter that turned a $435,000 building into a $650,000 appraisal in 45 days.
There has never been more data in commercial real estate. More platforms, more deal alerts, more AI underwriting tools. And it has never been harder to find a deal that actually pencils.
That isn’t a cycle. That’s cause and effect. When a listing hits Crexi, the same alert lands in hundreds of inboxes at the same second, and every one of those investors runs the same underwriting on the same pro forma against the same comp set.
One of the easiest ways I see investors underestimate a deal is the buildout. In this episode, I’m taking a real 6,000 SF retail property and showing you how I estimate buildout costs using the CRE Central Cost Estimator — then take those numbers directly into the Deal Analyzer to see what happens to my returns. There’s a 1,500 SF vacant suite in this deal.
Your commercial real estate loan matures in 18 months. Now what?
Unlike a residential mortgage, most commercial loans don’t give me 30 years to pay them off. I’m typically working with a five-year term, which means at some point I have to refinance, sell, recapitalize, or figure out another way to handle that remaining balance.
And I’m actually going through this process on one of my own deals right now.
Everybody in commercial real estate is fighting over the same apartment buildings at 5 caps. Frank Rolfe went the other direction and built one of the largest mobile home park portfolios in the country out of the one asset class most investors won't touch.
Everybody in commercial real estate is fighting over the same apartment buildings at 5 caps. Frank Rolfe went the other direction and built one of the largest mobile home park portfolios in the country out of the one asset class most investors won't touch. The mechanics are nothing like apartments. You own the land, the tenant owns the home, and moving that home costs more than the home is worth, so almost nobody leaves. Average tenancy in a park is 14 years. That one detail is why investors love this asset class, and it's exactly what critics point at. We get into both sides, including the Waffle House quote that landed Frank on John Oliver.
The seller’s numbers are only the starting point. In this Office Hours, I'll break down how to pressure-test a commercial real estate deal, spot missing expenses, and uncover what a property is actually worth.
We’ll cover management, reserves, vacancy, and the underwriting mistakes that can make an average deal look like a great one. Three missing line items can change the price by six figures. If you’re buying or underwriting commercial real estate, this is one you don’t want to miss.
Retail vacancy just hit 4.4% (almost as low as industrial) and nobody's built meaningful supply since 2008.
So why does everyone still believe Amazon killed retail? James Cook, who runs retail research for the Americas at JLL, brings the actual data: the barbell economy hollowing out the middle, the tenants that should scare you on a rent roll (and the ones that should make you pay more), Chick-fil-A's site-selection playbook, and the one number that tells us in 12 months who was right.
Six months ago my team started testing a piece of software inside the Accelerator Mastermind to kill the spreadsheet for good. This week I turned the cameras on and ran it live, on air, to find and underwrite a real commercial deal for under $250,000.
Thirteen years ago I was leasing space for a landlord who paid me almost nothing.
This week there are a hundred thousand of you in here. So instead of another deal breakdown, I'm compressing everything those thirteen years taught me into five lessons, one from each hat I've worn: broker, property manager, investor and developer. Real deals behind every lesson.

