
The Phone Call That Changed My Portfolio Strategy
March 24, 2026
|By Tanner Sherman, Managing Broker
I got a call last year from an investor I'll call Dave. Twenty-two units across three properties. Cash flowing. No vacancies. By most measures, the guy was winning.
He wanted to talk about buying more. He had equity, he had appetite, and he had his eye on an 8-unit that had just hit the market. He called me because he wanted a broker's opinion on whether the deal made sense.
So I asked him a simple question. "What's your average NOI per unit right now?"
Silence.
Not the kind of silence where someone is doing math in their head. The kind where they realize they don't have the number. He didn't know. Not even a ballpark.
The Conversation That Reframed Everything
We kept talking. I wasn't trying to make the guy feel bad. But I started asking the questions I'd ask about any portfolio, and the answers kept coming back the same way.
"When's the last time you ran rent comps on your units?"
"Probably... a year ago? Maybe longer."
"Who shops your insurance annually?"
"Nobody. I've been with the same carrier since I bought the first building."
"What's your plan for each property over the next three years? Hold, sell, refinance, improve?"
"I mean, I'm holding everything. That's the plan."
That's not a plan. That's a default. And the difference between the two costs real money.
We pulled his insurance declarations that week. He was overpaying by roughly $4,000 a year. Not because his carrier was bad. Because nobody had shopped it in five years and his portfolio had changed. His rent rolls were soft too. Not terrible, but $60-90 per unit below market on almost every lease. That's north of $15,000 a year he was leaving on the table across 22 doors.
He didn't have a deferred maintenance plan. No capital reserve strategy. No refinance modeling even though rates had shifted since he locked in. No one was looking at any of it.
He Wasn't a Bad Investor
Let me be clear about something. Dave wasn't doing anything wrong. He'd done the hardest part. He found the deals, underwrote them, closed them, financed them. Buying 22 units is something most people will never do. That takes guts, capital, and conviction.
But he was leaving the returns on the table. Not because he was lazy. Because nobody was quarterbacking the portfolio.
He had a property manager. A good one. Rent got collected. Maintenance got handled. Tenants got screened. The buildings ran fine. But running a building and optimizing an investment are two completely different disciplines. His PM was doing exactly what PMs do. Nobody was doing the rest.
Dave was big enough that the gaps mattered. Small enough that he was still doing it alone.
The Guy in the Middle
This conversation stuck with me because Dave isn't unusual. He's the rule, not the exception.
There's a whole category of real estate investor that nobody is really serving well. Not the first-time buyer picking up a duplex with an FHA loan. That person has YouTube and BiggerPockets and a thousand free resources. Not the institutional fund with a team of analysts and a $200 million balance sheet. They're covered.
The guy in the middle, the investor with 10 to 75 units, is the one who falls through the cracks. Big enough that mismanagement costs real dollars. Small enough that they can't justify a full-time asset manager, a dedicated analyst, or an in-house acquisitions team.
So they do what Dave did. They manage by feel. They hold everything because selling feels like quitting. They renew leases with modest bumps because it's easy. They never shop insurance because who has time. They skip the rent comp analysis because the buildings are cash flowing and cash flowing feels like winning.
It's winning. But it could be winning by a lot more.
The Next $50K Isn't a New Deal
Here's the realization that changed how I think about this business.
Most investors I talk to don't need more properties. They need more strategy on the properties they already own.
The next $50,000 in your portfolio probably isn't a new acquisition. It's optimizing what you've got. It's the rent adjustments you haven't made. The insurance you haven't shopped. The refinance you haven't modeled. The capital plan you haven't built. The disposition analysis you haven't run on that one property that's been dragging your portfolio average down for three years.
That's real money. Not theoretical. Not "if the market does this." It's money sitting in your portfolio right now, waiting for someone to go find it.
Dave and I spent about four hours going through his numbers. Just me, him, and a spreadsheet. By the end, we'd identified over $22,000 in annual upside without buying a single new unit. Rent adjustments, insurance savings, one utility billing correction, and a refinance that would free up capital and lower his monthly debt service.
Twenty-two thousand dollars. Four hours. No new debt. No new risk. Just someone looking at the numbers with fresh eyes and a plan.
Why I Built Top Tier Around This
That phone call crystallized something Nicole and I had been circling for a while. There's a gap in the market, and it's not a product gap. It's an infrastructure gap.
Most investors have to cobble together their own team. A PM here, a broker there, maybe a CPA who "does real estate" but really does tax prep. Nobody is connecting the dots across the portfolio. Nobody is asking, "Given everything you own, everything you owe, and everything you want to build, what's the smartest move right now?"
That's what Top Tier is. One firm that handles the strategic layer (asset management), the operational layer (property management), and the growth layer (brokerage). All under one roof. All talking to each other. All pointed at the same goal: making your portfolio perform at its ceiling, not its floor.
I lead the asset management and brokerage side. Nicole leads operations as Director of Operations, overseeing our property management teams. We built it this way on purpose because the strategic function and the operational function need to work together but they require different skill sets and different perspectives. Blending them into one role doesn't work. I've seen it. I've tried it.
Why This Is Personal
I'll be honest about something. I didn't build this firm because I'm passionate about real estate. That's the kind of thing people say in bios and it doesn't mean anything.
We built it because we have seven kids and I watched myself trade years of their childhood for a paycheck that didn't compound. I spent almost a decade in the Army. Got my degree in Real Estate Construction and Portfolio Development. Got my broker's license. Did the work. And still found myself in seasons where the math didn't make sense for my family.
What I know now is that real estate is the vehicle, but infrastructure is the engine. I've seen too many investors do the hard thing, put their capital at risk, buy the properties, take the leap, and then leave five or six figures on the table because nobody was managing the investment with the same intensity they used to acquire it.
That bothers me. Not in an abstract way. In a "I'm going to build the thing that fixes this" way.
I want to build something that outlasts me. Something my kids inherit that isn't just properties, but the systems and relationships and strategic discipline that make those properties perform. And I want to do it for every investor who's stuck in that middle space, doing it alone, knowing something is off, but not sure what.
If This Sounds Like You
If you read Dave's story and saw yourself in it, I want to hear from you. Not to sell you something. Not to pitch you on a package. I want to understand where you're at, what your portfolio looks like, and whether there's value we can add.
Maybe there's. Maybe there isn't. But if you own 10 or more units and nobody is actively managing the strategy on your portfolio, it's worth a conversation.
That's it. No catch. Just a straightforward conversation about your numbers.
We talk about this every week on the Freedom Fighter Podcast. Listen on Spotify, Apple, or YouTube. Or reach out at Tanner@TopTierInvestmentFirm.com.
Tanner Sherman is the Principal and Managing Broker of Top Tier Investment Firm in Omaha, Nebraska. He co-hosts the Freedom Fighter Podcast with Ryan of Avara Investments.
Related Reading
What a Family Office Does for Real Estate Investors (And Why You Need One Under 50 Units)
5 Questions to Ask Before You Hire a Property Management Company
Why Your Property Manager Isn't Managing Your Asset
Deferred Maintenance Is Deferred Expense, Not Deferred Savings
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