commercial real estate strategy

The Unexpected Overlap

November 21, 20253 min read

How Pharmacy Leadership Prepared Me for Real Estate

When most people think about commercial real estate, they imagine spreadsheets, buildings, and people in blazers talking about cap rates.

When I think about it, I see compliance audits, risk mitigation, operational gaps, performance systems, and the exact same discipline that shaped my career in healthcare.

Strangely enough, the two worlds aren’t as far apart as they seem.

I didn’t enter real estate as a thrill-seeker or a market chaser. I came into it as someone who has spent nearly 30 years making sure things work the way they’re supposed to—because in healthcare, when systems fail, people pay the price.

That type of discipline changes how you see opportunity.

WarrenBuffet

From Healthcare to CRE: A Parallel Path I Never Expected

My career in pharmacy benefits and healthcare operations taught me three things early on:

1. Details are non-negotiable.
Whether managing onsite pharmacies, driving compliance programs, or building departments from blank canvas or an entire division, details decide outcomes. A missed metric in healthcare isn’t a minor oversight—it can be catastrophic.
Real estate, thankfully, is less dramatic… but the principles hold.

2. Systems create stability.
Strong processes don’t happen by accident. They’re built, refined, tested, and reinforced.
Healthcare trained me to build systems that perform under pressure.
Real estate simply gave me a new arena to apply that muscle.

3. Alignment determines success.
In healthcare, bad alignment costs money and momentum. In real estate, it costs returns and reputation. I learned long ago that intentions are not enough. Systems and actions have to match.

In other words: I didn’t switch careers.
I simply applied the same operator mindset to a new asset class.

The Discipline That Translates Perfectly

People often ask why I analyze real estate the way I do—looking at markets like a lab report, evaluating operators like I’m reviewing clinical protocols, and treating performance metrics like patient vitals.

The answer is easy:

Because that’s what kept companies alive.
And now, it’s how I approach managing risk in real estate.

I built my niche division the same way I now evaluate multifamily assets:

  • Strategic design first

  • Clear targets

  • Disciplined execution

  • Continuous analysis

  • Development of the asset

  • Value creation

Healthcare gave me the framework.
Real estate gave me the vehicle.

ParallelPath

What Healthcare Taught Me That Real Estate Reinforced

There’s a belief that investing is glamorous.
But the truth is, sustainable returns come from the unglamorous work:

  • verifying assumptions

  • validating operators

  • reviewing compliance

  • confirming financial discipline

  • managing risk, not ignoring it

  • refusing to be impressed by a good pitch without a good plan

If that sounds more like pharmacy benefit management than real estate…
well, that’s exactly the point.

Both industries reward the consistent operator—
the one who knows where the blind spots are before anyone else sees them.


Why This Matters for What I’m Building Today

I didn’t enter real estate to reinvent who I was.
I entered it because the best parts of who I am already fit this space:

  • the strategist

  • the analytical builder

  • the problem-solver

  • the one who sees the “why” before most people notice the “what”

  • the operator who understands that outcomes are earned, not assumed

For nearly three decades, I helped companies grow, scale, and stabilize.
Now, I apply that same discipline to building something of my own—
one investment at a time.

Real estate didn’t replace my career.
It expanded my purpose.


A Bridge, Not a Pivot

People often ask how I balance a full career in Pharmacy while building a real estate portfolio.
My answer is simple:

It’s not two worlds. It's two passions.
It’s one system, one brain, applied in different places.

Healthcare trained me to think in decades.
Real estate gave me a way to build for generations.

And that journey—bridging the structure of healthcare with the opportunity of real estate—is exactly what led me to my next chapter: understanding what passive investing really means, and why it matters.

That’ll be coming up in my next post.......

This article reflects my personal experience and perspective. It is not intended as investment advice or an offer or solicitation of any investment.

Stevie

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