A simple investing habit most people skip

January tends to do the same thing every year.

Suddenly everyone has a take. Rates are going to fall. Or stay high. Or break something. Real estate is back. Or dead. Or somehow both, depending on who you’re listening to.

When I notice myself getting pulled into that noise, I try to reset around something simpler. Getting into the habit of actually understanding what I’m investing in.

Especially with passive real estate.

Here’s the part that actually matters.

As you review passive real estate deals this year, or any other deal, you don’t need to become the best investor in the room. You don’t need to master every structure or predict how markets will behave.

What does matter is building the habit of paying attention.

GET PAID FOR YOUR CLINICAL OPINION

   MDForLives is a physician-focused research community used by companies building drugs, devices, and care models — not a generic survey farm.

   The surveys are matched to your specialty and experience, so you’re not wading through irrelevant invites.

   It’s an easy way to turn clinical experience into small, incremental income on your own schedule.

* Sponsored Content

Pause & Understand

When certain terms show up, pause. Try to understand what they mean in plain English. Ask what they are optimizing for and what they are giving up in exchange. Speed versus flexibility. Leverage versus margin for error. Alignment versus complexity.

Passive investing, or any type of alternative investing, is not about outsourcing responsibility. It is about being thoughtful about what you are delegating to a partner.

Passive investing is meant to reduce day to day effort, not eliminate responsibility. That means putting in the time upfront.

Once you start reviewing deals through that lens, you will notice the same concepts coming up again and again.

Using passive real estate as an example, here are some terms that should catch your attention and prompt you to dig deeper.

You will often hear about bridge loans or other short term instruments early in a deal. These are loans, often six to thirty six months, used to acquire or reposition a property before long term financing is in place. Bridge loans are typically institutional but temporary. Hard money is usually private, faster, and more expensive. Neither is inherently bad. They can be very useful. But timelines matter more. When execution slips, costs compound faster.

Sometimes those short term loans evolve into hybrid structures. Financing that blends private capital upfront with conventional bank debt later. These are designed to carry a deal from acquisition through stabilization. Again, not wrong. Just more moving parts, which means more reliance on execution.

You may also see deals financed at the portfolio level instead of property by property. That usually means a single loan secured by multiple assets rather than one loan per building. It can improve efficiency and pricing, but it also links outcomes together. A problem in one building does not always stay isolated.

Then there is equity, and this is where things often get misunderstood. Not all capital behaves the same way. Some deals use preferred equity or equity sharing. That changes how returns and downside risk are shared.

Occasionally you may come across ground leases. Long term arrangements where the land is leased, often for decades, and the building sits on top. These show up more in development or institutional deals. They can lower upfront costs, but they create long term obligations that affect cash flow, refinancing options, and exits.

And of course, nearly every deal is described as value add. In theory, that just means improving performance after acquisition. Raising rents, managing expenses, tightening operations. In reality, value add is less about renovations and more about execution. Systems. Teams. Consistency. The unglamorous work that determines outcomes years later. Pay attention to partners who have a demonstrated history of executing on value add plans.

Buried in the fine print, you will find fees, preferred returns, and waterfalls. This is where incentives live. Fees compensate operators regardless of performance. Preferred returns set a minimum return investors receive before operators participate. Waterfalls define how profits are split once certain hurdles are met. These structures matter because they shape behavior long before anything goes wrong.

10,000+ PHYSICIAN CONTRACTS REVIEWED

   I see a lot of physician contracts that look “fine” on the surface but quietly leave money and leverage on the table. Contract Diagnostics has reviewed over 10,000 of them across all 50 states.

   Their edge is compensation context — helping you understand whether an offer actually makes sense for your specialty, workload, and career stage.

   They work with residents, fellows, and attendings, with different review options and flexible payment plans depending on where you are in training or practice.

* Sponsored Content

My Deal Review Habit

The point of going through all the terms above is not to force you to try and learn everything – it is just to show you how much nuance there is that can and should be understood. As a starting point, you can use my 5 questions I go through when looking at a deal.

  1. Where does this deal break if execution slips?
  2. What assumptions have to be right for this to work?
  3. Which risks are permanent vs temporary?
  4. How are incentives aligned when things go slightly wrong?
  5. Would I still be comfortable owning this if liquidity disappeared for 5 years?

If January has you looking at deals again, that’s the lens I’d encourage you to use. Not forecasts. Not headlines. Just getting into the habit of pushing yourself to understand what you're getting into.

Love the blog? We have a bunch of ways for you to customize how you follow us!

Join 20,000+ physicians on a journey to financial freedom.

Join The Prudent Plastic Surgeon Facebook group to interact with like-minded professionals seeking financial well-being

The Prudent Plastic Surgeon

Jordan Frey MD, a plastic surgeon in Buffalo, NY, is one of the fastest-growing physician finance bloggers in the world. See how he went from financially clueless to increasing his net worth by $1M in 1 year  and how you can do the same! Feel free to send Jordan a message at [email protected].

Leave a Reply

Your email address will not be published. Required fields are marked *

Related Posts

February 12, 2026

If You’re W-2 Only, You’re Playing Defense

Adding 1099 income changes the game if you structure it correctly.

February 11, 2026

Net Worth and Wealth Are Different: Does It Matter? (Yes!)

Why a growing number on paper doesn’t always mean financial freedom for physicians

February 9, 2026

Real Estate Is Our Future ATM

A different way physicians can think about cash flow and financial freedom.