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The Sunday Best 05/18/2025

PoF: Sunday Best

The Optimization Trap: When Dollars Don’t Equal Happiness

We obsess over optimizing our finances—maximizing returns, minimizing expenses, plotting the perfect retirement date. But what if we’re optimizing for the wrong things?

The Hidden Cost of Financial Decisions

In a 2021 survey of Americans who had recently moved, about 1/3 reported some regret over the decision, with the most common regret being leaving friends and family.
How many physicians have taken high-paying jobs in new locations only to find themselves deeply unhappy without their support networks, friends, and family? The extra income looks impressive on paper, but spreadsheets don’t bring chicken soup when you’re sick or remember your birthday.

The Geographic Arbitrage Myth

“Move to Rural Nowheresville! Housing costs 70% less! Retire a decade early!”

Sounds perfect until Friday night arrives and everyone you love is hundreds of miles away. How many people have sold their homes to save money but realize that without their friends and families they don’t feel at home?

I’ve watched colleagues chase lucrative positions across the country only to return years later, financially richer but emotionally depleted. I moved to Arizona from Florida after I sold my hospitalist group. Arizona seemed a better place to live on paper. Despite the impressive compensation package, I did not feel connected to the community, and we had no family there to ground us. We moved back to Florida and saw a marked improvement in our quality of life. I reconnected with my friends here, and we continue to reap those rewards daily—rewards no spreadsheet can quantify.

The Proximity Premium

Here’s my radical financial advice: Proximity to people you love is worth more than any job will ever pay you.

That “inefficient” decision to live near family means:

  • Free childcare from grandparents (if they are willing)
  • Friends who understand the unique stresses of medicine and offer perspectives no therapist can bill for
  • A support network when life inevitably throws curveballs

These are assets no financial planner includes in their calculations.

Redefining Optimization

I’m not suggesting abandoning financial prudence. Rather, consider social capital alongside financial capital. Sometimes the “suboptimal” financial choice yields the highest returns in overall life satisfaction.

Your financial calculator can’t compute the value of a friend who shows up unannounced with coffee after your night shift. Your retirement projections don’t account for the peace of mind when your sister lives close enough to check on your aging parents. The wealthiest physician I know isn’t the one with the biggest portfolio—it’s the one whose retirement party had standing room only. When plotting your financial future, remember: The best investment strategy might just be buying the house down the street from the people who make your life worth living.

After all, what’s the point of being the richest doctor in a town where nobody knows your name?

Jorge Sanchez, MD
Naples, Florida

The Sunday Best 05/18/2025

Data from the Current Population Survey – which has asked about remote work since October 2022 – suggests that remote work isn’t going anywhere. If anything, remote work has become more common over the last several years among workers approaching retirement:

Even though the stock market is not a perfect indicator of “the economy”, it’s close enough to be useful. Stocks are forward-looking and provide an early signal of problems likely to occur. Thus, it’s a good thing that Americans are increasingly invested in the market. 

Roughly 70% of workers in the 2025 survey said they were at least somewhat confident that their funds would last through their retirement years. But the same forces that have fueled retirement confidence have the potential to work against new retirees in the years ahead.

Will the tariff strategy succeed in returning good blue-collar jobs to manufacturing workers in deindustrialized regions of the country? We will know the answer in time. But while we wait, we can point to at least three obstacles the administration will confront.

The great thing about a balanced portfolio is that you can take distributions from the fixed income side of the ledger if you need to spend down some of your investments. That way, you’re not selling stocks while they’re down.

When markets get bumpy or traditional portfolios start to feel a little “same old, same old,” it’s natural to wonder what else is out there. That curiosity often leads to a buzzy but often misunderstood corner of the investment world known as alternative investments.

Friction has become a defining feature across the economy, with huge consequences for everything from education to infrastructure. And it’s created three distinct worlds that operate by entirely different rules.

It’s only in the crushing silences of boredom—without all that black-mirror dopamine — that you can access your deepest creative wells. And for so many people these days, they’ve never so much as attempted to dip in a ladle, let alone dive down into those uncomfortable waters made accessible through boredom.

Have you ever wondered how technological advancements, like the birth of the iPhone, impacted the entertainment industry, particularly retro 90s movies that made the internet seem like a magical place?

You can shoot an indie film on your iPhone, but movies don’t feel nearly as interesting or as vital an art form as they did when you were younger. A decent amount of good music is coming out, but a lot of the best stuff feels like a refinement of what came before. Is American pop culture stagnating?

In case you missed it:

The Unretired: Why Some Doctors Come Back (and What It Costs Them)

Budget Vacations Are a Lie: Memories Per Dollar 

PSLF For Doctors: Is It Still Worth It?

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