Friday, November 14, 2025

How to Maximize Your "Return on Hassle"

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How to Maximize Your "Return on Hassle"

Alexander Green, Chief Investment Strategist, The Oxford Club

Alexander Green

Mitchell Baldridge, a well-known certified public accountant and writer, often refers to an important investment concept.

He calls it "return on hassle."

The idea is that the time and energy associated with an investment must be considered as part of the return equation.

Let me give you an example...

Forty-two years ago, I bought a rental property, a duplex in downtown Orlando that was right in the shadow of our ever-expanding hospital.

It seemed a cinch that as the hospital grew, the board would have to buy me out at a tidy profit.

It never happened.

Meanwhile, I dealt with every problem a landlord could imagine.

Vacancies. Termites. Leaks. Maintenance issues. Major appliance failures. Tenants who couldn't pay.

And my all-time favorite: tenants who couldn't pay and wouldn't move out.

I was constantly on the phone or at the property, grappling with problems.

When I finally sold that duplex - at a whopping loss - I could have jumped up and clicked my heels on the way out of the closing room.

It was in a very different context, but Martin Luther King, Jr. said it best.

"Free at last. Free at last. Thank God almighty, I'm free at last."

That was my first experience as a property manager. And my last.

I'm not handy. I don't have a lot of spare time. And I have zero interest in dealing with unhappy tenants in the evenings and weekends.

I don't care what the potential upside is. The "return on hassle" is not for me.

Small business owners will tell you they have their own issues.

That includes disappointing sales, high costs, unexpected expenses, unreliable employees, unhappy customers, theft, wonky technology, untrustworthy suppliers, ferocious competitors, and a mountain of local, state and federal regulations.

And let's not forget the well-known "burden of retail." Either you or someone you trust must be at the shop all the time.

Personally, I don't have the time or patience. The "return on hassle" is not right for me.

(And that's before we even consider the well-known fact that four out of five new businesses fail in the first few years.)

Truth be told, most Americans don't have the time, money, or experience necessary to start and run a successful business themselves.

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With just a modest amount of money, any individual can accumulate a stake in many of the world's greatest companies.

And it's easy. A click of the mouse and you're in. Another click, and you're out. (Compare that to your typical real estate closing.)

And owning a piece of a company is a whole lot simpler than running one.

You don't have to sign personal guarantees, hire or fire employees, grapple with an avalanche of mandates and regulations, pay lawyers and accountants, or even show up for work.

How great is that?

As Warren Buffett famously said, "The stock market is so easy. Why would I try anything else?"

That's a great encapsulation of the "return on hassle" thesis.

However, Buffett is not just a world-beater but a financial genius. Not many investors will enjoy the kind of returns he does.

(Or did. The man is 95 years old and turning the reins at Berkshire Hathaway over to his successor, Greg Abel.)

Of course, many investors opt for index funds. Buffett himself recommends them.

In my investment book The Gone Fishin' Portfolio: Get Wise, Get Wealthy... and Get On with Your Life, I recommended that readers invest in 10 different index funds that represent 10 different asset classes.

All that's needed afterwards is to rebalance the portfolio each year by selling back the asset classes that have appreciated the most and adding the proceeds to the ones that have lagged the most.

The strategy has worked well, delivering outsized returns with an extraordinarily low level of risk.

An investor who put $100,000 into the portfolio at its inception in 2002 has well over $600,000 today.

Over the years, I've received two primary pieces of feedback on this strategy.

The first is "I can't believe sophisticated investing can be made this easy."

The other is "This is still way too complicated for me."

Apparently, a substantial percentage of the public has a tough time calculating fractions.

And that's required when you rebalance each year.

In my new book, The American Dream: Why It's Still Alive... and How to Achieve It, I give that second group of readers - the mathematically challenged - concrete advice about how to make investing as uncomplicated as humanly possible.

In fact, I call it "the world's simplest portfolio."

It's completely liquid, broadly diversified, properly asset allocated, and tax-managed, with an expense ratio of .08%. That's a piddly eighty cents on every $1,000.

This portfolio turns a single decision - buy and hold - into an effective, real-­world investment strategy.

The investment minimum is low: $1,000. And you can add to it in any amount, even as little as a dollar.

Knowledgeable investors agree. No other investment technique offers a superior "return on hassle."

I discuss "the world's simplest portfolio" in detail in my new book.

And I'll discuss its merits further in my next column.

Good investing,

Alex

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