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The Propeller – Goodyear, Debt, and Extra Underwear! – 7-13-2025

Life: The Man Who Changed the World with Rubber… and Died with Nothing

Charles Goodyear - inventor of vulcanized rubber, 1844 | Celebridades ...


In 1830, a man from Connecticut sat in prison, not for a crime, but for debt. His name was Charles Goodyear, and while the world called him a failure, he called himself a dreamer.

Goodyear had become obsessed with something most people ignored: natural rubber. It was a strange material, sticky in summer, brittle in winter, and completely unreliable for industrial use. But he believed it could be transformed.

Even behind bars, he refused to give up. He set up a tiny workshop using scraps and borrowed tools. In 1839, after years of trial and error, he accidentally heated rubber mixed with sulfur and made a discovery that changed everything: vulcanized rubber. It was strong, elastic, weather-resistant, and durable. For the first time, rubber could be used safely in everyday life.

He patented the process in 1844, hoping for a breakthrough. But instead of wealth, he faced legal battles, copycats, and financial ruin. He lost everything, again and again. His wife Clarissa passed away. His children grew up in hardship. And still… he kept working.

Charles Goodyear died in 1860, sick and penniless, in a hotel room in New York City. The world barely noticed. He had changed history, yet received no fame or fortune during his lifetime.

Decades later, in 1898, entrepreneur Frank Seiberling founded a tire company and named it Goodyear, to honor the man who gave the world rubber that worked. Charles never saw it, never profited from it, but his legacy rolls on.

Every car, every tire, every road trip… carries the mark of a man who never stopped believing.

Sometimes, the seeds we plant grow long after we’re gone.

Finance: Invest or Pay Down Debt?

I often receive messages like “Should I invest or pay off my debt?”

It’s literally impossible to answer such questions without knowing interest rates, liquidity, your stage in life, age, net worth, loan product, and risk appetite, but there is a general framework we can follow.

Debt vs Investing

You’ve probably heard something along the lines of “Just compare the interest rate on your debt with investment returns, and put the money toward the option with the highest percentage!”

In theory, that absolutely makes sense for many clear-cut cases, but we also have to examine other non-financial and risk-adjusted factors too.

Clear cut cases

Jonathan is 25 and makes $60,000/year. He has an employer 401(k) match of 3% that he isn’t using, and a credit card debt of $10,000 at a 20% APR. After expenses, he has $500/month to put toward investments or credit card debt. What should he do?

The obvious answer is to:

  • Invest 3% in a 401(k) to receive the 3% match (Free money!). This will be ~$150/month invested.
  • Put the rest ($350 if he chooses the Roth option) toward paying off his credit cards fast.

So, investing up to the match first and paying off your credit cards quickly is an easy choice.

The second clear cut case: I believe any debt below 4% shouldn’t be paid off early. With inflation and opportunity cost, I just don’t think it’s worth it.

More trickier situations (4-8% range)

Let’s now say Jonathan is making $60,000/year. He has an employer 401(k) match of 3% that he is taking. He also has a 5% student loan of $10,000. After expenses, he has $500/month to put toward investments or student loans. What should he do?

What does the research say?

Researchers conducted a set of experiments in “The Opportunity Cost of Debt Aversion” asking participants to manage accounts with different interest rates and balances. Each person was also randomly assigned a specific amount of debt. The goal was to see how debt impacts financial decision-making, specifically whether people would choose to pay off debt or invest in accounts with higher returns.

The results were clear – many people didn’t like being in debt. In fact, 1/3 of participants focused heavily on paying it down, regardless of better investment options being available.

So even if the investment return is guaranteed and financially superior, many people would still prefer to pay off a loan.

Clearly, the psychological impacts are profound, and debt aversion is real. Some people view it as a completely negative thing, while others don’t.

This is exactly why the 4–8% interest rate range is especially tricky.

What should Jonathan do?

As the research indicated, for some people this is an emotional decision, not a financial one. They just want to get out of debt, even if it’s not harming them financially.

The way I see it is:

Jonathan is young, his risk tolerance is high, and he’s investing for the long term. He can weather any downturns in the market and will likely earn the average 8% returns over time. With his 5% loan, it probably doesn’t make sense to pay it off early.

Of course, future investment returns aren’t guaranteed, especially in the short term. In contrast, the “return” you get by paying off your loan early is guaranteed (unless you refinance to a lower rate, which can complicate the calculation).

What if his student loan rate were 7%?

In that case, you really can’t go wrong. If you’re unsure, splitting it 50/50 is a decent choice.


There are also some important qualitative factors that we need to consider:
 

Liquidity

If you need the money later, beyond your emergency fund or savings, it’s hard to get it back if you’ve already used it to pay off something like student loans early. Of course, this also depends on your overall net worth and access to other liquid options.

Discipline

It takes discipline to continue investing when you have cash available. This is why, depending on your personality, paying off debt early might be a fine choice.

Fidelity’s input

Fidelity looked at asset allocations (less aggressive (20% stocks), balanced (50% stocks), or aggressive (100% stocks)), applied a 70% confidence level to expected market returns, and based on that analysis, they recommended paying off any debt higher than the following interest rates, depending on your allocation:

I think most people fall into the balanced or more aggressive range, and these interest rate thresholds are relatively reasonable.

The most important factor is that you’re doing something to improve your net worth either way.

Pay off your loan early, assuming it’s not a part of the clear cut choices. Don’t pay off your loan early, but invest instead. Whatever path you choose, just keep focusing on improving your financial situation and putting more of your money to work.

Life: Fore-get Your Dignity? This Ohio Golf Course Has You Covered (Literally)

Some hazards on the golf course are unavoidable: sand traps, water hazards… and apparently, the sudden urge to drop a different kind of shot.

Reserve Run Golf Course in Poland, Ohio, went viral for offering one of the strangest, most thoughtful amenities in golf history: fresh underpants, wipes, and shorts in the clubhouse restroom for those mid-round “emergencies.”

Yes, it’s real. No, it’s not a prank. And yes, someone definitely earned their Eagle Scout badge in preparedness.

Why the sudden compassion for compromised khakis? Rumor has it, this wasn’t a one-time issue. According to internet confessions, some golfers have literally lost more than a few strokes to unexpected gastrointestinal bunkers.

One Redditor even keeps backup briefs in a Ziploc in their golf bag. That’s not just strategy, that’s trauma prevention.

The takeaway? Reserve Run is leading the way in on-course crisis management. While other courses are stocking up on Titleists, these folks are prioritizing tighty-whiteys!

So next time you’re golfing in Ohio, swing by Reserve Run and remember: if you feel something brewing on the back nine, don’t panic. Just bogey with dignity.
 

Quote of the Week


“A man is rich in proportion to the number of things which he can afford to let alone.”
Henry David Thoreau


This quote by Thoreau flips the typical definition of wealth on its head. Rather than measuring richness by how much someone owns, he suggests true wealth is found in how little a person needs. The more you can walk away from, whether it’s luxury, distractions, material possessions, or societal expectations, the freer and richer you become.

Thoreau, a philosopher known for his minimalist lifestyle and deep connection to nature, is reminding us that the ability to let go is a kind of power. It means you aren’t enslaved by consumption or desires. A rich life, in this view, is one where you’re not constantly chasing more, but instead, content with less and confident in your ability to say “no.”

In today’s world of constant upgrades, endless subscriptions, and pressure to keep up, this quote offers a refreshing perspective: maybe the richest people aren’t those who have the most, but those who want the least.

Yada yada yada… talk soon.

 

This is re-published from the weekly email sent by Leonard Mack entitled The Propeller.  To subscribe, visit https://www.LeonardMack.com/subscribe and read it every Sunday evening.


This intellectual nourishment is intended for informational purposes only. One should not construe anything herein as being legal, tax, investment, financial, or other advice.


My rule is this – I have no advice to give, only experience to share. I have no interest in being a guru or telling people what they should do. Rather, I share my own experience because there is no right or wrong. Your mileage may vary.