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What if you have to stop early?

What if you have to stop early?

October 20, 2026

Picture an executive five years from her exit date. Her income covers the family’s costs and still adds to their savings every year, and on paper, the plan works. Then a health problem keeps her out of work for twelve months.

Two things happen at once. The savings stop, and the costs don’t.

Someone must pay for that year the income goes away. Either something set aside for exactly this pays for it, or her “Freedom Fund,” the money she set aside for life after her date starts getting spent in year one.

Her plan wasn’t wrong. It just never said where the cash would come from.

The sentence nobody writes down

Almost every plan I look at rests on one assumption that never gets written down: I’ll be able to keep earning until my target exit date.

It’s easy to see why. Your income pays for today, it adds to your savings, and it lets your Freedom Fund stay untouched while the plan does its work. It has always been there, so it feels like it will be there as long as you need it to be.

Most planning measures what you own. A statement shows your holdings, your mix, and your largest position. What it can’t show is where the next five years of savings will come from.

Maybe you assume the insurance coverage through work would take care of it. Maybe you figure you’d cut back and get by. Either way, it helps you to know the answer before you need it.

So the question isn’t whether something will go wrong. It’s what pays for your life when it does.

The reserve has a second job

With the Liquidity Runway, the question was how long you could fund your life through a bad market without selling at the wrong price. The cash that answers it is what I call a strategic cash reserve.

That same cash has a second job: it pays for the year your income stops. A market decline is one reason to need it, and a year without income is another. Nothing says the two can’t come together.

Strategic simply means the reserve has a job, and you choose its size on purpose. It isn’t idle cash, and it isn’t leftover cash. It is your lifeline when your life, or the market, goes sideways.

A year without income is hard either way. The reserve keeps you in better control of your exit date.

Where it shows up on each path

Where the reserve sits matters as much as how big it is.

·        Owner — Keep it outside the business. Cash in the company belongs to the company, and the company is what’s under strain when you’re out.

·        Executive — Keep it outside your company stock. Your pay and your equity already depend on the same employer, and if your reserve does too, all three are tied to one event.

·        Professional — Cover the waiting period. Disability coverage through an employer or a group plan can have a waiting period before it pays, and it can replace only part of your income. The reserve  covers the gap, so it’s worth checking what yours says.

This week’s tool: The Stop Test

One line.

If your income stopped today for twelve months, how many months of your family’s costs could your reserve cover without touching your Freedom Fund?

Count only the reserve. Your Freedom Fund doesn’t count, because it’s the money this question is meant to protect.

Until you have that number, you’re flying blind on the one assumption the whole plan rests on. The good news is that you can find out where you stand today. And if the answer is shorter than you expected, that doesn’t mean something is broken. It means the plan was built for the good years, and there’s still time to build for the rest.

I’m not asking you to expect the worst. I’m asking whether the plan already knows what to do if it does.

The Next Step

If your answer came up short, that’s worth knowing while there’s still time to act.

A Freedom Audit is a focused 30-minute conversation that puts the Stop Test next to your Liquidity Runway and shows whether one reserve can do both jobs. Schedule yours this quarter.

Schedule your Freedom Audit.