From the Ridgeline  ·  Issue No. 5  ·  April 28, 2026

Money That Isn't Working

You can't see the whole terrain from the valley floor.

A founder reached out to me not long ago looking for some help. He’d just closed a small exit — the kind of outcome that validates everything you’ve put into building something — and was already deep into his next venture. Classic founder move. One chapter closes, the next one opens before the ink is dry.

He had a significant amount of capital sitting in his bank account. Seven figures. And he wasn’t sure what to do with it.

Part of it was legitimate uncertainty. He didn’t know how much he’d need for the new business or what the timeline looked like. So he left it where it was. Safe. Available. Earning essentially nothing.

That was almost two years before we spoke.

In those two years he’d barely touched it. The new business had found its own footing and hadn’t needed the capital he’d been holding in reserve. But by the time we sat down, the money had been sitting idle for nearly two years — head down, building something new, his passive capital completely forgotten in the background.

The business was moving. The money wasn’t.

This is more common than most people talk about. Founders are exceptional at deploying capital into their businesses — they understand risk, they understand return, they make those decisions instinctively. But liquid capital sitting outside the business is a different thing entirely, and it often gets neglected simply because there’s always something more pressing to deal with.

The problem is that idle capital has a cost. It’s just a cost that never shows up on a statement.

Two years of seven figures sitting in a bank account earning next to nothing isn’t a neutral outcome — it’s a decision, even if it didn’t feel like one at the time. The opportunity cost compounds quietly in the background whether you’re paying attention to it or not.

The uncertainty about future capital needs is real and it’s worth taking seriously. But uncertainty isn’t a reason to do nothing — it’s a reason to build a strategy that accounts for it. Capital that might be needed in six months should be treated differently than capital that probably won’t be needed for three years. Both can be working harder than a bank account.

When we finally sat down and mapped it out, the answer wasn’t complicated. It just required someone to stop and look at the whole picture — which is exactly what two years of building hadn’t left him time to do.

A question worth sitting with this week:

Is there capital in your financial life that's been sitting on the sidelines longer than it should — waiting for a moment of clarity that keeps getting pushed to next quarter?

The clarity rarely arrives on its own. Sometimes you just have to make time for it.

— Trevor

A short note every two weeks.
For founders who are tired of quarterbacking it alone.