‹ Insights June 30, 2026

Instead of hiring your way to a finance function

First a bookkeeper, then a controller, then a $220K VP Finance. The tools got good enough that the point where you actually need that team just moved — plausibly into nine figures.

Most Series A founders I talk to are about to make the same expensive mistake. They’re about to hire their way to a finance function.

First a bookkeeper. Then a controller. Then, when the board starts asking real questions, a VP Finance at $220K all-in — before they get a day of leverage out of the seat.

Meanwhile the founder is still the actual finance infrastructure: pulling ARR cohorts by hand the night before the board call, rebuilding the burn model in a spreadsheet two people broke last quarter.

What actually changed

The tools finally got good enough that you can wire the boring 80% — the close, the reconciliation, the standard reporting, the scenario modeling — into systems that run continuously, instead of into people who run them monthly.

Which means the point at which you actually need a full finance team just moved. Way out. Further than the conventional “hire a VP Finance by Series B” wisdom assumes — plausibly into nine figures of revenue.

Not “no humans.” A couple of sharp ones, sitting on top of systems that do the grinding.

That’s not a cost cut. It’s a different shape of company.

Founders: what’s the real reason you’d hire the finance headcount at your stage — the work itself, or the fact that you’re “supposed to”?