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Hiring your first employee without losing your mind

The first hire is the hardest. Here's a simple framework that makes it feel less like a leap and more like a plan.

We get the same question at least once a week: "When should I make my first hire?"

The honest answer is: probably before you feel ready. Founders tend to wait until the pain is unbearable, by which point they're too exhausted to hire well.

Three signs it's time

You don't need a spreadsheet to figure this out. Watch for:

  • You're turning down work you want. Revenue capacity is a real signal.
  • You're doing tasks a $25/hr person could do. Every hour in the wrong seat is an hour not in the right one.
  • Quality is starting to slip. Mistakes that would have mortified you six months ago are creeping in.

When two of the three are true, start recruiting. Don't wait for all three.

Write the role before you post it

A bad job description leads to a bad hire. A great one is half the work.

Spend an afternoon writing out, in plain English:

  1. The three outcomes this person is responsible for
  2. The day-to-day tasks that produce those outcomes
  3. The skills and temperament it'll take to do them well

If you can't describe the role in one paragraph, you aren't ready to hire for it yet.

One last thing

The first hire feels enormous because it is. But it's also the move that most reliably separates "self-employed" from "business owner." Make it thoughtfully and the rest of the climb gets meaningfully easier.