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People · 8 July 2026 · 5 min

When to hire your first sales person.

Most owners hire a salesperson too early and then blame the person. Here are the conditions under which hiring actually makes sense.

When to hire your first sales person.

Hiring a salesperson tests the business, not the candidate. If the process doesn't exist, you're hiring someone to improvise in your place - and then paying for their guesswork.

The three conditions

  • You have a repeatable process: you know where inquiries come from and what percentage you close.
  • You have enough flow: at least 20-30 real conversations a month that you can't keep up with.
  • You have economics that hold: the margin on an average deal covers salary plus bonus for at least 6 months without new revenue.

If one of the three is missing, your problem isn't capacity - it's system. Hiring will only accelerate the losses.

What to give the new hire in week one

  • Ten recorded real conversations - yours, not idealised ones.
  • A clear profile of a good client and a bad one.
  • A pricing framework with discount limits.
  • One number they report against weekly.
A good salesperson inside a bad system looks like a weak salesperson after two months.
Nikolay Kirilov

About the author

Nikolay Kirilov

Nikolay Kirilov is an entrepreneur, business mentor and founder of NK Academy. He works across strategy, sales, operations and technology.

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