How hiring changes by startup stage

Simon Benson · Director, Wilson Grey · 3 min read

Simon Benson
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Why does “good” change as you scale?

Hiring someone “too senior” at Seed or Series A slows momentum, but hiring someone who’s “too generalist” at Series B can limit growth.

This is one of the hiring mistakes I see in startups because they fail to realise that “good” looks different at each stage.

What do Seed and early Series A companies usually need?

You need someone a bit scrappy who can build while the ground is still shifting.
Someone who’s hands-on, fail-fast, comfortable with ambiguity, and doesn’t need a machine around them to produce outcomes.

If you hire someone from a big-name tech company at this stage, you often get process before traction.

That doesn't mean experienced people from larger businesses can't succeed in early-stage startups. Some absolutely can, but stage fit matters more than brand-name CVs. If someone has only ever operated with a lot of resources, established functions, and layers of support around them, they may struggle when the brief is messy and half the infrastructure doesn't exist yet.

At this stage, you are usually buying adaptability, speed, and the ability to build in motion.

That usually starts to change around Series A, when founders begin thinking about their first senior sales hire: can they keep closing deals themselves, or do they need someone who can build a repeatable system?

Where founders often get this wrong

A lot of founders see an impressive profile and assume seniority de-risks the hire.

Sometimes it does the opposite.

If the business still needs someone to test, build, and adjust quickly, hiring someone who wants a fully formed function, a settled strategy, and a bigger team around them can slow everything down. You end up with meetings, frameworks, and planning, but not enough traction.

What changes by Series B?

Being a generalist stops being a superpower if it is not paired with repeatability.

You need someone who can take one-off wins and turn them into a scalable system. If you hire a generalist here, you get activity but not scale.

By this point, the business usually isn't asking, “Can this person do a bit of everything?” It's asking, “Can this person build the next version of the operating system?”

That means turning founder instinct into process, turning isolated wins into consistent performance, and building the kind of structure that lets the company keep growing without everything depending on a handful of people.

What should founders ask before making the hire?

When you hire in scaling mode, you need to ask:

  • can they build the next version of your operating system?
  • have they succeeded in your next stage, not just your current one?
  • do they create momentum, or just motion?

Those questions usually matter more than whether someone feels impressive in interview.

Final thought

A good hire at one stage can be the wrong hire at another.

That is why generic advice on “top talent” is usually too blunt to be useful. Stage-fit matters, the problem in front of you matters, and the profile that helps you now may be very different from the one that helps you later.

If you’re hiring this year, define what the business needs for its next stage before you decide what “good” looks like.