Kyle Wiggs / Writing / Leadership

Leadership

Why hiring people better than you is harder than it sounds

Everyone agrees with this and comparatively few do it. The obstacle is not recognising the principle.

The obstacle is not ego, exactly

It is closer to control. Someone better than you at something will do it differently, and differently is indistinguishable from wrongly until it has worked.

The discomfort is real and it is not vanity.

The interview problem

People instinctively rate candidates similar to themselves more highly, because similar reasoning is easier to evaluate.

Someone genuinely better in a domain you do not understand will be harder to assess, and that difficulty gets misread as a weaker candidate.

In the domain you are worst at, you are also worst at evaluating candidates. Those are the same weakness.

What to do about that

Have someone who does understand the domain in the process, even externally. Ask for concrete examples rather than assessing reasoning you are not equipped to judge.

What it requires afterwards

Letting them do it their way. Hiring an expert and then directing them is expensive theatre.

It also means being visibly not the smartest person in the room, which some founders find harder in practice than in principle.

The signal it sends

A team notices immediately whether senior hires are genuinely empowered or decorative. It determines who else you can attract.

One over-managed senior hire makes the next one much harder to recruit.

The honest limit

Better at something, not better at everything. You still have to be able to evaluate the outcome and decide when to overrule.

Deference is not the goal. Judgement about when your judgement is not the relevant one is.