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8 min read

Hiring your first head of operations

The founder who has done everything is the hardest person to replace. Here is how to hire your first head of operations, and how to let go.

Tomas Hale

Partner, operations

Written by

Tomas Hale

Partner, operations

At some size, the founder becomes the bottleneck in a business they built. The answer is a head of operations, and the hire fails more often than it works.

Write the job as three outcomes

Do not list tasks. Say what will be true in a year: orders leave on time, the month closes in five days, and you take a fortnight off.

Hire for the gap, not for a copy of you

You are good at starting things. Look for someone who is good at making them repeat.

Let go on a schedule

Agree in writing which decisions move to them by which month. Founders who leave this vague take the decisions back.

The Aldermere Letter

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The Aldermere Letter

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© 2026 Aldermere Advisory Ltd, Bristol

© 2026 Aldermere Advisory Ltd, Bristol

Independent since 2011 · Fixed fees · No lock-in

Independent since 2011 · Fixed fees · No lock-in

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