Finding, Choosing, and Working With a Coach

Collection · Growing

Three essays and three fill-in sheets for someone deciding whether to hire a coach, choosing one, and then working with them. Nothing here is a pitch. Each piece stands alone; together they follow the order a buyer actually goes through.

1. Decide Whether Coaching Is the Right Purchase

Coaching, mentoring, advising, and consulting solve different problems. Start here if you are not sure which one you need.

2. Choose the Coach

Three candidates, a free fit conversation with each, and one sheet to fill in as you go.

One-pager

The Coach Evaluation Sheet

A one-page sheet for choosing a coach: the kind of help you need, what to ask on the fit call, what to expect stance by stance, and the self-check that tells you afterward whether it is working.

Read the one-pager

3. Agree the Terms

What to settle in writing before the first session, including what your employer will and will not see.

Checklist

The Coaching Agreement Checklist

A one-page checklist for what to settle in writing before session one: goals, confidentiality and its limits, the three-way agreement when an employer pays, fees, how either side ends it, and which roles the coach may occupy.

Read the checklist

4. Check Whether It Is Working

Run it once at the start and again after the first month, and compare.

The Evidence Behind All of It

What the research actually supports, and what it does not.

If You Are Considering Me

I coach senior technology leaders, and everything above applies to me too. The fit conversation is free, and the evaluation sheet is the one I would want you to bring. See how I work with clients.

All field notes · All playbooks and templates