Skip to main content
Mentor Academy · Core skills

How do I mentor someone who wants to change career?

People rarely arrive with a plan. They arrive tired of the job they have and hopeful about a job they have only read about.

Read time
4 minutes
Module
Core skills
Session length
30 minutes
The short answer

What good looks like.

  • Start by separating the push from the pull. Leaving a bad manager is a different problem from wanting to be a data analyst, and the fix is different too.

  • Then look for the parts of their current work that already count in the new field. Most career changes are sold badly, not built badly.

  • Finish with one cheap test they can run in two weeks: a course, a small project, or a conversation with someone doing the job. A test beats a five-year plan.

In practice

A sequence you can follow.

  1. 01

    Ask what they are leaving

    The reason for going tells you whether a new field is even the answer.

  2. 02

    Name the target job

    Not an industry. A job title someone is being paid to do today.

  3. 03

    Find the overlap

    List the tasks they already do that the target job needs.

  4. 04

    Set one two-week test

    Something small and real that gives them evidence either way.

Common mistakes

What to avoid.

  • Encouraging a full retrain before they have spoken to anyone doing the job

  • Treating dissatisfaction as proof that a different field will fix it

  • Listing every possible route instead of picking one to try

  • Underselling the experience they already have

Extra tips

Small things that make the half hour better.

Split push from pull

Leaving a bad manager is not the same as wanting a new field.

Name a real job title

Someone is paid to do it today; that is the target.

List the overlap

Most changes are sold badly, not built badly.

One two-week test

Evidence beats a five-year plan.

Take this guide with you.

Download a printable version of this guide: the short answer, the steps, the extra tips, the mistakes to avoid and the questions mentors ask, to read before your next session.

Questions

The things people ask first.

What if their target is unrealistic?

Say so plainly, then help them find the nearest version that is realistic.

Should they quit first?

Almost never. Testing while employed keeps the decision reversible.

Next: Mentoring a student with no work experience.

What to talk about when there is no CV to work from.