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Mentor Academy · Core skills

How do I help a mentee decide between two paths?

"Which should I pick?" is a request to hand over responsibility. The useful move is to hand back a better-framed choice.

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

What good looks like.

  • Get the criteria first. Money, learning, location, security and pace rarely rank the same way for two people.

  • Test each option against those criteria out loud. Most decisions resolve themselves once the ranking is explicit.

  • Say what you would weigh, and label it as your view rather than the answer.

In practice

A sequence you can follow.

  1. 01

    List the options plainly

    Two columns, in their words.

  2. 02

    Rank what matters

    Three criteria in order, no more.

  3. 03

    Score each option

    Ask which they would regret not taking in two years.

  4. 04

    Name the next check

    What information would settle it, and how to get it this week.

Common mistakes

What to avoid.

  • Steering them toward the path you took

  • Adding a third option they did not ask about

  • Ending on "it depends" with nothing attached

Extra tips

Small things that make the half hour better.

Rank three criteria

Explicit ranking resolves most decisions on its own.

Ask the regret question

"Which would you regret not taking in two years?"

Label your view

Give an opinion, but mark it as yours.

Name the missing fact

What information would settle it this week?

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 they ask me directly what to do?

Answer, but frame it: "On your criteria, I would take the second one, because…"

Next: Networking advice that actually works.

Replace "build your network" with one message they send tomorrow.