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How to Run a Great Monthly Mentoring Session

A monthly mentoring session can be transformative or a waste of time — the difference is structure. A simple, repeatable format keeps every meeting focused and productive. Here's how to run a great one.

Digby R. Kerr
By Digby R. Kerr — Wharton MBA, author of 12 books, founder of Kerr University™. 35+ years leading global business.

Open with wins and updates

Start by reporting on what happened since last time, especially actions from the previous session. This creates accountability and gives your mentor context to guide you well.

Focus on one or two real issues

Don't scatter across ten topics. Bring the one or two challenges that matter most right now and go deep. Focused depth beats shallow breadth every session.

Close with clear actions

End by agreeing on specific next steps you'll report on next time. That accountability loop is what turns advice into progress. And with Kerr University's 24/7 access, you're not limited to monthly — you can get quick input whenever a real situation demands it.

Frequently asked questions

How do I run a good mentoring session?

Open with wins and updates, focus on one or two real issues, and close with clear, accountable next steps.

How long should a session be?

Long enough to go deep on one or two issues — focus beats breadth.

What if I need help between sessions?

At Kerr University you have 24/7 access, so you're not limited to scheduled meetings.

How do I start?

At Kerr University™ mentoring is always 1-on-1 with Digby R. Kerr, flexible around your schedule, affordably priced, with 24/7 WhatsApp access and free certificate courses included. Book a free 30-minute session.

Start with a free 30-minute class

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