Insights  /  Learning and development

Nobody trained the mentors

A mentor is facilitating a room of two with no agenda, no co-host and no end time anybody enforces. Every hard part of the job is there and every support is gone.

By McKinley Malbrough III, J.D., MS-HRM. Published September 29, 2026.

Short answer

Mentoring programs fail on preparation more than on matching. Spend two hours teaching mentors four things: wait time, question quality, why praise ends a thread, and a meeting shape. Give the mentee the agenda and the mentor the clock. Measure whether meetings happen and what the mentee tried afterward, and never measure satisfaction, because both people will say it is fine.

Why do mentoring programs keep failing?

The research points at the same short list every time: no clear goal, poor matching, no measurement, and no preparation for the mentors. The last one is the one organizations treat as optional and it is the one that decides the rest. Effective mentoring runs on active listening, useful questioning and constructive challenge, the same equipment that separates a mentor from a sponsor, and most mentors have never been trained in any of the three. Harvard Business Review has called marginal mentoring the single consistent weak point in organizational mentoring structures, and mediocre mentoring is worse than none, because the mentee now has evidence that asking for help produces nothing.

Two colleagues in a one to one conversation
Photo by liwordson on Nappy. About the photos

What is actually happening in a mentoring meeting?

One person is facilitating a room of two with no agenda, no slides, no co-host and no end time that anybody enforces. Every hard part of facilitation is present and every support is gone. There is no group to carry the silence, no breakout to hide in, and no next activity to move toward when the conversation stalls. Organizations hand that to a senior person on the theory that seniority transfers, then act surprised when the meetings turn into status updates and quietly stop.

What does seniority actually fail to transfer?

The instinct to wait. A senior person got senior partly by having answers ready and delivering them fast, which is the exact reflex that ends a mentoring conversation. Mary Budd Rowe timed the pause after a question and found it runs about one second before the person who asked fills it themselves. In a group that costs you a few contributions. In a room of two it is fatal, because the only other person present has just been told their thinking time is over. The mentee stops bringing real problems and starts bringing problems they already know the answer to, because those are the ones that survive the format.

What should mentor training actually contain?

Two hours, four things. Wait time, with the eight count practiced out loud until holding it stops feeling rude. Question quality, meaning the difference between a question that opens a problem and a question that is advice wearing a question mark. The praise problem, because a mentor who responds to the first real disclosure with encouragement has just signalled that the correct answer arrived and the thread is closed. And a meeting shape, because the mentor who has no structure defaults to the only one they know, which is a status update. Skip the matching philosophy. The pairs will sort themselves out if the meetings are any good.

How do I structure the meetings without making it a performance review?

Give the mentee the agenda and the mentor the clock. The mentee brings the topic, which stops the mentor from steering toward what they enjoy talking about. The mentor holds the shape: one question to open, silence long enough to be uncomfortable, one follow-up that goes down rather than sideways, and a close that names one thing to try before the next meeting. Nothing gets reported upward. The moment a mentoring conversation feeds a performance file, the mentee starts managing it, and you have built a second review cycle with a friendlier name.

A woman works at a laptop while colleagues sit around a conference table
Photo by WOCInTech on Nappy. About the photos

What do I measure?

Whether the meetings are happening, and what the mentee tried afterward. Programs that track neither have no way to notice a pair that lost momentum, so the pair quietly fades and the program follows. Do not measure satisfaction. Both people will report that it is going well, because saying otherwise implicates a colleague. Ask the mentee at four weeks what they did differently, and if the answer is nothing three times running, the pairing or the preparation is the problem, not the person.

Should the program be mandatory?

There is research arguing mandatory programs deliver more value, on the reasoning that voluntary ones lose the people who would benefit most. I would hold that loosely. Mandatory participation with untrained mentors scales a bad experience across the people least able to absorb it. Train the mentors first, run it voluntary, and see who the mentees recommend it to. If the program is good, uptake handles itself. If you need a mandate to fill it, the mandate is covering for something the mandate cannot fix.

Why I care about this one

Everything I build runs on a single line: nobody was ever going to tell you how it works, so I did, now pass it on. Mentoring is the pass it on. It is the mechanism by which the unwritten rules reach somebody who did not inherit them, and it is the one most organizations run without teaching anybody how.

The mentee who needs the program most is the one with the least practice asking. They will not push through a mentor who fills every silence, and they will not report that it went badly. They will just stop booking. If you want to know whether your program works, watch who quietly disappears from it and ask what that group has in common.


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