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For employees meeting their boss's boss

Skip Level Meeting Questions to Ask Your Boss

Skip level meeting questions to ask your boss are best kept to three: one about where the business is heading, one about your own growth, and one about the person across the table. Below are 30 to choose from, grouped by what you want to learn.

Attuned motivator data runs inside 300+ companies, including

Salesforce
Hitachi
Autoliv
JR East
Kadokawa
NTTPC

How to Pick Your Three Questions

Before a question goes on your list, check it against these three.

Ask What You Can't See From Your Desk

Strategy, trade-offs, what worries them. Your manager can tell you what's due on Friday. This person can tell you why it's due at all.

Ask Something You'd Act On

If the answer wouldn't change what you do next month, swap the question for one that would.

Ask One About Them

How they like to hear bad news, what a good week looks like for them. People remember who was curious about them.

30 Questions to Ask Your Boss's Boss, by What You Want to Learn

Tick up to three. They collect in the "My three questions" box, and one tap copies them into your notes. Each group names the motivators of people who tend to ask those questions first, so if you know your own top motivators, start with that group.

Where the Business Is Heading

Often first for people high on Rationality or Security

How Your Team's Work Looks From Their Level

Often first for people high on Status or Feedback

Your Growth and Next Move

Often first for people high on Progress

How the Work Gets Done

Often first for people high on Autonomy or Innovation

About Them

Often first for people high on Social

To Close the Meeting

Worth one of these whatever your motivators

Where the 30 Minutes Go

Chefs call it mise en place: every ingredient chopped and measured into its own little bowl before the first order comes in, so service is spent cooking instead of hunting for the paprika. A skip-level runs the same way. Most of the half hour belongs to the hellos and to their questions. What's left is roughly twelve minutes, and it goes to whoever turned up with their bowls already filled.

  1. HellosWhat you're working on
  2. Their questionsUsually how the team is doing
  3. Your three questionsAbout four minutes each, if the answers go somewhere
  4. Wrap-upAgree one next step

Illustrative split. Your meeting will vary, but the share left for your questions rarely gets bigger.

Five Questions to Rephrase Before You Ask Them

Each of these is a fair thing to want to know. Asked straight, most get a polite non-answer. Asked this way, they get something you can use.

Instead ofAsk
"Am I getting promoted?""What would you need to see from someone at my level to be ready for the next role?"
"Are there layoffs coming?""What's changing in the next six months that I should be getting ready for?"
"Can you do something about my pay?""How are pay and levels decided here, and who should I talk to about mine?"
"What do you think of [colleague]?"Leave it out. Ask about the work, and let people speak for themselves.
"Why is my manager like this?"Describe the pattern with dates and leave the verdict to them. Our main skip-level guide covers how to prepare for a skip-level meeting as an employee, including how to raise a manager problem.

What to Do After the Skip-Level Meeting

The meeting is half the job. A two-line note afterwards is what makes them remember the conversation, and it takes ten minutes.

  1. Same day

    Send a Two-Line Note

    Thank them for the time, and name the one thing you'll do because of what they said.

  2. This week

    Give Your Manager the Gist

    Share the topics and skip the play-by-play. Hearing it from you first keeps it from feeling like it happened behind their back.

  3. Next time

    Report Back on That One Thing

    Open the next skip-level with what you did about it, including the parts that didn't work. A leader who levels with you notices when you level with them.

If You Run Skip-Levels Yourself

The other chair is harder. You're asking people two levels down to be candid with someone who can change their year, and most of them will tell you everything is fine. Our guide to skip level meeting questions has 45 for leaders, a 30-minute agenda and what to do with the answers.

It also helps to know what each person cares about before you sit down. Attuned maps every person on 11 intrinsic motivators in a roughly 10-minute assessment, so you know whether to open with growth, autonomy or the plan. Before the meeting, the AI coach for managers suggests an opening question for that person.

"Being able to get to the nub of people's underlying motivations has been very helpful."

Kevin HalliganAssociate Director, Azon Recruitment Group · Read the story

Asking Your Boss's Boss: Common Questions

How many questions should you bring to a skip-level meeting?
Three is plenty for 30 minutes. Write down a couple of spares if it helps, but once the hellos and their own questions are done, you'll have roughly twelve minutes, and a good answer takes four of them.
Can you ask your skip-level manager about a promotion?
Yes, if you ask what readiness looks like rather than whether you're getting one. "What would you need to see from someone at my level to be ready for the next role?" gets you criteria. "Am I getting promoted?" usually gets you a polite deflection.
Should you tell your manager what you discussed in a skip-level?
Give them the gist. Your manager will hear about it anyway, and hearing it from you first keeps the meeting from feeling like it happened behind their back. You don't need to repeat anything you were asked to keep between you.
What should you avoid asking your boss's boss?
Questions about colleagues, questions that only have a yes or no answer, and anything you'd only ask to be seen asking. Ask about the work and the direction instead.
Is it okay to bring notes to a skip-level meeting?
Yes. A card with three questions on it tells the other person you took the meeting seriously. Jot down the answers too, because you'll want them when you follow up.
Does Attuned sell our data?
No. We don't sell or license your data. Motivation satisfaction is only reported at team level, so no one can trace a satisfaction score back to you.

Get Honest Answers in Your Own Skip-Levels

Bring us one team. We'll map each person's intrinsic motivators and show you how to open the conversations that usually end in "all good".

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