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The 1-on-1 Question That Surfaces Real Problems

Most managers run 1-on-1s like status updates. This single question turns them into something that actually builds your team.

April 8, 2026·3 min read

Most 1-on-1 meetings are a waste of time. The manager asks what you're working on, the direct report gives a status update, everyone checks it off the list and goes back to their day.

Nothing changes. No one learns anything. The problems stay hidden.

If you want a 1-on-1 that actually builds trust and surfaces what's really going on, there's one question that does more work than almost anything else in the manager's toolkit:


The Question

"What's one thing I could do differently that would make your work easier?"

That's it.

Four things happen when you ask this:

1. You signal that you're actually coachable. Most managers give feedback — they don't ask for it. This question breaks the power dynamic just enough to open the conversation.

2. You surface problems before they become crises. The answer to this question is almost never "nothing." People are sitting on frustrations, blockers, and unmet needs. This question is the safest way for them to name those things.

3. You learn something about how you're showing up. Even if the answer is "you could reply to my Slack messages faster" — that's real information. Act on it.

4. You build the kind of trust that retains people. When someone knows their manager is willing to hear "you could do this better" and not punish them for saying it, they stay.


How to Use It

Ask it near the end of the 1-on-1, after the business stuff. Say it like you mean it — because you do.

When they answer:

  • Don't get defensive. Just listen.
  • Ask a follow-up: "Tell me more about that."
  • Write it down where they can see you doing it.
  • Follow up next week with what you did (or didn't do) about it, and why.

That last part is everything. The question builds the opening. The follow-through builds the trust.


Variations

If the question feels too open-ended for where your relationship is, try these more specific versions:

  • "Is there anything that's getting in your way that I could help remove?"
  • "What's one thing about how we work together that you'd change if you could?"
  • "If you could change one thing about how I run our team, what would it be?"

Start with whichever one feels least terrifying. You'll get more comfortable with the feedback as you practice receiving it.


The Human1st Manager System includes a full bank of 40 1-on-1 questions — plus the templates, cadences, and systems that make them part of how your managers lead every week, not just a technique they try once.

See what's inside the Manager System

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