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    25 1:1 Questions Every Engineering Manager Should Ask

    25 engineering manager 1:1 questions that build trust, surface blockers, and grow careers — steal the full list free when you subscribe.

    Alex Chen
    • 1:1s
    • coaching
    • questions

    Great 1:1s aren’t status meetings — they’re the highest-leverage hour on your calendar. The difference is the questions you ask. Below are 25 engineering manager 1:1 questions I actually use to build trust, uncover blockers, and level people up.

    If your 1:1s have become status dumps, stop turning 1:1s into status meetings first — then come back to this question bank.

    Use one or two per meeting. Let your report talk ~70% of the time. Write down commitments.

    1. What’s top of mind for you right now?

    Opens the meeting on their agenda. Sit in the silence if they pause — that’s where the real topic shows up.

    2. What’s getting in your way?

    Surfaces blockers you can remove: process, people, unclear goals, missing access.

    3. How can I help this week?

    Forces a concrete ask. If they say “nothing,” follow with: “If I could take one thing off your plate, what would it be?”

    4. Where are you spending time that doesn’t feel high-leverage?

    Finds busywork, meeting bloat, and thrash before burnout hits.

    5. What’s one thing slowing you down that I could unblock?

    Turns empathy into an action item you own before the next 1:1.

    6. Is there feedback you’ve been holding back from me?

    Invite reverse feedback explicitly. Thank them and act on one thing visibly.

    7. What would make next month feel like a win for you?

    Aligns on outcomes without turning the 1:1 into a performance review.

    8. Who on the team do you learn the most from — and why?

    Maps mentorship and hidden strengths you can amplify.

    9. Is there a decision I made that you’d want to push back on?

    Signals it’s safe to disagree. You’ll hear risks earlier.

    10. What are you learning right now?

    Keeps growth visible between promotion cycles.

    11. Where do you want to be in a year?

    Career conversation starter. Follow with skills and sponsorship needed.

    12. What skill would unlock the next level for you?

    Makes development concrete — projects, mentors, courses, not vague “grow.”

    13. What’s energizing you — and what’s draining you?

    Quick energy audit. Redesign work before someone quietly jobs-searches.

    14. Is there anything I’ve done recently that made your work harder?

    Specific reverse feedback beats “How am I doing?”

    15. What should we start, stop, or continue in these 1:1s?

    Meta-question that upgrades the meeting itself every quarter.

    16. Who do you need more access to?

    Sponsorship in one question — stakeholders, seniors, other teams.

    17. What’s a risk on your project I’m underweighting?

    Pulls bad news forward while there’s still time to act.

    18. How is the pace feeling — too slow, too fast, or about right?

    Burnout and boredom both show up here.

    19. What’s something you wish the team did differently?

    Team health without waiting for a formal retro.

    20. Is there a process that wastes your time every week?

    Prime candidates for you to kill or redesign.

    21. What feedback would help you most right now?

    Lets them steer coaching so it lands.

    22. When did you last feel proud of your work?

    Reveals motivation — and whether recognition is missing.

    23. What’s one experiment you’d run if you had cover from me?

    Unlocks ownership. Your job is to give air cover.

    24. How are you feeling about work-life balance lately?

    Ask directly. Then look at calendar load and on-call load together.

    25. What should I make sure we follow up on next week?

    Closes with accountability. Start next 1:1 by checking these commitments.

    If your 1:1s still feel like status, fix the format next — see how to stop turning 1:1s into status meetings.

    Frequently asked questions

    How many 1:1 questions should I ask in one meeting?
    Usually one or two deep questions. Rotate through this bank over weeks — don’t spray all 25 in a single session.
    Should engineering manager 1:1s include status updates?
    No. Move status async. Use 1:1s for blockers, growth, feedback, and topics your report won’t raise in a group.
    How often should engineering managers hold 1:1s?
    Weekly for most reports (30 minutes minimum). Increase frequency for new hires or people in a tough stretch.

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