One-on-One Meeting Questions: 50 Examples and a Template

November 12, 2026 - Dom Barnard

A good one-on-one is the most useful 30 minutes in a manager’s week. It’s where problems surface early, feedback lands and people talk about where they want to go. A bad one turns into a status update that could have been an email.

This guide gives you a simple one-on-one meeting template and 50 questions grouped by purpose. It also shares what practice data shows about where manager conversations tend to go wrong, so you can avoid those mistakes in your next one-on-one.

What is a one-on-one meeting?

A one-on-one meeting (or 1:1) is a regular, private conversation between a manager and a team member. Its purpose is to support the employee: to talk about priorities, blockers, feedback, wellbeing and growth. Status updates belong in team meetings or tools, not here.

Most teams hold one-on-ones weekly or every two weeks, for 20 to 45 minutes. The employee should own most of the agenda.

How to run a one-on-one meeting

  1. Share the agenda before the meeting. Use a shared doc where both of you add topics, so the employee’s topics go first.
  2. Open with a real check-in. Ask one question about how they are, then listen to the answer before moving on.
  3. Ask more than you tell. Use open questions, and aim for the employee to do most of the talking. If you’re explaining, pause and ask what they think.
  4. Give and ask for feedback. Make it specific and two-way. Ask what you could do differently as their manager.
  5. End with agreed next steps. Before you finish, confirm who will do what by when. Write it down in the shared doc.
  6. Follow up. Start the next one-on-one by checking the actions from the last one.

One-on-one meeting template

Use this agenda for a 30-minute one-on-one. Adjust the timings to suit your meeting length.

SectionTimeWhat to coverOwner
Check-in3 minHow they are, anything on their mindManager asks
Their topics8 minWhatever the employee added to the agendaEmployee leads
Priorities and blockers7 minWhat’s going well, what’s stuck, where you can helpBoth
Feedback5 minOne piece of feedback each wayBoth
Growth (monthly)5 minSkills, career goals, developmentEmployee leads
Next steps2 minActions, owners, datesManager confirms
30-minute one-on-one meeting template: check-in 3 minutes, their topics 8, priorities and blockers 7, feedback both ways 5, growth 5, next steps 2

For the first one-on-one with a new team member, swap the priorities section for questions about how they like to work (see the questions below).

50 one-on-one meeting questions

You don’t need all of these in one meeting. Pick two or three that fit what’s going on, and leave room for the answer. Follow-up questions like “What makes you say that?” or “Tell me more” often matter more than the first question.

Check-in and wellbeing

  • How are you doing, really?
  • What’s been taking up most of your energy this week?
  • How manageable does your workload feel right now, on a scale of 1 to 10?
  • Is anything outside work affecting you that you’d like me to know about?
  • What’s one thing that went well since we last spoke?
  • What would make next week better than this one?

Priorities and blockers

  • What are your top priorities for the next two weeks?
  • What’s stuck, and what would unblock it?
  • Where could I help, or get out of the way?
  • Is there anything you’re working on that you think we should stop doing?
  • Are you clear on what good looks like for your current project?
  • Which decision are you waiting on, and from whom?
  • What are you worried might go wrong?

Feedback for you as a manager

  • What’s one thing I could do differently to support you better?
  • Is there anything I do that gets in your way?
  • How useful are these one-on-ones for you? What would you change?
  • Do you get enough feedback from me? Too much?
  • When did you last feel I didn’t have your back?
  • What should I keep doing?

Feedback and performance

  • How do you think the last project went? What would you do differently?
  • Which part of your work are you most proud of this month?
  • Can I share some feedback about the client meeting? (Then use the SBI model: situation, behavior, impact.)
  • What support would help you hit your targets this quarter?
  • Where do you feel least confident right now?
  • What feedback have you had from others recently that stuck with you?

Career growth and development

  • Where would you like to be in two years?
  • Which skills do you want to build this year?
  • What kind of work gives you the most energy?
  • Is there a project or stretch assignment you’d like to take on?
  • Who in the organization would you like to learn from?
  • What’s one thing we could change about your role to make it a better fit?
  • What do you need from me to get to the next level?

Engagement and motivation

  • What keeps you here?
  • What would make you think about leaving?
  • When did you last feel really motivated at work?
  • Do you feel your work is recognized? How do you like to be recognized?
  • What’s the most frustrating part of your job right now?
  • Do you feel you have the information you need to do your job well?

Team and collaboration

  • How is the team working together at the moment?
  • Is there anyone you’re finding it hard to work with?
  • Who on the team deserves credit that they might not be getting?
  • What could we do as a team to work better together?
  • Do you feel comfortable raising concerns in team meetings?
  • What’s one process we should fix?

First one-on-one with a new team member

  • How do you prefer to communicate: chat, email, calls or in person?
  • How do you like to receive feedback?
  • What did your best manager do that you’d like me to do too?
  • What’s something about how you work that would help me to know early on?
  • What are you hoping to learn or achieve in your first 90 days?
  • How often would you like to meet, and how long should these meetings be?

What practice data shows about manager conversations

We analyzed 10,005 AI roleplay sessions in which people practiced 17 common manager conversations on VirtualSpeech. The scenarios include coaching, performance issues, feedback and delivering bad news, and each session is scored out of 10 on the skills that matter in that conversation. The full analysis is in our guide to leadership skills for managers. These are the scores that matter most for one-on-ones:

SkillAverage score (out of 10)
Setting the goal of a coaching conversation6.7
Staying calm6.4
Delivering a clear message6.2
Asking questions6.0
Agreeing next steps6.0
Helping someone find their own options5.6
Handling pushback5.2
Bar chart of average manager skill scores in 10,005 practice conversations, from 6.7 for setting a coaching goal to 5.2 for handling pushback

Three lessons for your one-on-ones:

  • Managers are better at talking than involving. Delivering a message scores higher than asking questions or helping someone find options. In a one-on-one, that usually means the manager does most of the talking.
  • Next steps get skipped. Agreeing next steps is one of the lower scores. Save the last two minutes of every one-on-one to confirm actions.
  • Pushback is the hardest moment. When a team member disagrees or gets upset, scores drop the most. That’s the moment to slow down and ask a question, not to repeat your point.

Practice helps. People who repeated a manager conversation improved their average score from 6.0 on their first attempt to 6.7 on their second.

When a one-on-one becomes a difficult conversation

Sometimes a one-on-one is where hard news has to land: missed targets, a performance concern, or a promotion that didn’t happen. Don’t hide it at the end, or leave it for an email. Instead:

  • Say it early and clearly. Raise the issue near the start, so it doesn’t hang over the meeting.
  • Describe the facts, not the person. The SBI model (situation, behavior, impact) keeps feedback specific.
  • Ask for their view before you suggest a fix. Then agree on the next steps together.
  • Plan the next conversation if needed. If emotions run high, agree a follow-up time rather than forcing a resolution.

For more help, see our guides to difficult conversations, difficult conversations at work: examples, and managing conflict in the workplace.

Common one-on-one mistakes

  1. Turning it into a status update. If you’re asking “Where are we on X?”, it belongs in a project tool.
  2. Canceling when you’re busy. Moving a one-on-one is fine. Canceling it often tells people they’re not a priority.
  3. Doing most of the talking. Aim for the employee to speak at least as much as you. Active listening helps.
  4. Only giving feedback once a year. Small, regular feedback in one-on-ones means nothing in a 360 review or appraisal comes as a surprise.
  5. Ending without actions. Without agreed next steps, the same topics come back every week.
  6. Solving every problem for them. Coaching questions, like those in the GROW model, help people find their own answers.

Building one-on-ones into manager training

Many new managers are never taught how to run a one-on-one. They copy what their own manager did. For L&D teams, one-on-ones are a practical place to start a manager program, because:

  • Every manager has them, from the first week in the role.
  • They practice the core skills of listening, asking questions, giving feedback and coaching in one conversation.
  • They’re easy to practice safely. Managers can rehearse a first one-on-one, a feedback conversation or a performance conversation in an AI roleplay, get scored feedback, and try again before the real meeting.

VirtualSpeech’s leadership training combines manager roleplays, AI coaching to prepare for a real conversation, and cohort reports that show how skills change over time.

Frequently asked questions

How often should you have one-on-one meetings?

Weekly or every two weeks works for most teams. Weekly suits new team members and fast-moving work. Every two weeks suits experienced people with stable work. Monthly is usually too infrequent to catch problems early.

How long should a one-on-one meeting be?

30 minutes is a good default. Use 20 to 25 minutes for weekly check-ins, and 45 to 60 minutes for monthly career or development conversations.

Who should set the agenda for a one-on-one?

The employee should own most of the agenda, because the meeting is for them. The manager adds topics too, such as feedback or upcoming changes. A shared document makes this easy.

What should you not discuss in a one-on-one?

Avoid routine status updates, gossip about other team members, and surprises that belong in a formal process, such as a disciplinary matter. Formal processes need their own meeting, with the right notice and HR support.

What is the difference between a one-on-one and a performance review?

A one-on-one is a regular, informal conversation about current work, wellbeing and growth. A performance review is a formal, less frequent assessment. Good one-on-ones make performance reviews easier, because the feedback has already been given.

What questions should I ask in my first one-on-one with a new employee?

Ask how they like to communicate and receive feedback, what they want to achieve in their first 90 days, and what their best manager did well. See the full list of first one-on-one questions above.

How we did this analysis

  • Skill scores: these come from the analysis in our leadership skills for managers guide. That covered 10,005 AI roleplay sessions across 17 manager scenarios on VirtualSpeech in 2026.
  • Improvement figure: this comes from 604 cases where the same person repeated the same manager roleplay. The data covers English-language sessions from May to October 2026, across seven manager scenarios.
  • Who’s included: VirtualSpeech staff and shared accounts were excluded.
  • How scoring works: scores are given by AI against criteria for each scenario, not by human assessors.

Turn this into practice for your team

L&D teams at Bayer, PwC and Deutsche Telekom use VirtualSpeech to move communication training from watching to doing. Learners rehearse real conversations with an AI roleplay, get scored feedback on what they actually said, and you can see who has completed it.