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ONE-ON-ONE QUESTIONS · 13 QUESTIONS

Wellbeing check-in questions for one-on-ones

A good wellbeing check-in is simple: a real question, time to answer, and a manager who listens without rushing to fix. These questions open the door without forcing anyone through it. You are not a counsellor, and you do not need to be.

Opening questions

  • How are you really doing, outside of work stuff?
  • On a scale of one to ten, how is your energy this week?
  • What has been the hardest part of the last couple of weeks?
  • What is one thing that went well recently?

Workload

  • Is your workload manageable right now?
  • What could we take off your plate or push back?
  • Are you able to switch off in the evenings and at weekends?
  • Is there a deadline worrying you that I should know about?

Support

  • Is there anything going on that would help me to know about? You do not need to share details.
  • What would make next week a bit easier?
  • Would more flexibility in your hours help at the moment?
  • What do you need from me right now: advice, help, or just someone to listen?
  • Is there anyone in the team who seems to be struggling that I should check on?

How to run it

  • Ask once, then wait. Silence is fine. Many people need a second invitation.
  • If someone shares something serious, thank them, ask what would help, and point them to your company’s support (such as an employee assistance programme or HR).
  • Follow up a few days later. That small step shows you meant the question.

What to avoid

  • Pushing for details they have not offered.
  • Diagnosing or giving medical advice.
  • Saying "everyone is busy" or comparing their situation with yours.

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