ONE-ON-ONE QUESTIONS · 14 QUESTIONS

One-on-one questions for remote employees

Remote team members miss the small signals that build trust in an office: overheard conversations, a quick word after a meeting. The one-on-one is where you make up for that. These questions focus on connection, clarity and the things that are hard to see from a distance.

Connection

  • Do you feel connected to the rest of the team? What would help?
  • Is there anyone you would like to work with more closely?
  • Do you ever feel left out of conversations or decisions that happen in the office?
  • What is one thing that would make you feel more part of the team?

Clarity and communication

  • Are you clear on what matters most this week?
  • Is there anything you have been waiting on an answer for?
  • Are we using the right tools, or are messages getting lost?
  • Do you get enough feedback from me, given we rarely see each other?

Workload and boundaries

  • How are you managing the line between work and home?
  • Do you feel pressure to be online outside your working hours?
  • What does a good working day look like for you right now?

Support

  • Is your home setup working for you, or is anything getting in the way?
  • What is one thing I could do differently to support you remotely?
  • Is there anything on your mind that is hard to raise over chat?

How to run it

  • Keep cameras optional but keep the meeting: remote one-on-ones are the first to get cancelled and the most important to keep.
  • Use a shared agenda doc so they can add topics during the week.
  • Watch for changes: shorter messages, slower replies, quieter meetings. Ask about them gently.

What to avoid

  • Using the time only for status updates you could read in a message.
  • Rescheduling repeatedly.
  • Assuming silence means everything is fine.

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Add these questions to a one-on-one agenda in the free notebook, take notes in the meeting, and carry the actions to next time.

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