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.
FREE TOOL
Build the agenda and keep your notes
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.
Open the one-on-one notebookMore one-on-one questions
- First one-on-one questions to ask a new direct report
- One-on-one questions for new employees (first 90 days)
- Career development questions to ask in one-on-ones
- Wellbeing check-in questions for one-on-ones
- Questions to ask your team for feedback on your management
- One-on-one questions for an underperforming employee
- One-on-one questions for high performers (to keep them)