ONE-ON-ONE QUESTIONS · 15 QUESTIONS
One-on-one questions for new employees (first 90 days)
In the first 90 days a new hire is quietly deciding whether they made the right choice. Weekly one-on-ones with the right questions help them settle faster and tell you early if something is going wrong.
Week one to two
- How has your first week compared with what you expected?
- Do you have everything you need: access, equipment, information?
- Who have you met so far, and who else should you meet?
- What has been confusing that nobody has explained yet?
Month one
- What is clearer now than it was on day one?
- What would have made your first month easier?
- Do you know what success looks like for you at three months?
- Is the job what you thought it would be?
- Who has been most helpful so far?
Month two to three
- What do you feel confident doing on your own now?
- What are you still unsure about?
- With fresh eyes, what do we do that seems strange or slow?
- What would you change about how we onboard people?
- How are you finding working with the team?
- What would you like to take on next?
How to run it
- Meet weekly for the first three months, even if it is short.
- Write down their "fresh eyes" observations. They disappear after month three.
- Agree a 30-60-90 day plan in the first week so both of you know what good looks like.
What to avoid
- Overloading them with information in week one.
- Asking "any questions?" and moving on. Ask specific ones.
- Waiting until the probation review to give feedback.
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 remote employees
- 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)