Which part of the work here do you feel as most relevant to your long-term goals? What kinds of projects do you want to take part in to move toward your goals?
I’ve noticed that our last several one-on-ones have stayed pretty surfaced. What are your honest impressions of this meeting? What could we be doing differently or better?
I’m trying to make my one-on-ones better and would appreciate your honest feedback on this one — what did you like about it, and what could be improved?
I’d like to improve as a manager and I could really use your help. Next week, would you be willing to share some feedback on one to two things you think I could do better as your manager?
What kind of projects do you enjoy working on? What motivates you to work on a project? Can you name three things we can do to help so you can enjoy your job more?
How would you describe the personality of the team? What sort of person would be a good fit here? What sort of person would add something we're currently missing?
What do you think about the amount of feedback in our team? When do others give feedback to you? Would you like to hear more feedback from other team member and me?
What part of the day do you have the most energy and focus? When do you have the least? What changes could we make to your work schedule to accommodate this?
Which part of the day do you feel most productive? When do you feel that your energy and focus are at the lowest level? What are the changes that can be made so you can take the best out of a work day?
To help identify and clarify the goal: What do you want to achieve? What will you do to achieve it? When will you do it? Who do you need to involve? When should you see results?
When you have a creative idea or epiphany, what do you do with it? (The kinds of things that would get openly discussed in an office could be missing!)
Do you think our decision-making process includes those that work remotely well? Have you seen a decision drag out for too long lately? (Decision making is hard and usually longer in remote teams and is worth constantly monitoring the pulse on.)