What should I be mindful of? How well do you know your manager's manager?How much time have you spent with them without your boss present? A comprehensive guide to starting with one on one meetings, including free templates and recommended questions. Commit to share your first 100 day plan with your boss. Write your 100 day plan in a document or email and send to your manager before you meet again. Read on for our pick of the very best one on one meeting questions for anyone looking to take their personal and professional development into their own hands. What would you like to know about me? To ask a manager anything effectively, try to solve the issue yourself first and prepare your questions in advance for a productive discussion. 96 Great Interview Questions to Ask Before You Hire, 101 Tough Conversations to Have with Employees, and 2600 Phrases for Effective Performance Reviews.