Ask general questions that reflect your enthusiasm in the work. How about your yearly goals, have you made any traction on them?How are you feeling? We're sharing 14 great questions you can ask your new manager during your first oneonone with them to help take your meeting to the next level. Any interactions you'd like to discuss? Welcome to your complete guide on what kinds of questions to ask your boss and how to prepare for your oneonone meetings. 24 questions to use during your next one-on-one. The success of oneonone meetings hinges on your ability to ask the right questions. In this article, we'll cover common check-in themes, sample questions, and other helpful considerations to help you get the most out of your team's feedback. How much should I speak up during the early board meetings?