Sometimes discuss life issues. In this post, we'll share 40 questions to ask your boss during oneonones, performance reviews, and casual conversation.How well do you know your manager's manager? How much time have you spent with them without your boss present? Ask general questions that reflect your enthusiasm in the work. Leaders from over twodozen companies share their favorite oneonone questions. Asking questions in a group setting will nurture a healthy dialogue within your team, strengthen your connections with colleagues, and encourage engagement. Ask him what his challenges are, what is goals are for the coming period so you have an insight into the work you're doing from his point of view.