> My boss entered my name into the search field and says "Before I hit [Enter], is there anything you don't want me to know about? We don't have to do this."
That's a bit weird, isn't it? Why did your boss enter your name, and not their own name? Or ask for a volunteer?
Granted, you were asked "should I go ahead or not", but you shouldn't have been forced into this situation in the first place. You could easily have had something in your history completely irrelevant to your work, but saying "don't" would reflect poorly on you regardless.
That's a bit weird, isn't it? Why did your boss enter your name, and not their own name? Or ask for a volunteer?
Granted, you were asked "should I go ahead or not", but you shouldn't have been forced into this situation in the first place. You could easily have had something in your history completely irrelevant to your work, but saying "don't" would reflect poorly on you regardless.