Something I've noticed over my roughly decade career, having ~10 managers during this time... If you're not having interesting conversation directly related to

Something I've noticed over my roughly decade career, having ~10 managers during this time... If you're not having interesting conversation directly related to your work during 1:1s, it's likely that things are going well for you, or you have a bad manager. Assuming you don't have a bad manager, then they would be discussing things that aren't going well with you. So if that's not the case, then you're doing fine. Use the 1:1 as a chance to talk about your backgrounds, interesting things you've noticed at work, eventual improvements you would back, possible cost savings opportunities, etc.