Not sure what are you talking about. The best moment to speak about anything is ASAP. I am not going to wait until next 1-on-1 meeting day because that's the procedure. I am not going to track the bullets of interesting topic throughout a week and wait either because I have many better ways to spend my time at office, like contributing to the project. If I have anything that needs a discussion I go to manager and talk, or I go out for a lunch with him. It works both ways. A 1-on-1, to me, is an artificial construct created so the organization can mark a goal completed "we are trying to foster a better culture and growth environment, blah blah blah." What are you talking about when there is nothing to talk about? Not because of hostility - just everything has been already discussed. Don't get me wrong here. I am on very good terms with my manager and we have not always easy but honest communication channel for few years, now. We just cancelled our 1-on-1 and I couldn't be more happy about it. None of us lost anything.
> Not sure what are you talking about. The best moment to speak about anything is ASAP. I am not going to wait until next 1-on-1 meeting day because that's the procedure.
But then all of your conversations are about operational matters.
When can you talk about careers? When should I talk to my employees about the 'boiling a frog' stuff? A steady increase in workload, the new x is causing anxiety with y. Or even that person x is concerned about person y's welfare. All huddled in our open plan office, it is hard to have those conversations. The 1 to 1 allows that.
As I said - ASAP. I come to my manager and ask "hey, can you spare N minutes for me?" If he can't, which obviously may happen, then I ask for convenient but close enough time when he's available. The form is up to me and him - we're having lunch quite often. For you a separate room might work better. Case by case, I guess. But again, it doesn't change anything I said - I am talking with him because there is a reason, so the meeting actually is meaningful, not because it's scheduled or because other companies doing it.