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My manager does it mostly like this:

Scheduled every two weeks, but we're both quite busy, so we often let it slide unless one of us has something that we've been wanting to talk about, but we're both available at that time if either of us does. We're both easygoing with rescheduling or canceling.

First chunk is the "how's it going" bit to gauge general mood. Then a bit of feedback (he's been hearing good things about me, or maybe that I've been too quiet lately and need to communicate more, etc.) Then a prompt for me to talk about whatever. Finally, sometimes there might be a bit where I bring up scheduling vacation or he brings up a side task/project that he wants to ask me to work on.

I usually ask about big-picture and long-term stuff - where we're going as a company, how some big initiative that I haven't heard about recently is going, how it's going to affect our plans that we're behind schedule on some things after having had to re-prioritize others to the front, etc.

My former managers never did 1-on-1s, so I'm still not really sure what sorts of things I'm supposed to talk/ask about. I'm learning a bit from this thread. Maybe useful to use one of the meetings to hash that out - what do you want to get from it, what you want them to get from it, and vice-versa.



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