So the face-to-face meeting happened this afternoon.
I began by asking if he knew why the meeting was called. He did not.
I asked him if he recalled a text message that was sent to me at 10:30 p.m. Tuesday. He did not.
I asked him to take out his phone and look at our chain of communication. His face did not project to me as someone who was noticing this error for the first time.
Upon this "realization," he said he was sorry, quickly followed by the fact that he had been wanting to discuss with me at the end of the fiscal year some things he thought our group could improve on and things he thought we could do better.
I was extremely patient - did not raise my voice. Expressed my disappointment, disapproval, the breach in trust, making it clear that I thought our relationship was to the point after two years of working together that he could come to me with any issues he had.
He followed up with a bit of a shift, in saying this was a tough time for him, that this year had been tough, he has just bought a house, and that he had allowed little things to bubble up. He also brought up his salary as a concern, which felt sort of convenient as we had discussed all of these things and issues this summer - at length - when all companies were going through pandemic-related issues.
I kept at it and continued to tell him how disappointed I was, until it finally started to sink in I think. He mentioned that he found out that a position was open at another org at the same level as him, starting out at significantly higher a salary. It just so happens the hiring manager is a personal friend.
I told him I would like nothing more than to recommend him for a job that gets him to where he wants to go - but that I needed him to work on the things unrelated to his actual day-to-day job. His relationships with others, the cadence to his questions, his tone and general unwillingness to ever "be wrong".
One of the main things this person struggles with in general is taking all criticisms or critiques personal. Or any perceived slights to heart, making it "all about him" rather than understanding that others have duties and jobs that don't revolve around him. This has been a constant theme and discussion, and it snowballs for him so we discussed that at length.
We continued for about an hour total, and I think by the end I was able to get through to him. He stuck around in the conference room after to decompress when I left, and I am hopeful he makes significant changes to the way he approaches things and is more positive and more open minded about what others have going on. We shall see.
Thanks all for the advice. It helped give me some perspective that was extremely beneficial.