Here is a new one. At least to me. Flying IAH-YVR-IAH using miles for me (GS), wife (MP member with no status) and 8 year old son (not a MP member). Used plus points for all 3 tickets.
Miraculously, on the outbound wife and I got upgraded the day before and son got upgraded at boarding.
On the return, there was only one first class seat available for 72 hours before the flight. For some
reason that entire time my son was first on the upgrade list ahead of me, and he was the one who got the upgrade as we were boarding. Which went to my wife of course but still. .... The gate agent called him up for the upgrade and asked me if he was unaccompanied! Lol