FWIW, in a sim using FHM9 the AI GM for the Winnipeg Jets acquired Sergei Bobrovsky from Florida & Philipp Grubauer from Seattle (I think it was) while they still had Connor Hellebuyck.
In the end, the ended up releasing Bobrovsky in like October or November if memory serves me correctly.
So I don't think this is a "new" oddity in the FHM world.
https://forums.ootpdevelopments.com/...d.php?t=344492
*Edit - Not sure if the screenshots are still showing on this post or not (they aren't on my end for some reason).