I am having the same issue - my setup is fine, only started happening since stars updated this morning. I am also using a mac. HUD is not showing for any tournament.
From looking at the hand history files, didn't each tournament used to have its own file? It now appears all hands for all tournaments on the same day are in one file. (or was it always that way and PT4 split the files up?)
Either way, hands are not imported automatically, unless I manually import them using "Get hands from disk"