No you didn't miss anything because of low inspection, there was a bug in Quest. I've spent a good solid 5 hours getting this quest fixed and testing every tiny variable possible to make sure it works perfectly, and now I can say it finally does. The appears only after meeting Bertram, and entering Foxy Boxes, and only if you haven't read Bertram's 1st email.
Also now the quest won't fail unless you took it but didn't complete it by the time LaCroix sends you to Hollywood. If you enter Foxy Boxes, and meet Bertram then you WILL receive an email asking you to wipe the computer. It's a very fun bug free quest now. Exciting!