Well, this is going to be fun to talk about to my administrative assistant on Monday...
I booked the Chateau Laurier via The Edit on the company card since we don't do a lot of travel and I wanted to at least clear the $250 Edit credit with it (we keep an account of these things and check this sort of spend vs personal spend on meeting with the Board Chair). No problem...except that the remains of the Chase Travel Credit (the $300) hit first. The stay is like $440. So, $289 and a bit gets taken off. Then the $250 came off. So, uh, apparently I just...netted out $90 by going on vacation?
I expect we'll have some future travel expenses (and, cards on the table, I mainly had us get the card for the sign-up bonus...but also so I didn't have to fight through bookings being on my card and needing reimbursement, and the odd-and-end credits are mainly an exercise to offset the fees since I can't think of a situation where we'd put employees up in an Edit-grade hotel on a work trip), but it's still weird - I didn't expect it to process like that.