Skimping on vacation is definitely a good idea. We got a REALLY good deal on the hotel so I doubt we'll cancel, but I know he has already made reservations at a nice restaurant to celebrate our anniversary.. so we may have to rethink that. He's definitely the type of guy who would get offended by me paying for things unless it's something like takeout dinner for us.
I know losing a job is definitely ego-crushing. I was out of work last year for 2 months and I definitely got to a point of "I'm not good enough, no one will even consider me for an interview." I think that's going to be the hardest part for him too.
Thanks for the suggestions.. I'll keep my fingers crossed that he'll be one of the few lucky ones in today's economy to land a new job relatively quickly.