Since I would no longer have a "job", I would probably buy vehicles like I've had in the past. You know, the ones you were sorry you sold. In my case, a Chevy Corvair, IHC Scout, Plymouth Scamp (the pick-up truck), maybe a Plymouth Duster (slant six). Do as much of the restore work as I could do myself, and have the work I couldn't do done by others. Then, I'd probably add some miscellaneous cars that interest me to the collection; a Model T, a Stanley Steamer, a Studebaker Avanti, a Buick Reatta, perhaps a "rat rod".
Bit of a "mixed bag", eh?