Another option if you want to do flipping...rather than go for damaged 5yr old trailers, look for 50-60's trailers. There seems to be a nostalgia boom, so they might have some resale value. Plus they are relatively simple and solid construction that should be easier to repair.
Similarly, airstreams are always way overpriced, so there is a lot more margin for turning a profit...though you will have to learn the specific construction methods but shouldn't be too hard for a handy guy.
Buying a 14yr old low value, nothing special trailer and doing a complete rebuild is just crazy.
