I've never been a part of the world of classic cars. My grandpa had a 1968 cadillac convertible when I was a kid though and I've always dreamed of owning one. In the past when I've searched for cadillacs around that year for sale the prices were very high. In a very strange twist of fate I stumbled upon one (1968 cadillac de ville convertible) for sale last night, near a place we were going to be visiting for the weekend, for what I think is a good price - 5k. It runs and drives but is a bit crusty - generally dirty all over, some dents and dings, spots of rust here and there.
I have the money to buy the car and I think I'm buying it for the right reasons (not thinking of it as an investment but a long term project with some strong nostalgia mixed in). I've done a decent amount of work on my own cars but nothing too serious (starters, struts, etc). No body work.
Questions:
1. What should I be looking for on the car when I look at it?
2. Can I haul this thing home (about 300 miles) with a 2014 yukon xl denali and a uhaul car hauler? My research says this should be fine but I've never hauled anything nearly this heavy before.
Any help would be greatly appreciated!