Don't feel too bad. I still kick myself over this one:
The summer in between my HS graduation and going off to the Marines in the fall (1997) I was looking for a K5 of some kind. A '72 popped up on the local paper so my buddy and I went to see it. It was actually in pretty decent shape for a then 25 year old vehicle, had spent most of it's life in Washington, and only had 100,000 miles on it. Started up and ran great and just needed some body and drivetrain work to make it a truely nice truck.
Even better the guy turns out to have worked for my father in the past and thought so highly of him that he immediately dropped the asking price $500 just for me.
Even EVEN better my buddy's dad owns a body shop and LOVES 67-72 GM trucks and happens to have a bunch of NOS body parts for them in his shop. Even suggests I leave it with him while I go off to bootcamp.
I even had the cash to buy it at around $3000 AND pay for the body work.
The STUPID.
I passed on it. Figured I'd not want to deal with it. Moron. I coulda just left it at my buddy's dad's place and came back 3 months later and had a nice, rebuilt '72 K5 Blazer. NOOOO....can't do that.
6 months later I bought my parent's '92 Blazer K1500 and spent 4 years battling torsion bar IFS. Dumbass...