How bad does this look?

Just my opinion but I would get it in good shape mechanically and drive it till it dropped.In my eyes it's not worth spending the money to fix the body.

That's why I'm thinking just make the panels flat and nice looking without spending more than all my cars are worth and just drive it.

I would not pay 2 k for that not even 1k, that rust is bad & the rockers might be compromised, you need those to be good, wheel wells not so much, are you sure those frame rails are not damaged? That is a rough car ,Lawrence

I really didn't want to, but for some reason unknown to me, him, and hated by my fiancee, I am absolutely in love with this car. I know for sure that there is nothing major wrong with it that would prevent it from being safely driven. I would take it to a friend's place and throw it on a lift and do more of an inspection than I can on a floor jack, but it is currently not insured. It has registration, but no insurance and it'd be about a 20 mile drive one way on I-75. And if there was something major wrong, I think we would've noticed it when we had it doing about 70 or 80 on I-75 from Bradenton to Palmetto; that's a very short highway trip, but I didn't want to deal with in town traffic.