The early 180's are sweet, generally lighter and usually less expensive to purchase...although it's just the price of admission.
AD's for the 180 are few, so at least that's not a major concern. Do look for groundloop history evidenced by wing replacements, gear box repairs, reskins of the belly or top of cabin, etc. Mine was supposedly never ground looped, but had a wing and top cabin repair. Hmm. They don't have to say what caused the damage in the logs, only that a repair was made. If done well, no problem.
The jack screws for the stabilizer should have been inspected either via inspection covers (not all have them) or, preferably, with the tail off.
Yes, the "A" engine has potential issues (funky oil cooler inlet can lead to overheating), but there are many still flying with no problems. Core value is definitely in question though. An airplane with one would be a ripe candidate for an engine upgrade, so price it accordingly.
Bottom ends going beyond 1500 are common. Tops ends? Fughedaboudit. My engine has 1300 SMOH, with new cylinders. It runs flawlessly, burns no oil and doesn't leak anywhere. I'll run it until oil burn, leaks or oil analysis tell me otherwise. For props, the original Hartzell is a dud, but current versions are OK. The Mac seems to win the prop-ularity contest. I have the 88" seaplane C203 and like it a lot.
Stancil has great info on his site. It was a good education for me when I was shopping for my 180 last year. The skywagons.org site is another good one. Lots of sage wisdom there that kept me away from a clean, but HEAVY '53 180. You'll need to define your mission, and hunt for the plane that suits it. You can find leathered up Cadillacs or stripped down plow mules among the 180 fleet. Both have their place, but light, makes right. These ships are a blast with half tanks on a cold day, and can still haul a ridiculously large amount of stuff when you need to. The extended baggage STC is a must. It totally transforms the utility capability of the airplane.
The prebuy book on the 182 is probably good info. The airframes are basically the same, except for the sissy wheel up front.
Buy one, and you'll have to shave your legs and rename yourself "Nancy".
Good luck! Post more Q's as you come up with them. Good folks here.
Brian