Cessna 182s are great. I own a 1961 model, it still has manual flaps, fast back, yet it has a swept tail. Its fairly fast and hauls a bunch. We have flown it up to Alaska and all over the west. You can find older (pre '62 models) fairly cheap and they are simple, tough, nice airplanes. The engines seem fairly maintenence free on one that has been well maintained and there are not alot of AD's on the aircraft.
As for shock cooling, my fathers a 200 hour private pilot who flies it more than me and our cylinders seem just fine. All of the compressions are in the mid 70's wich is great for those airplanes.
One more nice thing if you decide to do some flying thats not like work and take them off paved strips into something short and in the mountains, they are a solid performer and lots of fun.