HRB111, you can dig a ditch with a spoon, it just depends on how time and effort you want to put into it. I think you are trying to cut down on the time your husband spends doing it so it would seem that you want as big a deck as possible and therefore enough horsepower to drive it. It would also depend on how often he is going to cut it and how tall the grass will be. There's no sense in having a 54" deck if the grass is so tall and thick that you can only use half of it without the machine bogging down. I cut my rolling 4 acre yard with lots of trees using a John Deere 318 (18hp) and a 42" deck (I think???) for years without any problems. In fact, at times, I wish I still had that machine. It's just that with a 24 hp diesel and a 5' mower, I can get it done a lot faster and easier ... and therefore I tend to cut it more often. If someone actually needed a 25 hp gas yard tractor to cut their grass, I think they are on the verge of needing to step up to something a lot more serious and expensive. Personally, I think that something in the 22-25 hp range with a correspondingly sized deck would be more than sufficient and that 18 hp would probably be adequate.