Advice appreciated on new Simplicity for a newbie

I’m new here—it looks like an amazing forum. I’m also basically new to garden tractors and would really appreciate some advice. Here’s my story: I’ve got 10 acres with about an acre+ of lawn spread out around the house and a small orchard. It’s flat, but has some rough spots and plenty of brambles, etc. (It’s not a nice suburban lawn; I live in the sticks of northern New England.) I’m looking for three things: first, to be able to mow the lawn. I’m not a perfectionist at all but might like to dethatch and maybe aerate every so often. Second, I want to be able to move stuff, especially wood. This is of particular importance; I get six cords of split wood each year and need to move it about 100 yards to the wood pile. I would want to fill at least a 10 cu ft cart repeatedly, a 17 cu ft cart if I could get away with it. Third, I want a tractor that is dependable, not fussy (I’m not a mechanic), and will last for a while—and ideally one that won’t break if I ride over a thick root or tough brambles. I was originally looking at a Husqvarna 2042LS but I’m thinking that’s not adequate for the kind of moving I want to do. Most of my research comes back to Simplicity as a reliable tractor in the upper mid-range ($4000-$6000)—and it looks to me like the Conquest might be perfect. (That’s the high range of my budget.) There is a local dealer who seems to mostly sell the Allis Chalmers line made by Simplicity, but he says he can get anything by Simplicity. (As far as I can tell, the Allis Chalmers AC130 are new, not widely reviewed, and probably not enough for my needs; plus I’m wary of getting into a “new” tractor without a lot of support, though I gather it’s basically a Simplicity with different colors.) So here are my questions: based on what I’ve said, is the Conquest too much or too little? Could I, in fact, get by with something less expensive, maybe a Broadmoor? That is, could a smaller tractor—maybe even a Husqvarna, Allis Chalmers, whatever—haul a lot of wood every year over mostly flat ground, and put up with some abuse? (If I can spend $2000 instead of $5000, I wouldn't complain--but I don't want to save money now and regret it later.) And what’s up with the Allis Chalmers? Why so little web support, etc?
I *really* appreciate any help. I’ve been reading around on the web, but am fairly clueless…. Thank you !!!!!!