pending on dry lot size. and if there are fence around it. a small size skid steer can be more easier to manuver. within the dry lot. more so getting into corners and around feeders.
skid steers ((when i say bobcats non tractor folks around me tend to figure out what i am talking about quicker)) have a much shorter turning radius, and you can almost have zero turn if you want to bounce around some and scuff the tires some.
as far as front loader vs rear loader. on a tractor. i would go with front loader. more so if you have 2 wheel drive older tractor. with the bucket on front. you can get yourself out of alot more sticky stuck situations. ((been there done that, to many times)) by curling the bucket and kind pushing your way backward. giving your rear tires more weight in idea to bite into the ground and roll the tractor up and out of a rut.
also with a front loader on, you generally always want to drive with the bucket all the way down or as low as you can go to the ground without hitting the ground. ((helps you from rolling the tractor over)) but also if you are driving through tall grass and weeds. your bucket will hit what ever first. if it is a fallen down tree limb or a stump, as far as a creek or wash out that you didn't know about / forgot about. with loader being on front. you will get your front tires down into it. but with loader bucket low down to ground, you will not fall clear down into it. and with the bucket on front you should be able to work the front loader bucket, to push the front end back up and over the edge. while working the back tires and the back tire brakes to get up and out of the area.
having the loader on rear... to much balance problems more so when ya get that bucket full. IMHO. and your front end will become light or come off the ground. resulting you working the left and right back tire brakes. plus turning your head backwards. no thanks.
as far as getting traction and digging into a pile of dirt, or down into the ground. loaders are not the best thing for digging. they are "loaders" while they can skim dirt off of the ground. with some work. you are better off with other attachments for digging and grading.
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skidsteers are a tractor in a sense. and there are plenty of implements for them out there. i tend to see many farmers with bigger size field tractors. and then having skid steer with a bucket, pallet forks, etc... for them. to move stuff out of trucks or off trailers and into sheds. move seed bags around, 55 gallon drums, land scape work, etc...
and then i tend to see folks around not really needing a big size field tractor. but having enough land, that a skid steer is to small, and needing a bigger size tractor say larger size compact tractor that is more versatile for attachments, and more horse power. than a skid steer to do what needs to be done.
i then tend to see folks in the landscaping buisness having skidsteers. (smaller size, smaller turn radius, less weight, to due the smaller size jobs that require alot of material moving. vs shovel and wheel barrow. and if the job is a little bit bigger, the skidsteer grant would take more time. vs a larger size compact tractor might take, but works for them.
4x4 or MFWD tractors i honestly would rather have. but if it is too muddy for a 2 wheel drive tractor i most likely shouldn't be outside in first place due to all the ruts i would be making, but a good old 2 wheel drive tractor with a front loader already on it. can be a nice piece of machinery. but if ya not DIY'er and half way mechanically inclined. be prepared to do some paying for repairs. or good long down times as you figure stuff out on the older tractors. buying a shop/parts manual and operators manual can be worth it.
for myself when it came down to choice, i knew a skidsteer would be nice, but for what needed to be done on the farm, pasture, lakes, just not enough horse power. and it would end up being cheaper long run. for a bigger size tractor. and slowly getting implements and selling other implements off as i get done with various things. though at initial choice it was a tough call.
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don't glue yourself to the internet, make phone calls as well. check local papers for auctions as well.