OK well sorry I got things messed up on use of a truck to pull the plow, HAHA!
But as I said, I have done it sort of with a truck and a disc to turn ground over and seen other do so, over the yrs, and just knew its hard on a ruck doing so!
But any how, I also agree that once you add in weight of a machine, all the more so a machine of decent size and weight, which you would need to drag backwards a chisel plow,(will add more on this)
your 1/2 ton truck will be way past max towing limits
add into equation the weight of the new implement as well, to the machine, and odds are, your not getting legally by with a 1/2 ton truck, which also brings up the legal question about what you states rules are on towing things, , as many stats have rules that anything over 10,000 lbs, will require additional drivers license level, as in a CDL, so, I would check into this as well before buying anything
back to dragging a chisel plow backwards with a REAL chisel plow, again, a skid steer is not really the tool for this task, and odds are your going to need the largest of them to do so, to just have enough weight/down force to have traction to do so,
which is why you don't see many that have rippers,as you noticed they do not work so well, mostly because of traction issues, and machines just not heavy enough to do this type of job!
Case recently came out with one that can be had with a ripper, and is more of a dozer than a skid steer, and would maybe be your best option if you wanted to stick with a skid steer design like machine, m, but its very heavy past what your truck can handle, and well, costs way up there as its only been out a yr or two now and will still net a high asking price even if a used one could be found, so I doubt you'd have interest in them!
But they might be a as good as a one machine tool for a track as there is IMO<,
back to back dragging a chisel plow, with a basic skid steer or track loader,, , when your back dragging your adding a bunch of stress to pins and, attachment points, and well drivetrain , and the cooling on the machine,as there just not meant do to this type of work , as your putting non stop stress on things , maybe for short periods of time, you can get away with it, or just not very often,
but not for extended periods of time, or you will find weak links fast
SKid steers basically have a use of, lift.load something, and have it in the resting position while in travel, , there typically isn't a load on things, in most of its uses , and even when there is things like a brush hog as an example, the weight of these things is not going to be any where close to the amount of force being applied when using a plow
a tractor has low gearing and weight on its size to plow things, and it has a designed in use of things like p[lows, to add extra support to stress points when a load is applied to things
I think if you get a skid steer and use if often with back dragging a chisel plow, your soon going to be finding weak links and doing costly repairs
I think you would be much better off buying a OLD, 1950-1970's era 50+ hp tractor, they can be had plenty cheap and many are pretty cheap to get back into good condition, and most all popular models, will have no shortage of parts for them
tractors of this era, have WEIGHT build into them and were more over build than under built like today's modern tractors
I have bought and sold many older tractors some from the 1940's, paid very little ,. many were in great running condition just needed some simple up keep, and are still running and in use today, there is a reason so many folks collect and like these old tractors, they were again over built, simple to work on and still tons of parts for them, due to , well, there still in use by many, and at a fraction the costs of newer ones!
I'd suggest looking into adding one to things, and then get a skid steer for other uses!
an example of tractors,
last one I bought was a 1969 farmall 340 about 48 hp, and it came with a 8 ft disc, a two row corn planter and a 2 row plow, , all for $3000, and needed nothing , had 2100 original hours on it, tires were getting old, but still held air fine and lots of thread just getting aged out, and I did a full fluid change, tractor now has 3800 hrs on it and is still in use at my one hunting property!
deals are out there if your willing to look and go find them, and be willing if needed to have shipped or go and get it, just again watch weights of things, heavier is better when doing plow work , which as a farmer, odds are you know! its now all HP< its weight and gearing PLUS hp when things get BIG
but for decades older tractors has less hp , but had weight and gearing to get the job done and they so just fine and still do!