No experience with those but I just use a 1/4 wobble bit driver with regular sockets for my impact driver. It works fine for small low torque fasteners.
I added a small 20 gallon tank on the far end of my shop away from the compressor. Only about 50' from the compressor. I feel like it helps with my impact for shorts bursts but my air piping is very basic and probably undersized. I am sure someone smarter than me will have an answer but it...
I would rent a scissor lift or scaffolding to do the initial work you need to do. After that it's hard to beat a compact tractor with QA forks especially if OP has acreage to maintain. In my opinion a forklift in a shop that size would be overkill unless you are dealing with very heavy material...
Don't know about the Gen 2 Icon ratchets but the Gen 1 ratchets had a wave washer between the cover plate and the anvil. It was in some of them and was left out of some. Don't know if it was by design or a quality control problem during the assembly process.
Breaking fasteners loose with ratcheting wrenches is fine within reason. Maybe the wrench you broke was not a quality wrench but a brake caliper bolt is not a place I would use one.
I don't really like the two position wobble extensions like the Tekton or the Snap on wobble plus. They always lock straight in a tight spot when I need the wobble. Snap on is definitely better especially in 1/4" drive wobble extensions. One of the tools Snap on sells that is worth the price
I feel the big advantage of 1/4" drive is more the compact size of the ratchet head in tight spots. I would look at not having 1/4" drive a big disadvantage