Yeah, if they help you get your work done quicker, and back home to the family, it's a slam dunk! I bought and rigged that tandem axle trailer so I could go from manually loading rounds onto a trailer with nothing but the muscles in my back, to skidding full logs on at a rate of several cords per day. The little red wagon was purchased to help me avoid having to handle wood twice every time I brought it up to the house, as previously I'd move it from my woodlot racks to the loader bucket, and then a second time from the loader bucket to racks I had set up on that patio. Double work, and so tedious. Now I just load that big red wagon and park it!
As to my comment above, when my grandparents passed away, we spent a few months cleaning out my grandfather's multiple properties, esp. the house where he kept his plumbing business. Without going into details, I'll just say the work to catalog and either move, sell, or scrap everything there was beyond monumental. I sometimes worry I'm doing the same thing to my heirs, but with them not having the advantage of being at least interested in this stuff, whereas I was thrilled to receive and keep what turned out to be the amassed tool collections of a few generations of my predecessors. Of course, much of it is what makes life possible or practical in this house, like the wood processing and hauling equipment, or the tractors.
To the OP: Which way are you leaning, with this trailer decision? Did you end up taking it over to the TBN forum?