Structurally it was fine, the only rust was surface rust where the paint was gone, nothing rusted through or even partially rusted through so a good sand blasting job will take care of that and get it ready for either a new paint job or hot dipping. The deck boards were beyond shot, many missing which is no big deal, they are all getting replaced anyhow.
The brakes and drums were looking great from what I could see but we'll tear them apart to put new seals and check over the bearings anyhow and do a full inspection of the undercarriage at that time. Its spring suspension, which is what I wanted, so that's a huge plus, from what I saw, everything was there and in good shape and not even the hangers had rust on them or any holes, another plus. Its got a full set of outriggers on both sides, but I'll need to add something for over the axles, not sure yet what that will be or how to go about it.
Now for the bad parts, the beaver tail is too short and far too steep, the ramps are heavy duty but also too short and too steep. It was decided a long time ago, hydraulic ramps were what was going to happen, so those things need to be done, I think we have a plan to be able to add onto the beaver tail and basically just put an extension in to change the angle and length of that, shouldn't be too hard to do, mostly time. The ramps will probably be a do over even though they are in great shape, its not really feasible to change what is on there now, far faster and easier to just take the similar pattern and build new from scratch. The lights and wiring are a complete do over, just rip it all out and start from scratch, about like any other trailer I've ever bought used so I was expecting it anyhow. Tires were tubeless, so at least we didn't have to junk the tires and the rims from day one, some of the tires will need to be new, but all in all, I'd say most are in good shape and usable. The rims were far newer than the trailer and without being in salt, I think from what I saw, I shouldn't have to buy new rims right off the bat.
It needs far more tie down hooks, I think I counted three to a side is all. I don't think the outriggers had much use, they moved, were all there and all straight.
Its an older trailer with dayton wheels, which for me is probably better, dayton's are easier to change and I have spares on hand at all times anyhow.
There's bound to be some surprises once I get it home and torn apart, but its a used trailer I wasn't expecting it to be in new condition ready to use.
To answer your question as to how rough it is, most would just take it home, put a few lights on it, patch the wires, slap a coat of paint on it as is, new deck boards and put it to use.