Lowboy Questions

I'm looking at expanding my small one-truck operation and getting a lowboy RGN trailer. I found one on Facebook that I'm going to go look at in the morning. I'm kind of curious what people here think about the situation.

First of all, the trailer in question is a 2007 Trail-Eze TE110DGWS. It has an upper deck on the gooseneck, ag pull outs, third axle, winch, load scale, and hydraulic ramps on the back end. It was listed several weeks ago at $41,000 but about a week or so ago he dropped the asking price to $35,000. The seller says that it has rust on the frame but he doesn't really elaborate past that. The fact that something like this has lasted this long on Facebook at that price here in eastern Nebraska kind of has me nervous already because the rust may be bad enough to make it not worth the price. That's the obvious part but I am interested if anyone out there has any experience with these particular trailers to know what else to look out for, outside of the run of the mill stuff.

Secondly, a business partner and I are looking at purchasing this together. He farms and I run commercially. I already know that I'm going to have to license this trailer and carry the insurance on it if I'm going to be pulling for hire. That comes across as pretty straight forward but is there something on the liability end of things that I'm overlooking?

Lastly, how much pain in the rear am I getting myself into in terms of what I can haul. I know that as long as my cargo fits on the deck of the trailer and is within weight requirements, I'm good to go... but, if we go through with this, I'm very likely to haul oversized ag and construction equipment with this trailer. Such loads will obviously require oversize permits. Now, I operate intrastate and don't leave my 150 air radius. Even so, how big of a pain is it to deal with obtaining permits and such for oversized loads? As they say, is the juice worth the squeeze?

My business partner and I are only going to go look at the trailer tomorrow morning and aren't planning on making any offers, as of right now... but if it comes to it, I want to know that I'm not overlooking something.

Thanks in advance for any advise or insight!