Sorry for taking so long to reply, and you have probably dealt with everything by now, but feel like it is necessary.
The 14" rims that I put on my trailers are circa 1997 Ford Ranger rims. I personally prefer the style that has the holes around the circumference, but the more common style I call the deer hoof style. You will know what I mean when you see them. I sure hope they don't need to be hub centric. I have had to grind out the center hole to get them on. They seem to ride OK.
Joe Thoen and I have a complicated relationship. I have not had any complaints about the quality of their work. However I have seen stuff that they got someone to pay for that was just a bad idea. Other stuff that I might say could get me in legal trouble. However, you are correct, he has a large selection of parts that are appropriate for Trilliums.
Paint is not my strong point, but if you plan to keep your trailer, then a two part, (epoxy?) paint makes sense. Not cheap though.