Id love to hear some more in regards to buying "used" versus new. I am always concerned about inherited someone else's issue and the lack of warranty on the piece. Not sure how I can provide you my email privately if you dont have it already.
I think I only have one or two watches that were bought new. In almost all of the other cases I bought an absolute mint condition watch for significantly less than new.
VC and JLC are in the same tier as AP and above IWC imho. Both w+a and I have Reversos, mine a duotime and I think w+a has a squadra. CSM has an ultrathin. They are superb, generational watches. In the same price point as the IWC you were looking at, look at a master compressor, same type of technical,tool watch feel and a great watch.