Struggling to spend 13k with three dealers

Looks like you’re dealing with email, or maybe I over read you have called them and had an actual phone conversation. If you have not spoken to them over the phone then I would suggest starting there as maybe they are reading too much into your email as another one of the many tire kickers they get. I think you mentioned a trade you have which maybe they’re not interested in and again maybe reading you have to make the trade to complete the purchase. I own a business and get my share of emails that I pass over too as I don’t have the time to answer everyone or I’d get nothing else done, but when my phone rings, I answer it. As far as getting a quote on the price of their used Wilson’s, aren’t they noted either on their website or here? Are you throwing a lowball number at them by chance which they don’t feel the need to respond. Have an idea who you are referring to in Chicago and I question they’re just being lazy or don’t want the business.

Why would any dealer have a “pick up charge”? If anything, there should be a discount for you showing up with a couple of buddies and a truck.I would avoid that one completely. 

Oz

a month of endless emails and conversations

With three dealers and still nothing, despite this back and forth emails and conversations.

This is how you know about the shipping charges, pick up charges and them being reticent to set up.

My advice - stay focused.  Accept any terms they make.  Just take delivery and you'll figure out how to set up.  They are speakers, not something complicated like running a retail audio chain.

Then report back.

My thoughts are that a lot of dealers are plenty busy catering to the 1% ers.

They aren’t going to give the rest of us a lot of time when they are busy installing complete AV/Security and whole home networking and music systems. That’s who gets their prime dealer attention.

It's also worth thinking about how they are going to make money on this deal, at least a little.  If these are trade-ins, they probably need to recoup 100% of the trade in value so have no desire to negotiate or need to charge more to make up for a prior deal.  Another thing to consider is, among their customers are you going to be in the middle or low end of spenders?   Not saying you shouldn't be treated well, but that dealing with a vendor who thinks of you as their prime customer makes a difference.

As others have suggested, I would call them.  You can hash out the deal within a couple of minutes that way and get the ball rolling.