Do people really just not get it that their items are not selling...

I urge all sellers to overprice everything and hold it like that. There will be a lot of buyers, just wait for couple of months. That's how you capture the market and inflate the value while creating new normal. Prices are often already inflated. Ten year old piece, whatever it is, with some exception, should cost no more than 10% of its new equivalent. 
When item is priced low and sold very fast, this creates unfair situation when most members can't even see the ad let alone have time to think of whether or not buy it. First come first 'steal', right ? Right. 

LOOK.

No one has money. Everyone on here is a have-not. Let's just be real. If the item isn't less than $2k it's hard to sell.

Even if you're in the market for a $5-10k item, those are almost all dealers trying to sell new OR they're trying to make a profit from a trade-in or something like that. I have no idea how The Music Room operates but you know damn well they have the system figured out. You can't lowball dealers because they want to make money on the stock.

What's annoying are ads for weird lesser-known brands and which are usually 10+ years old with multiple owners. Look bro, half off of MSRP from 15 years ago for a product without reviews or seen at shows after two owners isn't even remotely a deal. No one is going to buy your CRAP. If you would price ACCORDINGLY you could possibly move it.

What Music Room sells appears to be mostly overpriced, sure.
My impression regarding haves and have-nots among those who participate is mixed and complicated. Besides, I think that some are just not in the mood to buy for various reasons. But that's active participants. Perhaps many sales go overseas especially to Asia. I also see some good 220V equipment from overseas dealers that no-one buys for months, some priced reasonably but still quite expensive. But you are right, $2k for old piece is already a lot of money, certainly for me.
Overall things don't go well, no doubt.

Having no problem as I'm giving great deals everybody is jumping on my stuff.