I'm just not really sure anyone would buy in my area with a dented rim like that, even for $1000-$1500, and nobody near me is willing to try to straighten it. I've asked several shops.
I've decided it would be worth my time to put a new rim on it and then sell it for $2000 or maybe a bit more if I can manage, and not have to go through the hassle of explaining a bent wheel and scaring buyers away.
I was able to find a used rim on Ebay for $300, which was around what I was looking to spend, and I'll pull the wheel myself and just have a shop swap the tire over.
Pretty much just want to get the cost of the engagement ring I'm about to buy out of this thing. I think I can make it happen.
Thanks for the input everyone!