I ended up buying the Mountain Hardwear Ultralamina 15 degree bag
I got a lot of stuff from backcountry during their 50% off sale items - couple different jackets to try out, variations on long underwear, socks, etc. I found a synthetic insulating jacket I really liked, and some smartwool midweight bottoms that are super comfortable. I'm trying to buy things on sale, and not buy shiny things just because I can (I have a 10 year old MSR stove & a titanium pot + lid + holder that is super light). That 1k max I was planning to spend is basically blown with the tent + bag + shoes + backpack. So if there is something I already have, I'm going to try to use it. If it breaks, or if it's not working as it should be, I can replace it on the trail.
I did score a nice under armour sleeveless tshirt for $2 at the thrift store this weekend. I tried to find a funny trucker hat to wear but couldn't find one that fit. Maybe next weekend.
E. and I have been going for walks on the weekend at various state parks in the area. Last weekend I just wore a daypack, and yesterday I wore my old pack - "squeaky" - loaded with 25 lbs. Not bad. Next weekend I'm going to rent a pack from an outdoor store, load it up with all my stuff, and go for another walk. I really like being outdoors, so I'm having a lot of fun. I'm not really sure how to prepare for the mental aspects of being on the trail - being away from E. will be the hardest part of it, I think, and I know I'll go through my own "Appalachian Trials". Just gotta be ready to face them.