Hi jags!
Great questions; I guess my answer to most of them would be I am largely happy after all these years, but things are always in a state of small change and will continue to be 'cos I learn something new each trip (and in-between, as I think of new approaches). I don't see much revolutionary change, but a whole lot of evolution in what I take.
I do want to make up a proper SOL ("Short On Luck") kit for when my day rides prove too long to return. So far, I've never had a problem getting back from anything including 400km day rides, but it is inevitable it will happen someday, and probably on some logging road high in the Coast Range, the Calapooyas, or the Cascades. In preparation for that possibility, I'd like a lightweight, compact down bag to keep me warm down to about freezing. I have a lightweight pad (and wouldn't mind going lighter), and a bivy sack to make up a lightweight sleep system for emergency use/ultralight camping. The bivy sack is fine for me and looks just as spacious as a big tent with my eyes closed.
I have my little beer can meths stove (or the tiny butane cartridge one) and the alu bowl set, so the cooking is addressed if I also toss in some of my dehydrated soups. Good, warm, dry shelter, hot food, and I'm set for lightweight. Now, to make it all possible I need to shed a few grams' worth of dollars, but I've got to wait awhile before I can afford that.
As far as clothing goes, I really need to replace my threadbare wool cycling tights. I also need some sort of better waterproof/breathable shoe covers. Otherwise, my clothing needs are pretty well met except...I'd really like a GoLite down sweater filled with 850 90/10 down. Those things compress down to the size of an apple. Yes, that'd be real nice. I think I'd get the one with a hood so I'd have a ligthweight insulated head covering in the bargain. Black, to absorb even more heat from the early-morning sun. Rigged right, it could almost be half of my SOL kit's sleeping bag. Yeah, this one would do nicely:
http://www.golite.com/Ms-Bitterroot-850-Fill-Down-Jacket-P46646.aspxI'm eager to test out my present kit with some camping and make adjustments from there. I've added and changed a few things since last time, and it will be fun to see if they work as well as I think and hope.
All the best,
Dan.