Man, for just starting out you went for some high end stuff. But like any tools, I believe you should buy the best you can afford.
I have two of those same EE 20 degree quilts, perhaps the best backpacking investment I've ever made.
I also have a couple sets of those Costco carbon fiber trekking poles. Cant beat em for the price, but just be careful as the adjustment mechanisms on mine keep breaking, and Im not that hard on them. I wrote the only negative review of them on Amazon if you want to check it out, but I will probably be editing it to a better score. I have been keeping length adjustments to a minimum and this last set has been holding up pretty well. The carbide tips are not "replaceable", so when my last ones wore out, I cut the old tips off (careful not to damage the poles) and replaced them with some Black Diamond ones that are easy to replace.
Regarding rain gear, Im not sure if the Frogg Toggs you have is the same material as my Dri Ducks UL II set, but they saved my JMT hike last year during 4 consecutive days of heavy thunderstorms. Not a drop got through and they held up under my pack. I'm still using the same set.