Thanks for all your ideas. I do have compressed air and I live in Mississippi so cold is never really an issue.
It sounds like to consensus is to save up Milwaukee/craftsman/matco/snapon or Ryobi Li-Ion based impact or Drill and skip the dewalt completely.
I've posted a few times about how great I find the Ryobi stuff to be. The value is phenomenal, and the tools are incredibly rugged.
I'm a network engineer, but am involved with a lot of new building construction and remodeling, and am constantly on job sites. We contract to a LOT of different generals, high-voltage electricians, low-voltage electricians, HVAC, life safety, etc. A LOT of different companies and a lot of different folks on the job. I always try to take a look at their carts and see what they're using, just to satisfy my own curiosity, and can tell you that while I do see a lot of different brands, I also do see a lot of Ryobi stuff out there. I've engaged a couple of my low-voltage folks who have the stuff, and they also can't say enough good things about it.
I've got a couple DeWalt pieces, and they're good, but I'm not horribly impressed with them.
While I can't speak for a lot of other brands, I would say, if you're considering Craftsman, skip it for Ryobi. They're both built by TTI (same company that owns and builds Milwaukee) and, for a large portion of Craftsman stuff, it's identical to the comparable Ryobi. Voltages might be slightly different, battery packs don't use the same attachment mechanism, but at the part level, they're the same - this especially holds true for the Craftsman C3/19.2V line compared to the Ryobi One+/18V line.
The great part about the Ryobi One+ line is that the NiCad and LiIon batteries are interchangeable on the tools, and the newer chargers will charge both styles of battery (make sure you verify on the package that you're getting the right one).
As mentioned, LiIon ***** in colder weather, so you can get the best of both worlds with one line of tools.
I've owned most of my Ryobi stuff for 6 years now, supplemented here and there by a few pieces. The only thing I need is to cycle a couple new batteries into the mix.
All 7 of my batteries are NiCad, have held up well, and as mentioned, only a couple are starting to show signs of needing replacement. I'll probably try one of the "refresh" techniques first, just for fun, but, only 2 batteries in 6 years (when I own nearly 20 tools)? That's pretty good in my book.