After I was done, I was way beyond the 255 esm/esp count. I used a lot of mods from STEP, along with some additionals I feel I need in my load. I then tossed everything out and started building a load-out centered around Skyrim Redone (T3nd0es SkyRe), with Character Creation Overhaul.
So, I have been working with STEP 2.2.9 and a couple packs to bring Skyrim up to better date and expansiveness.