Cool thread.
I mostly gig with a CN212 cab. I also have a CN210 that I use occasionally for smaller stuff, practice, etc.
I was using the 210 (or a single 15 before that cab) A LOT more when I lived in Austin, and was playing with more acoustic-ish bands, in smaller venues, and with bands who knew how to keep the stage volume down. Moved about 16 months ago, and the bands in my new home are way louder, venues are bigger, etc, and I pretty much take the 212 out all the time now.
I take one bass with me in a HSC (spare strings and multi tool in the case), and a aluminum brief case that has everything else (TH500 amp & cables, DI box, ext chord, 2 cables, Boss tuner, and a few other things). Really happy with that system - three items (bass, box & cab) that can cover pretty much any gig, fit perfect in my car, easy load in.
Since I've moved though, the folks I'm working with are just less professional than in Austin, and I've started carrying a messenger bag full of mic cables, mic, spare power chords, etc. Not bad, but annoying.
I've also not been very happy with the TH500 lately, and have been taking either my vintage bassman 100 amp, or a 3u rack with pre/power amp. Those two amps are heavy, but they sound good. The weight/ size does not really bother me. What does bother me, is now I'm bringing 5 items with me to a gig. Trying to figure a way to get that number down.