Totally know what your taking about man.
My pedal board is huge and somehow it's still not enough. With all my amps, rack gear, two guitars, and a cab loaded with ev12ls that's way to heavy to be a 2X12 (live setup) I still feel like I might be two more guitars short to achieve the live sound I seem to be looking for, and Mby add two more pedals. Dude I'm not Neal Schon, I don't have a huge staff of people working for me! And now that I'm looking to advance my live setup, I sometimes (when going to bed) ask myself when will it all be enough...