I didn't have a lot invested in large boxes (just a HF 44" and cart), but I own cool vintage hand boxes and went back to those for purpose-built kits. The giant drawer thing is still good for storing power tools and general junk.
Yeah, I have started doing something similar. As mentioned in my previous post, i am starting to be obsessed with mise en place as it relates to working on projects and general garage organization.
I have a go bag for road trips, with some tools dedicated to that purpose. Note when I am talking road trips, I am talking anywhere from 8 hours down the east coast to 6000 mile cross country journies (round trip) in my old porsche.
Those tools that are not dedicated to that bag but shared, I have specified colored tape on them to quickly allow visual ID to grab and add to the bag quickly.
I also have separate bags for different tasks filled with their own dedicated tools. These are not road trip specific, but general use. I have a bag for electrical work, I have a bag for just house tools (kept in the house, not in the garage). I have a bin in the basement just for picture hanging or wall mounting. I have my good drill bits and my so so drill bits. I have a bag specifically for tuning - with carb spectrometer, test light, digital timing light, feeler gauges, multimeter (for dwell), points feeler gauges, points file, spare carburertor jets, jet gauges, jet reamers, dedicated generator wrench, dedicated distributor wrench, dedicated wrench and screw driver for valve adjustments, float level gauge, dedicated thumb screw driver for carburetor adjustments etc... When i need to tune, i grab the bag and get to work. If santa is good to me this year, I will have an innovate motorsports Lm2 wide band meter and exhaust clamp to really tune.
When i go on road trips, I take the tuning bag with me, and throw in spare ignition parts and a spare fuel pump so its all in one place, and keep it next to the regular tool kit in the trunk, and then another bag i throw other spare parts in.