Long and Winding... I get what you mean about it's a "time thing". For me, it's maybe even more than time an "aggravation thing". I hate eating up 1/2 a day or more shuttling back and forth to a shop, sitting waiting on it, etc...
GM tech, the first picture of your large drawer tool box made me think of a guy over on another forum I frequent. He has what you need.
Behind his big diesel pusher he tows...well I think he sold it .... so he towed a stacker trailer. He had a toolbox almost that size, full on work bench, a parts warehouse, full size compressor, and all sorts of stuff...along with a golf cart and a car. He isn't a racer, just a handy guy that likes to help others