hmm..
i've been buying tools since i started my machinists apprenticeship in '76,
in '83 i started wrenching at a const eq dealer.
i had a pretty good start with the SK hand tools, that were passed along to me after he passed away in '78, and my kennedy machinst and mechanics boxes.
i wish i hadnt sold the machinists boxes

SK hand tools were slowly upgraded and replaced with truck brands.
air tools for work, air tools for home, and slowly started building a set of "home" tools. added more electric powered welding & fab tools.
boxes were traded, as well as a few other truck brand boxes traded in /upgraded.
theres a couple of boxes i wish i hadnt sold a few years ago, but i had no room for them, and i was trying to a help out a young kid just getting started.
the few things i do wish i'd bought in the past, would be a bigger compressor, (possibly) a larger mig.
but i'm limited to the service i already have in my 19x22 garage.
all in all, looking back,
i wouldnt have done too much differently, i havent had a tool bill over $200 in 15 years. i have pretty much everything (mechanic wise) i need.
been slowly adding woodworking type stuff the past 4 or 5 years.
