My dad gave me a good start. He was a mechanic at Meyer & Welch, the Authorized Ford Rebuilder in LA Co. The "Meyer" was, Louis Meyer, owner of the Novi, 3 time Indy winner, Meyer & Drake and Ford took him away from there for the Ford Indy engine program. He worked there from the end of WWII to '52, when he went into trucking.
My dad taught me the the basics of engines and transmissions and as I said, gave me his tool box that I still have. It's at least 75 years old and the drawers work, almost as new. The specialty tools, were mostly for Flatheads, all his sockets, ratchets and speed handles were Snap On but, his wrenches varied and there was a Proto 1/4 drive set as well as varied ignition tools.
Before becoming a mechanic, some of my learning came from helping him and the rest from him helping me with the carnage I did on the family cars. Broken spider gears and bent push rods (twice) on their Edsel. Trans, clutch (twice each) and engine on the '61 Falcon and other "stuff" I can't recall.
Like Greg, I lost a few, of his tools, in my grade school days.