Start with 1900 and end with 1964. Buy my personal favorite top 10 cars, boats, trucks, airplanes, or anything else with an engine for each year. That's what I'd do.
I'd finally be able to finance that invisibility hat that I've always wanted to invent. and I'd buy a new set of electric ****** clamps.
First, I'd build an all aluminum, double throwdown, supercharged, stroked and bored, fuel injected, hemi powered, 6 speed, lowered, louvered, chopped, channelled, sectioned, nosed, decked, pin striped, scalloped, tuck and rolled, flame throwing motherf#cking scare old ladies and young children honest to god hot rod. Then I would start buying old mopars that someone put sbc's in and fix that problem. Then I would work on world peace.
I'd be this guy. It's Bad Bob's brother, Limo Bob... but they're never at the same place at the same time... hmmmm...
I'd still tinker but would look for projects in better shape to start with. Ya, I would also buy Bud instead of Coors!
I'd buy every over-restored, #'s matching, pampered trailer queen and drive the **** out of it. Especially muscle stuff, HEMI cars, LS6 cars, 6 Pack cars, etc. I'd beat the tar outta those. That's what they were built for anyways.
Holy ****...it would be like a family reunion in Hell or man, I dunno, maybe in a strip club or Walmart or sumptin..
8 cars, one for each day of the week and a spare to take the place of breakdowns. Nothing newer than 1968.
I'd go buy an island and have my own government (or lack of) keep at least 5 Hot Rods of different era's a Nice Yaght ( a big boat..dont know how to spell Yaght..so screw it) Nice home or homes in a few select cities on the main land..(not saying what main land) and a nice twin corp, Jet like a Citation or a Falcon 500.. im sure i could keep adding to the list.. but i would give to charities also and stay out of the lime light completely
I would buy "May Cause Dangerous" and put supremes on it. Who knows, I would probably start by getting good and drunk.