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I know people aren't going to believe this, but honestly, you don't need to be a bazillionaire to collect vintage cars. It sure helps (a lot!!), but depending upon what he was collecting, you can buy certain classics for (relatively speaking) cheap.
The director at my old company was into classic cars too and we would shoot-the-shit all the time about his cars and mine.
Yeah, this isn't as bad as "fabrege eggs" or "Picassos" or something. He could totally be buying nothing but LeMans heritage race cars, but you can get some really nice cars for way less than you'd think. If it's your only hobby and you do lots of trading and looking for barn finds, you can have a decent collection for not a whole lot of money.
probably cheaper than my cycling hobby too
My whole family was into vintage British roadsters. If you're willing to work a bit and to flip them after you've had your fun, all but the first one pay for themselves.
Oh man, British cars are the best/worst for this I feel. I picked up a 72 Midget a couple of years ago, and while it was a shitton of work, it really wasn't horribly expensive for me to to a full down to bare metal restoration on it.
My old man built a chimera out of a triumph spitfire and tr3 that was the cutest little thing. All swoopy, curvy body with the original leather seats and wire wheels, sounded like thunderous hell coming down the road and did 0 to 60...well, it usually did 0 to 60 if you asked really nice. But holy shit was it a pretty machine.
I'd love to see a picture! You definitely buy a British car for the looks rather than the speed haha. My Midget has some sort of aftermarket exhaust it came with, and it sounds amazing working it up through the gears, even if you're only doing 50 by the time you've hit redline in 3rd.
But it's hard to say goodbye!
I always thought of it like sending my kid to college. Doubly so because the money I got from selling my '72 MGB sent me to college.
I always think of it like Pokemon. I want to collect them all.