I was lucky, I had grown up with hotrod Chevy's, found it was a great way to dump cash fast. Then I tried to hotrod a Spitfire,Triumpth. Quickly found how to break just about every part on the car by boosting HP beyond what the designer had in mind. Even the gear box was junk, the hardness had worn through in 60K miles!.
I just happened to see a hood up on a 190SL in Sausalit, CA. It had dual Webbers I thought were stock, but it had everything else I wished the Spitfire had, Overhead cam, tuned exhaust, and a beautiful dash. Hooked. I found a 190SL in Berekley from a German exchange prof and he talked me into it. He assured me the drive train was the most importpart of the car, and this one was in fine condition. It had been shipped over from Germany and I had no idea about rust or why it had a hard time doing 65mph. I soon learned I'd made a mistake. A body man assured me if he took all the bondo out, there wouldn't be anything to paint and I couldn't possible aford to pay him enough to do what needed to be done even if he felt like doing it. We did a quick face lift, new paint and sold it at a little profit.
But I was still hooked on the SL. At the time, there were lots in the Bay Area. 230's were going for 2500 -3500$. I could aford that. I lined up 3 to try and just knew I had to have one until I drove the 3rd one up a hill in Redwood City. Those are some long steep hills and I couldn't believe I needed to downshift a sports car to get up the hill! So I tried 280's. The 280's were surprising fast but were all autos and $3500 to 5000. I wanted a stick and couldn't afford 5000. (I was still in college and didn't have a fulltime job yet.)
Each morning checked the want adds for San Fran, San Jose, and even LA looking for a a 280 stick for about 4K. It took about 2 weeks and a 250 stick in for 43200 in SF WED. morning. I drove like crazy the one hour to get there to be first. It was funny, I tried to bargain down below 4K and the guy looked at me and said, you hear that phone ringing? It was a hot car even then. I couldn't afford it and that was the right decison. Still no regrets 40 years later, except for one. The same morning there was a 300SL for 5k... if I had only known it had a full race tubular aluminum welded fram under those beautiful lines... I woulda, shoulda, coulda!