Heck, for me this post almost wrote itself. In addition to the Cagle Mark III model, this annus incredibilis also saw a slough of really great cars that defined the post-1950s pre-muscle car era as one of ultimate cool. I had to do a little fiddling, but only with the middle-range car. I was really interested in a Buick Riviera but, while many were probably produced in 1962, it only started as a '63. I also wanted to include a Pontiac Star Chief but was unable to find one of that year for sale that wasn't a wreck, and I was a bit uneasy using published prices on these. But I also adore the Catalina/Bonneville so I went with those in my final search as well, along with a few others that have struck my fancy over the years.
I took this challenge as a true "What if. . . ." with something of an added stipulation of my own devising that I would ditch whatever other vehicles I have and truly use these on a daily basis. What if I had $100k to spend on vehicles that would get me through pretty much the rest of my earthly existence? Admittedly, the long term costs of these could be substantial, although it is my belief that cars from this era are simple enough mechanically that you could keep them going for a long, long time if properly maintained and repaired when the inevitable happens. I don't live in a big rust state so I could reasonably expect the body and chassis to maintain integrity for the next 20-30 (hopefully!) years or so and I'm used to the other (often rather significant) odds and ends with my '78 that crop up; heck, I've driven that since 1990 on a regular basis as my only vehicle so it can be done (albeit somewhat expensively).
Consequently, I chose a set of vehicles that would cover all the bases for me. . . .mostly. I wanted something really special for cruising around on those long summer days and nights, something to use more as a "daily driver", and another for a work vehicle. At the moment I'm doing a lot of fieldwork, so some form of truck was a necessity, although to be honest a 50+ year old truck won't be the most comfortable or economic means of transporting me and equipment around the state.
On we go. . .to 1962!