Hi Ruben,
I guess if you were to ask what drives me to collect original art I would have to say the connection I feel to my favorite artists by owning something that they worked on personally. I was around in the heyday of cheap original art at SDCC in the early 70s, but it didn't interest me then. Many years later I bought a Reed Crandall page from Flash Gordon because I enjoyed his work so much in the Quality comic line of Blackhawk, Smash, and Hit comics. One page led to another and I seriously began to collect a very good representative example or two or three of all my favorite artists whether they were old masters like Hal Foster or modern artists like Charles Vess.
I wouldn't say I was a prestige collector. While it is not in the cards right now for me to get a Wrightson Frankenstein plate, a Smith Conan, or early Kirby Fantastic Four, I have been very fortunate and very happy to get other examples of artwork that I liked by these same artists and many others. For example, I recently purchased a Frank R. Paul painting from a Heritage auction. While it may not be an Amazing Stories pulp cover (which I rarely see for sale), it had incredible architectural design and space ships which appealed to me, a reasonable price, and I liked the history that this was the guy who did the cover to Marvel #1. It's these connections that often help me decide if I want to buy a work for my collection. Who is the artist? Does it appeal to me? Is there a history? Is the price within my means?
After 20 years of collecting original art, I still find this to be a fascinating and fun hobby. It's always a pleasure to see what's out there and what other people collect. It's especially nice to meet and talk with the very same artists that I admire. See you at SDCC.