It's been pretty successful. I started using it about half-way through the year. The first 7 months of the year I finished 18 games, the last 5 months I've finished 24 so far. The first month I was using backloggery I finished 8 games. It really works for me to have something to keep me on track, and have a little number that goes up when I finish one. My "now playing" list fluxuates between 4 games and 9. I try to mix it up a bit with some RPGs, some Action games, and perhaps a puzzle game.
I need to stay focused on this, because I have well over 180 games gathering dust on my shelves. "
However, I have recommended the PSP to a number of my low-income friends because you can get a PSP 2000 used for $50 used now, and it's an excellent value. You should be able to find an 8-gig card somewhere and buy as many of the games downloadable as you can to prepare for the eventual price drop of the Vita.
I imagine Legend of Heroes: Trails in the Sky #2 might be coming out pretty soon too since they just released it on PSN in Japan, and the lack of a PSN release was one major thing holding up a US release of that title. (The other major thing is the walls of text that take lots of time to translate.)
As for the system that I regret missing the most, it was probably the SNES. I had a 2600, 7800, and NES when I was a kid, but my parents stopped buying game systems after the NES. When I went to college, my first purchase was a Playstation 1. All my friends had SNES, but I missed most of that generation of titles.
I *almost* missed the PSP as well. I had a Tapwave Zodiac and a DS, but didn't buy the PSP until right before the PSP2000 was released. I only did this after Tapwave threw in the towel and said that they couldn't beat Sony and Nintendo. I bought a used PSP1000 cheap, and was hooked once I played Jeanne d'Arc."
I bought Shadows of the Damned ages ago for $30, but I haven't actually played it yet."
Nice overview of the improvements. I really enjoy the new game. I need to get back to it..."
I rarely go back and play games I enjoyed in the past, but I'm pragmatic enough to recognize that many of them won't stand up to scrutiny. I'm actually more surprised when I find a game that does hold up well. Generally, games with little or no action tend to hold up better than action based games. Though, the ones that predate deep storylines of those no-action games and extend their time using grinding and repetition don't hold up too well either.
A few games that have held up have been the Monkey Island games, and the first Grandia game. In MI's case, the graphically enhanced ones are best, but the gameplay is mostly unchanged. Grandia's graphics are lousy, but the gameplay is still excellent."

Though, I found there to be a number of problems with the camera when running the hovercraft, especially in the late-middle parts. I did find the game as a whole to be really good."