I'm a geek, there's no denying it. Every year I track a lot of things about myself; weight, running, baseball stats, my predictions.... Yes I track all that crap. Most people would probably not even consider, but me, I also like to analyze data.
Until a few years ago I would compare everything that I had and only considered something an improvement if it was better than a previous best. For some things though I'll never beat what I did when I was younger, in those days I was younger. Some physical feats may never be surpassed again. However, I may be able to improve a little each year, and I can continue to work on improving throughout the year. Therefore, now with almost everything, I only rate myself on the yearly bests. What is my best running time this year for 5K? What is my best time for 1 mile? What is my longest distance? Last year I may have done better in every category than what I am right now, but after a winter layoff it's like starting almost all of my personal records over and continuing to best them throughout the year. It's a very uplifting way to live.
My goal is always constant improvement. I want to better myself in every aspect of my life all the time. What I don't want to do is beat myself up because I'm not doing something as well right now as I did at my best 3 years ago.