> Too the point where I feel motivated to write a script to delete anything beyond >1-2yrs back.

Please don't. I used to write a diary with meaningless essays when I was in the second grade. When I rediscovered it as an adult, I found them so embarrassing that I threw it away. It's hard to say how much I wish I hadn't done that. Those idiotic essays could have been my good memories; little reminders of how I thought in the past. Same happened with the old applications I wrote when I was starting out programming.

I still have an embarrassing history intact on various internet forums. I wanted to obliterated it some time back, but I realised there is nothing to feel humiliated about your past idiocy, it's in fact a great reminder to keep of how much you have grown.