Thinking back on my life so far, the years 19, 20, and 22 were quite unique with respect to my then-current circumstances/knowledge/abilities (even though I was in the same undergrad program and had roughly the same job during these years).
If I had the opportunity, I would give 19-year-old me very different advice than 20-year-old me! 19-year-old me really needed it! And don't even get me started on the advice 22-year-old me needed.
Adding some pages that aggregate the advice submitted to similar ages (20s, teens, 18-35, choose your favorite grouping) wouldn't be bad for those who are interested, but I think taking the focus away from individual ages would minimize something quite neat that you've done here.