That's interesting way to asses our life. I should probably start one too and just how it would turn out when I am 28 or maybe 30. Also, my most favorite question would be this, "Are you currently where you want to be in life?'.

PS: that painting looks pretty grand and seeming tells a difficult story. I often visit art galleries and sometimes, I got teary just because how evocative the painting was as it was trying to tell me a story.