Does being happy with your life mean that your previous selves can look at your current one and feel satisfied, and your current self look at the former ones and do the same?
My old selves would be sneer at some of the things I enjoy now, at my work,probably at my political views, but they would be glad to see I have found true love and (most of the times) inner peace.
There are old selves I can look at with affection, and others that I prefer not to look at. Can a person be glad of what they used to be in every past stage of their lives? I think such acceptance only comes when we see death is close.