You would only have an advantage in the beginning. As your life proceeded, your altered choices would change the course of your life until all of your previous memories would be useless in your new situations.
Example: If only I had gone to a different high school…
Just like that, all your friends are gone. You went to a different university. You dated different people. You end up with a different job. Everything is different, so past knowledge is only useful up until high school.
I think everyone would like to go back and change certain circumstances of their lives, but they your life would no longer be recognizable.
I used to think about this a lot and decided that the only control I do have is over the present, so I better make decisions that I won’t regret later on. I haven’t been 100% successful (no one is), but you feel better knowing that you were deliberate in your decisions.