Woah. I independently came up with something similar. I used to wonder what kind of advice I'd give myself if I could go back in time. At some point, I realised that I could change it around and project myself forward in time instead and imagine what future me would say to me right now. What the advice lost in accuracy it made up for in actionability.
Thanks for posting that. I've tried it since I read it, and it made it easier much to make the right decisions all day, with less drain on willpower. We'll see if that keeps up.
Don't want to be pouring cold water here but there are much more important things that should be fine in order to avoid later regrets: traveling in another culture deep enough to really know what is different and what is similar, having kids and spend time with them, etc. Say you get to be the next dropbox founder, good for you, but will that count that much when you will be 80?