September 2005. Research the winning lotto numbers for that time. Win lots and lots of money. Go to my college, and find myself. Give myself a large chunk of cash to live a life of luxary with, and explain to myself that I need to go to the time machine and travel back to this point. That way, either he becomes me, condensing me into 1 entity in the same time period, or I become effectively immortal. I hide the money in an account, and live my life the way I normally did, with a few key changes regarding...ahem...women. Definitely end up with a certain girl, ace all my classes because I already took them, become wildly successful based mainly on my future knowledge, and then reveal the money and live a awesome life, here and now, with all of the people I know.