I’d go back to just after the birth of my second child, nine years ago. I’d be afraid to go back any farther than that, since it could affect whether or not they’d come to exist. Then I’d make a nice little nest egg off of winning on the outcome of most every major sporting event, investing small amounts in the right “no name” stocks, etc. I’d make some better career decisions, avoid some bad bosses I had, and be able to retire about this year, so that I could focus on just being a stay at home dad.