That's also the kind of guy who's going to have the most regrets on his deathbed: http://www.collective-evolution.com/2013/04/27/the-top-5-regrets-of-the-dying/
Life is about balance, not blind ambition IMHO.
Regrets are for losers.
life is all about making choices. we all constantly have to choose. -- no point in reflecting back in what coulda, shoulda been. there is no right or wrong choice...the choice we made is the choice we made.
Life is free will. -- it's not like we had a gun to our head, and our choices were made for us.

-- it's definitely very rare, but it happens.