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What is the smallest (installed size) ubuntu based distribution?
You've accepted an answer, but you still might want to go ask on unix.stackexchange.com so that answers can include all derivatives, not just official ones. (Of course, Bodhi and CrunchBang aren't official, so...)
How to make sudo remember my password and how to add an application to startup
Your computer's your own, but I would suggest being a little careful about blanket NOPASSWD. You could do it for specific commands, so that you can run