The Ambition Project: A Professor's Bold Assignments to Build Grit

Jason Brennan's 'Ambition' class at Georgetown challenges students with bold assignments like the Failure Project (perform badly in public) and the Impossible Day Project (help five people in one day). The author doubts average U.S. college students would complete them but suggests they'd fit a school like UATX.
The current record is $360—can you beat that?