What would be the biggest, most obvious obstacles? -Money -A mind-boggling media assault labeling the whole thing political terrorism, with a generous helping of "They'll kill what remains of our economy" thrown in. - the very real risk of another Robert Kennedy event.
That said, I'd work for that campaign, as long as the candidate wasn't a bible-waving fundamentalist dingbat or a Beckwit. Note that the slogan is not incompatible with some pretty unsavory candidates. Capitalism searches out the darkest corners of human potential, and mainlines them.
