I don't think it's because he sees himself as revolutionary for pocketing money, but because like all business people, wants success at the lowest possible price and is constantly looking at/for value.
He also wants to outsmart everyone else and be seen to be the smartest person in the room is my guess.
I think if he sees a possibility of winning he'll spend, if he thinks the organisation isn't in the right health to do so, he won't.
Of course, this is about to be tested to the max because we are now fully entering our window.