I don't think this party crashing has brought him significantly closer to his success goals. Not once did he give an example of a time he was able to successfully leverage a new connection to his benefit. He basically name dropped a handful of famous people that he met one time, but that's it.

The only benefit I see is that he's actively stepping out of his comfort zone. This is valuable, however, it's at the cost of charity. There are better ways to go about exercising this character trait.