How does it exactly take courage for a rich, has-been celebrity to get a sex change? It doesn't. People have getting sex changes for decades, and the community Jenner lives in would have embraced him fully.
If you'll actually take the time to research sex change operations as a clinical treatment for gender confusion, you'll find that it is no longer receommended by many professionals, since the research shows that it doesn't solve the underlying problems. Jenner is likely doing more harm than good. At least some are now having the courage to take on the LGBT war machine and speak out.
http://www.wsj.com/articles/paul-mchugh-transgender-surgery-isnt-the-solution-1402615120
Granted, I don't follow this other than what my wife tells me, but last I heard there weren't even plans for Jenner to get the operation, she was just identifying as female now. So, if that's still the case, then it's even less courageous.