Am I Afraid To Lose?

Am I afraid to lose?  This question came up while reading Jesus + Nothing = Everything.

And nothing in this broken world can beat a person who isn’t afraid to lose! You’ll be free to say crazy, risky, counterintuitive stuff like, “To live is Christ, and to die is gain” (Phil. 1:21)! That’s pure, unadulterated freedom.  –Jesus + Nothing = Everything

I highlighted that section and then stared at it.  Finally I asked myself if I was afraid to lose.  I had to answer with a yes.  There is a bit of shame answering that question this way but it is true.

Then you ask – what are you afraid to lose?  That question was equally shameful to answer.

So what is the change question?  How do I change so that I am not afraid to lose?