I've always hated the "would you bet your XXX" method of ensuring confidence.

Wagers are between two parties; each one puts up something of value.

I had a boss once ask me "Would you bet your job on this plan?"

My response was: "Against what? A year's salary as a bonus when I deliver? Certainly! Do we have a bet?"

That was the last time he used that on me. (and no - he wouldn't take the bet)