There was only one catch and that was Catch-22. Orr would be crazy to fly more missions and sane if he didn't, but if he was sane he had to fly them. If he flew them he was crazy and didn't have to; but if he didn't want to he was sane and had to.

Orr would be crazy to fly more missions and sane if he didn't, but if he was sane he had to fly them. If he flew them he was crazy and didn't have to; but if he didn't want to he was sane and had to.

They’re not going to send a crazy man out to be killed, are they?”
“Who else will go?

I’m not running away from my responsibilities. I’m running to them. There’s nothing negative about running away to save my life.

Orr was crazy and could be grounded. All he had to do was ask; and as soon as he did, he would no longer be crazy and would have to fly more missions. Orr would be crazy to fly more missions and sane if he didn't, but if he was sane he had to fly them.

Why would I want to be sane, if I can be crazy?