The Oakland Raiders gave Jon Gruden a 10-year, $100 million contract after the coach spent nine years working in a TV booth. The length and amount of the deal left some scratching their heads.

Could an old-school coach walk in after so much time off and succeed in the new-school NFL? Might the Raiders regret the deal in five years?

Gruden had more to say about his deal 

“Who guarantees I’m going to live 10 years?” he said. “So I don’t think about that. You start thinking about a 10-year contract – people don’t know how it’s structured and it doesn’t matter. The only thing that matters is, ‘Is Khalil Mack going to be here? Is Donald Penn going to be ready to play?’ I’ve got more important things to worry about than eight years of my contract.”

Gruden isn’t worried about the high expectations in his return. But will he give back the money if he ends up failing? No chance. He’s 54, so he can easily retire in 10 years with a healthy amount of cash for retirement.