Brian Cashman spends night sleeping on NYC street for homeless charity (PHOTO)

Brian Cashman has probably lost more than a few hours of sleep pondering life with Alex Rodriguez for the next three years, but at least he did it from the cozy comfort of his own bed.

On Thursday night though, the Yankees general manager joined hundreds of executives nationwide by participating in the annual "Sleep Out" organized by Covenant House, sleeping on the streets of Manhattan as if he were homeless.

And if he was denied any sleep on the sidewalk slab, at least this was for a good cause.

#Yankees GM Brian Cashman is sleeping on the NYC streets tonight to help homeless youth: http://t.co/HZJwYv7xSI pic.twitter.com/K3EYlAnbq9
— Newsday Sports (@NewsdaySports) November 21, 2014

This was Cashman's fourth year participating in the charity event, so he bundled up for the night knowing the temperatures would be hovering around the mid-20s. 

Covenant House is non-profit that manages shelters for homeless youth in 21 cities across the country.

Cashman told MLB.com that one night on the street helps puts things in perspective:

"I have no idea how any human being possibly can do it for one night, let alone weeks on end," He said. "It's a disaster. There's no way to simplify it. That's why obviously for those who are less fortunate, if we can get people to raise funds here and contribute to Covenant House, they've got programs to put people back on the right track and be a safe harbor."

The Yankees GM told MLB.com that $1.6 million was raised in New York alone — making it about $5 million raised nationally.