The situation remains as awkward as you usually see from enormous ... the sports world equivalent of the Conan O'Brien-Jay Leno "Tonight Show" fiasco at NBC a decade and a half back.

"It is a very rhythmic, very poetic sort of sounding name," David Letterman said of Leonardo DiCaprio's name.

In a pointed moment ... When O’Brien left “The Tonight Show” in 2010, refusing to agree to move its time slot back a half an hour (to make room for Jay Leno), he spoke directly to his ...

"This is a beautiful moment, just trying to take it ... O'Brien was later tapped to replace Jay Leno as host of "The Tonight Show," but that experiment ended in public failure.

Both interviews were entertaining and without the awkward moments we all suffered through with ... late night spot at 11:30 PM to replace an aging but still very popular Jay Leno on the Tonight Show.

Horrified by her plight and yet aware of the humor of the moment ... she took the Tonight Show prize hands down. Or perhaps that should be ‘pants down. ‘And you thought your first date was ...

Legendary late-night talk show host Jay Leno visited the California State Capitol on Tuesday to help push a proposed rolling ...

Nothing comes between Jay Leno and his massive collection of vintage cars—not even a little thing like the law. As we previously reported, the former Tonight Show host’s massive vintage car ...

Former late-night talk show host and auto enthusiast Jay Leno is backing a California legislative proposal to allow an exception for classic cars to the state’s biennial and title transfer smog ...