Wow, here's a video I didn't know existed, and boy I am glad I found it.
That is, of course, the utterly gorgeous "The Lucky One," by Freedy Johnston, from the 1991 album Can You Fly. In case you don't know it, along with Matthew Sweet's Girlfriend it's pretty much the best jangly pop singer/songwriter record of the decade. Come to think of it, I mislaid my CD copy of this a while back -- I'm really going to have a spring for a new one.
Oh, and for those keeping score, that's the great Graham Maby, of Joe Jackson Band fame, on bass. I'm a BIG fan of his...for my money, he's the only musician beside Andy Summers to have emerged from the entire New Wave 80s hoo-hah with an instantly identifiable instrumental sound and style.