Being from the Philadelphia area, I can tell you that Lito Sheppard plays cornerback for the Philadelphia Eagles of the NFL. I can also tell you that Chris Berman is an (American) football TV commentator who likes to make humorous pop culture references. For example, Berman sings a little of this song when Lito (oh, whoa-oh-oh) Sheppard is featured on a highlight.
As for this song, it's about a guy with a gambling problem. Which is fitting when applied to Lito Sheppard- he often takes a football risk by trying for interceptions when he could make safer defensive plays!
Being from the Philadelphia area, I can tell you that Lito Sheppard plays cornerback for the Philadelphia Eagles of the NFL. I can also tell you that Chris Berman is an (American) football TV commentator who likes to make humorous pop culture references. For example, Berman sings a little of this song when Lito (oh, whoa-oh-oh) Sheppard is featured on a highlight.
As for this song, it's about a guy with a gambling problem. Which is fitting when applied to Lito Sheppard- he often takes a football risk by trying for interceptions when he could make safer defensive plays!