Somebody did a supercut on YouTube a while back where the annoying paper boy chases John Cusack around through ~25 years of his entire film career. I think it got DMCA'd but boy it was funny. Especially when he's running around with the convicts in Con Air and even shows up at room 1408. (Of course he attacks "Lloyd Dobler" standing outside with the boom box.) He even goes after him singing "Take Me Out to the Ball Game" at Wrigley Field.
It must be from 2009 or so, because his bike falls off a cliff in (the movie) 2012.
Or did it....?