I've been reading back issues of all the Tim Drake stories (which I love), and I noticed that during the end his Robin series, when Damian is introduced, Tim beats the snot of Damian, and then later in an issue of Red Robin he does it again.
In all the later issues of Robin that the great Bill Willingham did (see his work with FABLES), Tim is portrayed as the one Robin who was the complete package that could really be the next Batman. Sure Dick has the experience and the superior fighting skill, but it's only Tim who can match Bruce's intellect. That's why I was surprised to see Tim get beaten during the Battle for the Cowl by Jason Todd so soundly. I mean, sure Jason fought dirty, but sheesh, in the Robin issues, Tim took on gangs of Gun toting hoods, Russian hitman and a hulking human shark-man. I honestly felt weird about Tim getting beat by Jason Todd- with or without a gun. But it happened, and I guess to emphasize how much more skilled Dick is, he proceeds to defeat Jason later on in Battle for the Cowl.
So as it stands, I know that Dick has beaten Jason; Jason has beaten Tim; and Tim has beaten Damian. (Stephanie isn't really being considered here, but I think we all know she'd struggle to take on any of the other Robins- though did decently when having to babysit Damian during her entertaining stint as Batgirl). I don't recall Tim and Dick fighting, so I didn't consider that either.
So does anyone else out there recall any Robin getting the best of the Robin that came before him, or is it just a golden rule that Robin isn't allowed to beat his predecessor/ For the record, I think Tim deserves a rematch (and his own stinkin' Comic title for crying out loud!) against Jason. Red Robin vs. Red Hood= that's gotta happen eventually right?