Dick has beat Jason and Damian.
Jason has beat Tim
Tim has beat Dick multiple times, Jason multiple times, and Damian multiple times
Stephanie has beat Damian
Damian has beat Jason and Tim via surprise and them going easy on him
As far as their strengths and such
Dick is ranked 3rd in overall potential and training. He's weak in character. He received the worst over all training due to Batman training for the first time and having no other trainers. His main advantage is that he has the most experience and is instinct based so he is quicker to react in a crisis.
Jason is ranked 4th in overall potential and training. He is pretty much all about his conviction that what he is doing is the right course of action and that makes it easier for him to come to a choice that he won't regret at some time later. His training is pretty bad due to him being a bratty kid and not caring about training. Later we are to believe that he gets excellent training after his resurrection, but that also means that his experience is low and he only wins 4th place due to how shabby Batman trained Stephanie...
Tim is ranked 1st in over all potential and training. He has a strong character, but is often enough weighed down by the moral grey he has inhabited through out his career. He has been trained the best by Batman, by Shiva, by several if not all of the masters that Bruce was trained by, Dick, and several masters that Bruce doesn't know about not to mention sparring with Cassandra on a regular basis. He also has the second most experience after Dick. He has pretty much been called the perfect sidekick, but throughout his hero career he has been largely solo. On top of all that he is on a tier of hackers that is occupied by Anarchy, Oracle, Cyborg, Brainiac, that villain guy I can't think of, and himself. His training along with his mental prowess makes him the strongest Robin, making up for any natural inclination towards the physical stuff that he may lack.
Stephanie is tied for 4th or is 5th. Mentally she is willing to push herself regardless of what others say and that really is one of her strongest points. She has a small amount of training from Batman which makes her seem like that weakest, but Barbara, Cassandra, and Dinah all trained her a bit which makes her likely one of the better trained Robins, if not for the lack of experience that her masters have with training and the lack of experience she has in general, but she is more than smart enough and determined enough to make up for those short comings. Her ability to deal with Damian could even put her in the top 3, but I'd say she just lacks the experience to win in a straight up match with them
Damian is ranked second simply for his training and where is right now, however his personality, attitude, and overall interests put him on a lower level than Tim. Damian will one day be a top brawler, but he will never be anything more because he simply doesn't have the capacity as a character as he is now to grow rival even Dick's level of detective work which is the 2nd worse of the Robins, after Damian. What puts Damian above Dick is also that he isn't a lost little puppy like Dick and Jason. He wants something and the only wa he can get it in his own eyes is to become great in every way that he can that he feels is the most effective. Likewise due to his training to just kill people and his wanting to show that he isn't a killer to others makes him be more aware in a fight. Just enough to put him over the edge as a better Robin than Dick, but Damian will never be as good as Tim because of Damian always being unsure of himself to some degree while Tim will always be sure he can do it because he's already got it all worked out before he's made the first move.
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