2. David Cain (DC Comics)
David Cain is probably the least known character on the list, so I will put a bit more in to convincing you - the good reader - about why he is better than Batman at preparation. Even though he has probably appeared in less comics than everyone else on this list, he has still managed to consistently show himself off as an incredibly talented planner. With prep, Cain has set up a completely manufactured fake situation on one side of Gotham City to draw Batman over there while he carried out his business on the other side of Gotham. This involved getting the police and everyone else convinced that he was messing around with Gotham's nuclear power plant, to the point where Oracle, Batman and Cassandra Cain - all watching through Oracle's high-tech JLA computers - couldn't figure out that the footage that he was giving them was fake - this is in spite of Batman's great detective and observation skills, Oracle's aforementioned high-tech JLA computers and Cassandra's body-reading skills. All three of them were convinced that the situation was very, very real. Not to mention the police thought exactly the same thing. He also once broke into the Batcave, doing so in such a way that nobody - not Bruce, not Bruce's entire Bat-Clan, not Oracle, not Alfred, nobody - was aware that he had done so. His breaking-in also included hacking into the Batcomputer and messing around with its records. He then faked a 911 call that implicated Bruce Wayne in a murder. None of the advanced technology in Oracle's arsenal could detect the call as fake. So Bruce was framed for murder. There was sufficient, realistic evidence created that Bruce, lacking any kind of alibi at the time, looked guilty even to his own Bat-Family, who basically had to desperately hold on to their faith and believe that it couldn't be true. In the end, the only reason the Bat-Family figured out the truth was because of blind luck - Cassandra literally stumbled across a nearly-impossible-to-find clue that only she could possibly recognise. Once they figured that out, they went absolutely crazy analysing everything and, with the absolute knowledge that someone (though whom that was was completely unclear) must have broken into the Batcave, finally found extremely faint traces of evidence that somebody was in there at one point and got in by using acrobatics that Nightwing was hard-pressed to duplicate (yes, Nightwing) as well as evidence of such weird, highly advanced technology like "solid light generators". Basically, when David Cain is on his A-Game, with preparation he leads Batman and his entire Bat-Family around by the nose.