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Tim Drake was at the circus the day the Graysons were murdered, and had his picture taken with them before their act.
Years later, he stumbled upon Batman and Robin fighting The Penguin and recognized Robin as Dick Grayson when he saw him perform a complex acrobatic move. He deduced Batman's identity as Dick's adoptive father, Bruce Wayne, and began watching them from afar.
After Jason Todd died, he approached Dick, now Nightwing, and tried to convince him to become Robin again. Nightwing refused, but took him to Batman so that Tim could be Robin. Batman wasn't happy with the idea of training Tim, but Nightwing and Alfred convinced him.
Robin's ability to discover identities has also helped him deduce that Superman is Clark Kent and that Huntress is Helena Bertinelli, among others. He is also skilled with computers, the only Batman-family member surpassing him being Batgirl.
Aside from Batman and Nightwing, Robin also works with The Spoiler frequently.
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