The 90s were a dark time for superheroes, and even Nightwing found himself pulled into the mix with a sidekick as violent as Red Hood.
Batman has had a mixed legacy with sidekicks, raising Dick Grayson to become the heroic Nightwing, but failing Jason Todd, who reinvented himself as the lethal hero Red Hood. However, before Jason Todd returned to Gotham and began slaughtering its criminals, another killer sidekick sullied the Bat-Family's good name. This time, however, it was Dick Grayson's charge who attempted to become a lethal protector.
Thaddeus Ryerstad was an orphan, or so he claimed. He grew up on the mean streets of Blüdhaven and often had to fend for himself with nothing but his own two fists and whatever weapon he could find. Yet Tad was no hero - he was a bully with a distorted sense of morality who tried to convince himself that he was a good guy by beating up the bad guys.
Dick believed he could help the boy by training him and giving him focus for his anger and feelings of inadequacy - as Batman had for him. Unfortunately, Nightwing underestimated the kids’ mean streak and the depth of resentment that Tad was harboring. The training did not result in Nite-Wing becoming a more moral or upright hero, but just a more effective bully. Eventually, Tad ran afoul of an undercover cop and killed him.
Nightwing's Failed Sidekick Changed How He Saw Batman Though Dick’s first attempt at mentorship was a failure, it may have given him a deeper appreciation of his own former mentor. Raising sidekicks is not easy and what Dick went through with Nite-Wing was not dissimilar to what Bruce went through with Jason, though that story had a happier ending.
Ultimately, Dick Grayson would not give up on his role as a mentor. Not only did he help inspire heroes like Jon Kent's Superman, but he went on to influence and lead an entirely new generation of heroes.
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