While we never learn his real name, Quackerjack was a toymaker, run out of buisness by
the popular videogame series, Whiffle Boy (basically Mario) He went insane, and
started to use weaponized toys to destroy the video game's, and all their tie ins.
Once he was stopped by Darkwing several times, he would start trying to get his toys,
not believing the fact that they were dangerous was why they weren't being bought by
parents. At one point in the show, his doll, Mr.BananaBrain, was possessed by the evil
spirit, Paddywhack. The spirit fed on the misfortune of others, and trapped quackerjack
inside it's haunted jack in the box. Once Darkwing was sucked inside as well, he was
forced to team up with Quackerjack, pulling pranks on each other until Paddywhack was
deprived of the sorrow he fed on. for the rest of the show's run, he mostly teamed up
with his best friend, Megavolt. However in the graphic novels, things began to change.
When Saint Canard was taken over by the evil corporation, Quackerwerks (not owned by
Quackerjack) he went back to being a toymaker. However he was driven more and more
enraged when his bosses kept denying, changing, or stealing his ideas. He eventually
snapped a second time, and became a much darker, more violent version of himself. Once
he helped Darkwing stop Quackerwerks, it is revealed he now had a deep hatred for
Negaduck. It turns out that Negaduck had known Darkwing's secret identity, but refused to
him, do to Quackerjack not being "Mean Enough". Negaduck tore apart his Mr.BananaBrain
doll, making his insane state even worse. The last time Quackerjack appeared, he was
using a ray to turn people into plush toys. It was revealed during this time that
Quackerjack had a girlfriend named Claire, who he left behind after he left his job
at Quackerwerks. After being defeated yet again, Quackerjack turned himself into a plush
toy at his girlfriend's doorstep, saying "It's the best i'll ever be" Quackerjack is a
mix of the Joker, and the Toyman. Both from DC comics. However during the episode with
Paddywhack, he was shown to have been confused at how his doll was speaking in a new
voice, but didn't seem surprised it could move around on it's own, and was alive.
This suggests he was also inspired by the lesser known Batman villain, the Ventriloquist.
Quackerjack attacking a video game convention with his toy beam