He quit, but now the gang is back and trying to draw him in again. He actually founded the Yellow Scarves in middle school, and with Izaya's help was able to weave through the politics of the city to make them the strongest gang in the area. He also glares whenever he sees the Yellow Scarves.
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This is because he founded the gang as a joke over the internet, so he's shocked that it's become a serious power in the city.
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Only towards the end of the show does the audience learn more, and being armed with that knowledge gives the flashbacks, hints, and some occasional behaviors from early in the show much more meaning and makes much more sense to the viewer.