I adore this idea. I unironically adore Arrow and I think that style would fit Red Hood to a T. Everything from the gritty "street fight"-esque action, to the costumes, to the soundtrack, even the sappy-but-emotional romantic drama would be PERFECT for Jason Todd. I'd argue that the CW format fits Jason Todd FAR better than Oliver Queen or The Flash.
The CW has already included stuff like the League of Assassins and both Talia and R'as al Ghul, so bringing in Jason wouldn't necessarily be a stretch. And if you've read stuff like Scott Lobdell's CRIMINALLY underrated Rebirth version of Red Hood & the Outlaws, you can see that Red Hood doesn't need Batman to hold up his own stories. Especially if the show wanted to take the much more interesting route of portraying Jason as a criminal and crime lord (albeit an altruistic one) first and foremost, much like in Rebirth. If Dexter, Breaking Bad or Sons of Anarchy tell us anything it's that shows with unambiguously criminal protagonists sell, and it's very likely that audiences may gravitate more towards the Red Hood than towards Green Arrow or The Flash. This would also be an excellent way to get him in the public eye. Few people who aren't comic fans have any idea who Jason Todd is and he could use a popularity boost in my opinion.
I know it's cool to rip on the CW, but I don't see this failing if they ever try it. I would be the first one obsessively binging if it ever came to light.
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