I'm rolling the Syndicate Kid around in my head but haven't come to any conclusions yet. Theoretically he could fit several of the rolls, from Swimming Stone (his family name driving him toward crime), to Wicked Atoner, or even the Failed Parent. The idea for the last one would be that Ryo's troll was "made" by the Syndicate Kid, and then became infected as a consequence of the Syndicate Kid's actions or orders, and now he feels responsible for the outcome.
Ryo's original concept was for Made Man + Privileged Family Name + Legendary Rep, combined with Big Regret. The way I read it, Big Regret and Legendary Rep don't combine very well, as one is a social positive and the other is a social negative. Big Regret, as a quality, is more external than internal. The kid's regret would probably be more RP-fluff than quality-crunch.
I don't know quite how I'd play him. A Social build would make some sense but I'm leaning away from that for OOC reasons.
Have we settled on a setting yet? There was some discussion around Chicago but I don't know if Poindexter decided which option he liked best.