I don't know that he could be hired without being a part of the Guild, except for underground machinations, and of course there's the notion that he's dead. If he was up-and-about I feel like we'd have heard something from the cantina droid, at least. There's also a possibility that maybe he did the bounty hunter strapped to the dewback, in order to get Agent May out in the open somehow. That's just me spitballing, but I feel like they have unfinished business together.
I'm betting they don't let him go out easily. In fact, I predict a last-episode cliffhanger in which he/May absconds with The Child.
So it goes.
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