I really do want Doffy to get out and start doing Doffy things again. There's a risk of having too many ambitious, proud, arrogant people in one organization though. They could bicker among themselves so much that it all falls apart, like the Rocks Crew.
On the other hand, since they have Buggy to fill the role of leader, it might help keep the peace among Hawk, Croc, and Bird. Like, "Well, yeah, he's the leader in name only, so it's not really an insult to me that I'm his underling bc it's all fake." Even better, if each leader were given the freedom to run a division as they see fit, they might not need to argue with each other as much. It could work... Or they could all get pissed and split the skies, who knows?
Doffy would be a good way to fix the cash problem. Buggy's broke. Croc's broke. Mihawk's money is tied up in vintage wine speculation... Where are they getting the money for these Marine bounties, anyway?
Doffy has lots of connections and he's smarmy enough to be able to come up with a money making scheme quickly. It would probably be dirty money, but it seems like most money in OP is dirty already.