In the long and the short of it, he and the Rooks are stealing supplies from City-owned warehouses. Before John arrived and there was the big freeze and icy weather, the Rooks pretty much dealt out what they had and made the majority of the Magistrates look bad. Also, they laugh at the idea of a police force. Jacob is also friends with Devi and they've discussed assassinating the Emperor.

YAY! If you want to do something, that could be fun, perhaps meeting in the Coliseum, after they've fought in separate fights? Jacob has no problem in telling other blokes that he admires or likes their style so that could be good?