As the Jolly Rancher approached the Valkyries, Jack nodded to them in passing. Though their wings were drastically different in size and power, there was a mutual respect between winged humanoids, especially since they were so rare.
Also, not only had he stirred the situation as soon as he arrived, he forced both the Inn and the alliance to acknowledge a situation that they had been previously ignoring. In truth, his actions may have caused as many troubles for the Inn as he had resolved.
As unfortunate as it was, he couldn't use his identity of Jack to help out the Midnight Inn. He had done much to prepare the Midnight Inn for his absence. He had created departments and systems to keep things running while he wasn't around, and had nurtured many responsible and mature assistants. He'd also tasked Mary to create her body, but that didn't mean she wouldn't be available to assist.
