I've been thinking, do you think we should do a month long time skip so everyone is fully rested from their last jobs, members can interact anew if they want, and take new or old jobs. Though I'm only saying the month time skip should only for non Ragged brotherhood members. Here how I picture:

After about a month, some members of the Ragged Brotherhood arrives at the island of Aroway which is south of Akane Beach and attacks the village. In haste, a request is teleported to Phoenix Wing asking for help. At the Phoenix Wing guild hall, the request suddenly appears in front of the request boards and falls to the ground, which possibly caught the attention of some guild members. Old or new, the members of the guild have rested and grown a bit in the guild and with a magical new request appearing, maybe it will catch someone's interest, but that's their choice of course. And other people who aren't part of a guild can still do their own thing.

Any thoughts, when, and agreement with the idea, just post :)