Works for me! They can meet up around the job site, maybe drop some hints that they're there for enforcer job reasons if they haven't already touched bases while taking up the task, and then meet up proper away from where the gang is to keep from being outed.

I'll probably do that later today then, just gotta get my ducks in a row/make sure everyone's alright with it.

As for Jade's situation, she does have healing magic (magical pocketwatches man, super easy to conceal in plain sight in a place like Verens) if you want him present but need a way to make it happen, though obviously it's not going to solve severe wound problems so much as band aid them until he can get proper aid. But I think Estelle will be fine regardless of what outcome. Her partner Joshua will have been working stealthily in the shadows for this job since it's to his strengths, so even if Jade's injured or even absent, Joshua would probably even the odds a little for her. I'll have to ask Zero and see how that'd go.