Maybe Shadow Hand and Jade could chat? Maybe she kind of runs into him when both are in no mood to fight?
The problem with that is that Shadow Hand isn't one to engage into a chat without some premeditated cause. If he ran into a Jedi without cause, he's more likely to attack than ask questions.
They could have an encounter while Shadow Hand's doing other stuff, but I would suspect that there'd be a fight. It would be interesting, to be sure.