It would have to be someone of low prominence that we could trust not to turn....

Perhaps Draco dono? He is hardly prominent, juvenile even. He would have a reason to return with his mother aboard. Though... that would bring question on why he even left.

I would volunteer but I am unsure of whether I would be able to successfully infiltrate. Though... staging a falling out would not be difficult, joining their crew seems more so.

Regardless, that person will have to develop a Rapport before hand so that crew would be more willing to take them in.