If she gets the sense that Ray doesn’t approve of the things she’s asking him to do in Season 6, it’s possible he could find himself branded as one of her enemies and have another fixer gunning after him.
Last season of Ray Donovan showed Sam enlisting Ray’s help out of fear her original fixers know too much about her.
Hopefully, the latter doesn’t happen, as that sounds like a fast track to making an enemy out of Sam Winslow.
That probably wouldn’t be the best move for Sam to make, but with Ray clearly looking damaged at the end of Season 5, is he even equipped to handle such a betrayal?