I instinctively guessed that Eugene would “flip” if Negan treated him well, but I did not guess that Rosita and Sasha would try to rescue him just one or two episodes after he was kidnapped.
I also think Eugene's flip might be camouflage, and that Eugene has a plan to kill Negan and many of Negan’s violent, amoral foot soldiers.
Is Eugene a character in the comic book version of the “Walking Dead?”
The true purpose of Rosita and Sasha going to the Savior's compound was to kill Neegan. Meeting up with Eugene was simply unforeseen by them. Not there to rescue Eugene, they are there to kill Neegan.