i love that description and wish to befriend it. roland is driven by abandonment issues and carefully pruned insecurities. he made the mistake of getting good at charming people, which is how he wound up both in politics and involved with her cousin. he's not amoral but he misjudges just how set his moral code actually is (and what means he's prepared to employ because they're justified by his ends).
all this to say: insightful psychological warfare mama bear sleeper agent sounds like someone he could use as an actual, genuine friend... if he doesn't step on her toes too badly, of course. far better people than him have wound up in the tower.