absolutely. i'm excited for that dichotomy, too, because isabel is squarely in rob's corner and while she doesn't think he can do no wrong (see: his upcoming nuptials) she does tend to give him the benefit of doubt... maybe more than she should. so his partying phase, when she possibly was introduced to caroline? isabel wouldn't have objected to any of it, not even when it caused scandals and whatnot.
now when it comes to the henry situation, she's very much in control. or she likes to think she is. press? she's got them by the throat. family? his and hers are being Handled. the future of their relationship? it's a freaking battle plan. but it's all an arrangement. and while i'm sure there's been research done and his relationship with caroline is known, it's not something she's thought about before. the idea of caroline and henry together because they liked each other. maybe even loved each other. and henry backing away because of the reality of a life in the public eye.
weirdly, i think it could open the door to some interesting moments between these two.