John - I suspect your "first instinct" is right - the fact that you asked at all indicates that you sense something is off - I distrust relationships that come with roadmaps as this seems to. Am I reading more into the way you presented this than I should? it's not a simple job offer but a job offer with expectation or precondition that you are also going to become closer with her?
I think good relationships grow organically, i.e., you are colleagues who in the course of work discover you have things in common, but no preconditions.
My girl-instinct, FWIW, is skeptical.