I think you've posted something about this before - her not asking deep questions. What you're getting doesn't seem like therapy to me.

She may be following your lead. So instead of following the usual pattern and talking about your week and drawing intellectual links between current daily problems and larger issues, why not skip that, pick one of those larger issues and really explore it - like why you have low self-esteem, when did it start, what's your first memory of it, how do you descrbe yourself to yourself, how do you present yourself to others, etc. Sometimes you have to lead the dance.

Also I think low self-esteem and perfectionism are very likely to stem from childhood experiences and that she is on the right track there.