It's such a challenge for me; pushy, blunt, and persistent are harder than being concessionary and allowing more time. I would say waiting 2-3 weeks from start date before asking for a meeting is sufficient; then you have the chance to feel out the teacher's personality and how your words might be taken. And I'm impressed that your DD has had her needs met in school -- what a great position to have reached last year! I have met resistance in that regard, but when I see what is possible through others, it really helps me.