I'd really appreciate some advice from those of you with more school experience than I have

Background info: DD1 was diagnosed with SPD a little over a year ago and ADHD inattentive-type at the end of this past school year. Since it was so close to the end of the year, the director of special education at the elementary school suggested we wait until school started to decide if we needed to do an evaluation. Currently, she doesn't have an IEP or 504. When I had her evaluated through the school system in August 2012, she didn't qualify for any services, but that was before the ADHD diagnosis.
DD1 started kindergarten on Sept 3rd, and I emailed the teacher prior to the start of school to let her know about DD's ADHD diagnosis as well as her fine motor delays, and I told the teacher we're working with an OT. I haven't heard anything from the teacher about how things are going, and DD was kind of upset when she came home today. She couldn't really explain what happened and pressing her seemed to make her more upset. DD also told me that the teacher had asked her to hold her pencil a different way from the way we've been working on with the OT. I feel like since she just started being comfortable holding it the way the OT wants her to, and we're still building up her hand strength, she should continue to hold it the way the OT suggested. Am I wrong?
I guess I'm wondering how to proceed. Should I be checking in more with the teacher? I don't want to seem like I need to know every detail of the day, but if DD is having trouble understanding what's expected of her, then I don't want to just let that go. How long do I wait to see if we need an evaluation? Do I rely on the teacher to make the call on that? I know I'm spoiled from having such easy and open communication with DD's pre-K teacher, so I don't want to be unrealistic. Thanks in advance for any advice you all have!
Re: Advice re: evaluations and communicating with teacher