My DH and I have tried to be pushy with DSD in the past, but she is not the type who can be pushed. Case in point: her school offered violin lessons one year, and we encouraged DSD to think about signing up, thinking all the while of the benefits she would get from music lessons in school. Being 6 at the time, and a thoroughly modern child raised on pop music, DSD didn't quite know what a violin was. So, we showed her some videos of people playing.
The kid literally shrank away from the YouTube, and whimpered, "I don't want to anymore, it looks too hard." No amount of backpedaling, re-encouragement, or softly-spoken words could change her mind. She wouldn't do it. Pants to violin.
We didn't get it for a long time. Both DH and I are the type of people who shine when we achieve something. Therefore, we got it into our heads that you must achieve something in order to shine. Through our mistakes with DSD, we've been learning that this attitude may be a little bit back-to-front.
I have my fingers crossed that DSD will find her voice as she grows up, and that she will learn to stand up straight and feel confident about her place in the world, and about what she can contribute to it. But she definitely won't get there with us trying to steer her - she seems to interpret it as a lack of faith in her abilities, and a lack of support.
What has worked a lot better for DSD is listening to what she is interested in or needs, and then responding that. That has ranged from signing her up for athletic activities (she has loads of energy and enjoys her sport), to getting her into Brownies (she gets lonely after school), to offering some support with her reading and phonics (she wants to be better at reading and for reading to be easier).