My daughter has always been 'shy.' She is now 7... in 2nd grade, and is still sort of 'shy' .. .and ever since Preschool, the Teacher's have commented on it.
BUT... I always tell them, I do not see it as a 'problem'... because my daughter is very mature/confident/self-assured/self-directed...and VERY socially cognizant and observant. SHE is not suffering. And she is no 'wimp'... she does speak her mind and stand-up for herself when there is wrong doing.
SO, I tell the Teachers, she is not a "problem." In tandem with that, she has always adjusted to classes/outings/school/peers/social situations very well. So I do NOT see it as a 'deficit.'
In fact, I am proud of my daughter, because, compared to other kids, she is very keenly aware of social appropriateness or in-appropriateness.
And, we ALWAYS have taught her, to be herself. Always. She is not a 'sheep' and she is a leader. Although shy. She knows people and situations very well... and always 'chooses' her friends well. She has good instincts.
So you see, there is nothing 'wrong' with being shy. It is just a social outlook... that adults/people have about it and toward that person.
My daughter, since a toddler, has been in classes etc. and Mommy groups. But I always go by my daughter's cues. I don't force her to be social or gregarious. She knows herself... and I trust that. And her.
Over time, she has become now at 7 years old, less 'shy.' So that's fine.
But she never lacks for friends or social invites and the Teacher's always have said, that my daughter is always the best-behaved in class and the one that has the best attention span and ability to comprehend directions.
So, 'shyness' is really a non-problem.
And, when others say my daughter is "shy"... I always say "yes, but she is herself. And she is not timid. There is a difference."
My "shy" daughter... is a great observer and will assess the situation/group first... and then she knows who/what kid is nice nor not... and why. She is just that way. That is her personality.
I would not think of trying to maker her, otherwise.
Its okay. Shyness is not a deficit.
Just teach her... that being 'shy' is nothing wrong. Otherwise she will always be self-conscious of it and herself... when there is no reason to be.
Teach her to be herself... and to be proud of it.
Many successful people, were shy children or are 'shy' adults. And it did not impede their 'success.'
all the best,
Susan