Best Way to Grow Out a Pixie?

I got a pixie cut last September and have loved all the different styles I can create with it. I'm interested in making it a little longer and possibly growing it out. The back tends to get long and messy and every time I go to just get a trim, while emphasizing that I'm growing out my hair, the hair stylist always chops it back to the length I started with. Do I need to let the top layer of my hair grow out and 'meet the bottom' in a sense, to grow my pixie cut out? Or are there other ways to grow it that I haven't heard of? I'd appreciate any advice you guys can offer on the matter! I've attached a couple pictures of my hair from within the past month; the curls are natural and when my hair is straight, it's because I've blow dried and straightened it.

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