The cool-cute quotient of Crewcuts catalog gets us excited every time it comes out. Who thinks up those outfits and can she come style us? Sarah Clary has been that person since the beginning, working also at The Gap, Vogue Bambini and Target. What perfect timing—as we shop for holiday outfits—Sarah can break us out of our perfectly-fine-but-predictable dressing mold. She has a gift at mixing (take a look at that profile pic from years ago!). She gives us the green light to mix patterns ("stripes with everything!"), colors and casual-and-dressy styles that we hadn't thought of together. What we really love though, is how she finds that one piece that transforms an outfit. "When dressing your kids for the holidays remember that they should still look like a kid. Colored shoelaces, a graphic tee or a boys item for the girls allow them to look festive but with a little added personality." Get inspired to add that statement headband or go-for-it with a stripe-and-plaid combo. SEE ALL SARAH'S OUTFITS >