Note: I chose some dresses from Forever 21, which due to the fact that Madison is pretty young and also petite, I thought they would work for her. (As I'm sure you know, F21 dresses can often be pretty short for taller ladies.)
For this first look I would put a cami under the top - click HERE for the top. I think this top would also look great with the pencil skirt shown in the last set. These pants do come in petite but have limited sizes online. I also like THESE pants, which again - come in petite.
Pair this F21 dress with some simple accessories, a thin beige belt, and some pretty flats and I think it would be perfect for work.
Again, a simple sheath dress paired with simple accessories will give Madison a professional look.
I love the top shown below and this shirt would also work well with the pants shown in the first set (or the wide leg version mentioned as well).