Almost had it, but the toe and the toe of the shoe has to lift up together. Her toe is up, but the shoes toe is down.

Those shoes need their rigging adjusted. That can be a complex process to describe, but it really gets simpler, the more you do it. I suggest that you watch these two video series. They're excellent overviews of the Joint Editor tool. What you will need to do is to adjust the joints of the shoes to match the rotations and deformations in the figure model.

https://www.youtube.com/watch?v=PfcPu83gZNs

https://www.youtube.com/watch?v=q8jxSOL_MAM You will have to adjust the joints and joint zones of the shoes so that they move correctly when the figure's same joints are posed. Many times, simply transferring the rigging will not work, since the zones may need to be a bit bigger or the joint's center may need to be adjusted a little bit.

Note: Deformations depend upon having enough geometry in the right places to make a smooth deform of a group. If these shoes are really low poly, compared to the figure, you might not get really good results no matter what you do inside Poser.