If you don’t want to compromise looks for functionality I’d recommend going to a foot doctor for customized inserts to put into shoes. As a shoe lover myself it’s the best way to keep wearing the cute ones!

One of my doctors recommended rocker bottom shoes, specifically Hoka brand. They aren’t high top but they are very supportive. I also put an arch support in mine, but the shoes alone made such a difference. Even helps with my knee pain and back pain - I notice a huge difference when I’m not wearing them. I have a pair to wear in the house too!

Thank you so much for all of the ideas! I can't get over how amazing it is actually connecting with other people with similar niche experiences. Really appreciate all of the encouragement and recommendations, so much more helpful than the vague recommendation I got from doctors to wear supportive shoes lol

If you are looking for a sandal, Chacos are a good one for arch support. They are just sandals so dont have any ankle support but they have really good arch support. And you are able to adjust the straps to fit your foot.