
I had the same issue getting back into jogging with wide feet. I tried a minimalist wide pair that felt roomy but the zero drop flared up my calves. Then I went back to a standard trainer and my pinky toes went numb after a couple miles.
What finally worked for me was Minimalist Trail Runner. The toe box is actually wide so my toes can splay without pinching and and the built in arch support kept my midfoot stable so I did not need extra insoles. They run a touch heavier than the minimalist pair I tried, but the comfort and lack of hotspots made my easy runs enjoyable again.