This case involves a 66-year-old male with a history of diabetes who underwent a metatarsophalangeal joint fusion, a dorsal flexor shortening wedge osteotomy, and hammertoes arthrodesis. The patient felt the bandages were too tight on his foot but kept them on until his first post-operative appointment two weeks after surgery as instructed. The podiatrist removed the bandages and noted concern of gangrenous toes. In spite of this noted concern, the podiatrist did not perform cultures or place the patient on antibiotics. The podiatrist recommended follow-up in one week. During the follow-up appointment, the patient’s toes looked gangrenous and sanguineous drainage was noted. The patient was referred to a wound care center and was told that some toes would have to be amputated secondary to gangrene.