An 82-year-old woman developed a stubborn ulcer on her toenail bed after having the nail surgically removed to treat an infected nail fold. Testing revealed the ulcer was caused by a yeast called Candida parapsilosis, which typically causes infections after physical trauma or injury to the skin. Treatment with an antifungal medication called fluconazole successfully healed the ulcer over three months. This is the first reported case of this specific type of infection following nail removal and highlights the importance of properly identifying the cause of chronic nail infections.