This case study presents the case of Mrs. A, a 72-year-old woman with a three-year history of a venous ulcer on her left leg, complicated by rheumatoid arthritis, steroid-induced type 2 diabetes, and a history of neuropathic pain. The assignment details her medical history, including previous surgeries, medications, and allergies, providing a comprehensive overview of her health status. The assessment reveals the ulcer's characteristics, including size, exudate, odor, and appearance, alongside an evaluation of her pain levels and lifestyle factors. The diagnosis focuses on venous insufficiency, supported by vascular studies. The management plan encompasses assessment, treatment, and evaluation phases, emphasizing compression therapy, wound dressing, exercise, and pain management strategies. Challenges encountered during treatment, such as the patient's non-responsiveness to compression therapy due to nerve pain, are highlighted, along with the need for alternative approaches. The case study showcases the complexities of managing chronic wounds in elderly patients with multiple comorbidities, underscoring the importance of a holistic approach to care and the iterative process of treatment and evaluation.