A male patient presented with black stool for 4 days, nausea, fever, and increased breathlessness. His medical history includes diabetes treated with metformin, hypertension treated with captopril, and use of pain killers for 3 years. On examination, he had anemic conjunctiva, tachycardia, fast and shallow breathing, and cardiomegaly. Laboratory tests showed moderate anemia, acute kidney injury stage 1, and elevated inflammatory markers. He was diagnosed with melena due to NSAID-induced gastropathy, pneumonia, urinary retention post-cystostomy, and diabetes. Treatment included IV fluids, antibiotics, proton pump inhibitors, blood transfusion, and endoscopy was planned.