With the increasing number of bariatric procedures performed, surgeons in the U.S. and worldwide are encountering more challenging complications, many of which have no treatment consensus due to their rarity. This case report discusses the case of a 48-year female patient, who underwent a Laparoscopic Roux-en-Y Gastric Bypass and hiatal hernia repair due to morbid obesity and obesity related comorbidities. Preoperative workup including an upper GI study that revealed a hiatal hernia. Though the operative course was uneventful, postoperatively she started suffering from hematochezia. She eventually suffered from hemorrhagic shock, and was resuscitated with IV fluids and blood products. After stabilizing the patient, she was taken to the OR for a diagnostic laparoscopy. The gastric remnant was found to be full of polyps, with bleeding from one polyps, as the stapler cut through it while forming the pouch. EGD revealed a polyp at the gastrojejunostomy, which was resected through EGD.