Background: Diabetes following pancreatitis, often termed post pancreatitis diabetes, poses diagnostic and therapeutic challenges. Accurate classification of diabetes among post pancreatitis patients is crucial for tailoring appropriate treatment approaches. Despite meeting criteria for pancreatic diabetes, some patients may benefit from reevaluation due to evolving clinical presentations and diagnostic advancements. This case series highlights the significance of meticulous evaluation in reclassifying different types of diabetes among post pancreatitis patients to optimize treatment strategies. We present three cases where patients initially diagnosed with pancreatic diabetes and treated with insulin were reclassified as other types of diabetes, leading to improved response to oral glucose-lowering therapy. Methods: Three cases of post pancreatitis diabetes initially managed as pancreatic diabetes but reclassified based on thorough clinical, biochemical, and radiological assessments were presented. Detailed clinical histories, physical examinations, laboratory investigations, and imaging findings were documented to elucidate the reclassification process. Results: Case 1 involves a 25-year-old male with acute hepatic encephalopathy and newly diagnosed diabetes. After reclassification as T2DM, he responded positively to oral glucose-lowering agents. Case 2 involves a 55-year-old female with chronic calcific pancreatitis and T3C Diabetes Mellitus. Hypercalcemia due to parathyroid adenoma led to reclassification as T2DM and successful transition to OAD therapy. Case 3 involves a 25-year-old female with psoriasis vulgaris and chronic steroid therapy. Conclusion: This case series underscores the importance of comprehensive evaluation in reclassifying post pancreatitis diabetes, as illustrated by diverse clinical presentations and responses to treatment. Clinicians should consider reevaluation in patients with atypical features or inadequate response to initial therapy to ensure optimal diabetes management post-pancreatitis.