Primary Intrapulmonary Thymoma (PIT) is an infrequent ectopic lung tumor that poses a diagnostic dilemma and has a poorly understood origin. We report a previously healthy 61-year-old lady who presented with cough and weight loss for a month. Diagnostic imaging showed a large left upper lobe mass and two multifocal pleural based nodules in the left lower lobe. She underwent Computed Tomography (CT) guided biopsy of the lung mass and histopathological findings was consistent with a combined Type B1 and B2 thymoma. She was planned for 6 cycles of neoadjuvant chemotherapy with the intent of achieving tumor downstaging and resectability. Due to the lack of established evidence for management of unresectable disease, we wish to highlight the importance of multidisciplinary consensus before pursuing multimodality treatment.