An 18-year-old male who presented with intractable headache found to have left vein of Labbe thrombosis and hemorrhagic venous infarct. DWI (A) and associated ADC (B) demonstrates associated vasogenic and cytotoxic edema. Noncontract T1-weighted image (C) shows high signal within the left vein of Labbe (white arrowhead) with associated filling defect on contrast enhanced study (white arrow) (D). No underlying vascular malformation or mass was identified. T2-weighted MRI (E) demonstrates a left posterior temporal hematoma with associated edema. Noncontrast axial CT image (F) demonstrates parenchymal hemorrhage with hyperdensity within the vein of Labbe (black arrow).