A 43-year-old active duty female with no significant medical history presented to the emergency department with sudden onset of blurry vision and vertigo, shortly after a coughing fit. She described a fluctuating “starburst” pattern in her left visual field. She had a recent upper respiratory infection with persistent coughing and associated neck pain. During a coughing fit one week earlier, she had also strained her back. CT angiography demonstrated bilateral VADs of right V1-V3 and left V2-V3 segments, with associated near occlusion of the right V3 segment and occlusion of the left V3 segment. While in the emergency department, she continued to have intermittent visual scotoma, so a heparin fusion was initiated with subsequent resolution of symptoms. MRI brain was negative for acute or chronic infarction. She was transitioned from heparin to oral rivaroxaban and discharged home. Chromosome sequencing analysis was negative for mutations associated with connective tissue disorders. Repeat CTA 6 months later demonstrated complete resolution of the dissections, and she remained asymptomatic at follow-up.