A 50-year-old male with a past medical history of borderline hyperlipidemia developed COVID-19 in Fall 2020 and recovered without complication. Approximately 5 months later, he sought care for a prolonged episode of right-sided weakness that self-resolved. He was diagnosed with a Transient Ischaemic Attack (TIA) and discharged the same day. The following day, he developed persistent right-sided hemiplegia and was diagnosed with an acute left basal ganglia stroke.