Carotid webs (CWs) are a variant of fibromuscular dysplasia (FMD) in which a non-atheromatous, non-inflammatory distinct focal area of fibrous dysplasia occurs at the posterior aspect of the carotid bulb. As it protrudes into the lumen of the carotid artery, CWs can cause thrombus accumulation and cerebral embolisation. CWs increase the risk of ischaemic stroke 20-fold and account for 9 to 37% of patients <60 years with cryptogenic stroke. Here we present a case of a young man with recurrent stroke in the context of a CW. A 24-year-old presented with transient speech abnormalities and left sided hemiparesis. His past medical history was significant for a right middle cerebral artery (MCA) territory cryptogenic stroke 6 years ago. An MRI demonstrated a right MCA infarct and CT angiogram demonstrated a small carotid web. He was admitted and commenced on dual anti-platelet and statin therapy. Day 7 of his admission, he sustained a transient neurology event. CT angiogram demonstrated a thrombus attached to the CW extending distally. The decision was made to perform a carotid endarterectomy. The patient recovered well and was discharged 48 hours later on best medical therapy. Histopathology was in keeping with myxoid dysplasia thought to be keeping with FMD. Post-operatively a carotid and renal artery duplex did not demonstrate any evidence of FMD. The majority of CWs are identified in patients with stroke or transient ischaemic attack. Despite being a potentially thrombogenic cause for ischaemic stroke they remain an overlooked diagnosis. The 2023 ESVS Guidelines recommend carotid intervention for symptomatic patients with carotid webs in whom no other cause for stroke can identified after detailed neurovascular work up.