RunSybil raises $40M to automate AI-powered penetration testing

RunSybil, an AI cybersecurity startup whose autonomous agent continuously hacks live applications to find and document real security vulnerabilities without human involvement, raised $40M in a round led by Khosla Ventures, with participation from Anthropic's Anthology Fund, Menlo Ventures, Conviction, Elad Gil, and angel investors from OpenAI, Palo Alto Networks, Stripe, and Google. The company was co-founded in 2023 by Ari Herbert-Voss, OpenAI's first security research hire, and Vlad Ionescu, who previously led offensive security red teams at Meta, and currently counts Cursor, Notion, and several Fortune 500 companies among its customers. Khosla Ventures' Vinod Khosla told Fortune there is currently little competition in this segment of the offensive security market, though he noted incumbents like Palo Alto Networks may eventually move in.