Henry Cajas

Henry Cajas is a seasoned technology leader with extensive experience in program and product management across various sectors, including cybersecurity and infrastructure engineering. Currently serving as Staff Technical Program Manager at Squarespace since 2023, Henry previously held key roles at Hotmart and its subsidiary Teachable, including Director of Security Governance and Director of Product for Cybersecurity & Platform. At 2U, Henry ascended through several senior positions, ultimately becoming Senior Director of Product, Customer Operations, where significant contributions included the establishment of a customer operations portfolio and collaboration on corporate challenges. Early career experiences include roles at Beliefnet and The Princeton Review, where technical project management and quality assurance skills were honed. Henry holds degrees from New York University - Polytechnic School of Engineering and State University of New York at Farmingdale.