Summary
Sean O’Brien is a cybersecurity educator, researcher, and entrepreneur with over a decade of experience building privacy-first products and curricula across academia, nonprofits, and industry. He founded Yale Privacy Lab and PrivacySafe, leads cybersecurity programs at Bay Path University, and serves as Deputy Director of the Free Software Foundation, blending hands-on secure-software shipping with policy and open-source advocacy. His work spans secure hardware and software for healthcare and SMBs, blockchain/Web3 security, and NSA-aligned cyber education—efforts that have been cited by major outlets like The New York Times and Wired. Known for turning classroom experiments (Raspberry Pi, Kali) into real-world tools and training, he also runs Ivy Cyber to scale remote security education under the persona “Prof Diggity.” Based in New Haven, he uniquely bridges legal, technical, and organizational perspectives on privacy and digital rights.
11 years of coding experience
24 years of employment as a software developer
Research Fellow (Privacy Lab) Information Society Project, Research Fellow (Privacy Lab) Information Society Project at Yale Law School
Master of Education - MEd Educational/Instructional Technology, Master of Education - MEd Educational/Instructional Technology at University of Connecticut