Helen Oakley — Co-Founder
Helen Oakley, CISSP, GPCS, GSTRT, is an executive leader at the intersection of AI, cybersecurity, and enterprise software, driving innovation and resilience where technology, trust, and regulation converge. With a proven record leading multi-million-dollar implementation initiatives across Fortune 500 environments, she has delivered secure and scalable transformations spanning software development, AI adoption, and third-party integration. Beyond the enterprise, Helen leads several of the industry’s most recognized open-source initiatives in AI security. She created the first open-source AIBOM Generator for Hugging Face models and the OWASP Agentic AI CTF (FinBot), pioneering practical ways to bring transparency and accountability to intelligent systems. Helen is a driving force behind AI security initiatives and white papers within the OWASP GenAI Security Project. Her work turns emerging AI risks into practical frameworks, tools, and standards adopted by the industry. Helen’s leadership unites deep technical insight with strategic execution, translating complex security and AI programs into measurable business impact. Recognized as one of the Top 30 Women Entrepreneurs to Watch in 2025 and among Canada’s Top 20 Women in Cybersecurity, she continues to shape how enterprises and innovators alike secure, implement, and scale AI responsibly.
Stackforce AI infers this person is a leader in AI security and software supply chain management.
Location: Toronto, Ontario, Canada
Experience: 18 yrs
Skills
- Ai Security
- Leadership
- Software Supply Chain Security
- Security Regulations
- Secure Software Development Lifecycle
- Software Security
- Quality Assurance
- Security Testing
- Project Management
- Release Management
- Ai Systems Governance
- Ai Risk & Failure Analysis
- Ai Supply Chain Transparency
- Aibom
- Agentic Ai Security
Career Highlights
- Leader in AI security and software supply chain.
- Pioneered open-source initiatives in AI security.
- Recognized among top women in cybersecurity.
Work Experience
Aelion Path
Independent Researcher (5 mos)
OWASP GenAI Security Project
Creator & Co-Lead, AIBOM Initiative (6 mos)
Co-Lead and Core Contributor, OWASP Agentic Security Initiative (ASI) (9 mos)
Creator & Co-Lead, OWASP Agentic AI CTF (FinBot) (11 mos)
Co-Author & Co-Lead, Agentic AI Threats & Mitigations Guide (1 yr 7 mos)
SAP
VP, Software & AI Security (1 yr 2 mos)
Director of Secure Software Supply Chains and Secure Development (1 yr)
Lead Security Architect for software supply chain security, SAP Global Security & Cloud Compliance (2 yrs 2 mos)
Sr. Product Security Architect and Security Standard Owner, SAP Global Security (2 yrs 9 mos)
Product Security Architect (8 mos)
Security Product Owner (2 yrs 10 mos)
Security Expert (1 yr 1 mo)
Security Test Lead (1 yr 5 mos)
Project, Program & Release Manager (2 yrs 11 mos)
A-Speakers
Professional Keynote Speaker (1 yr 5 mos)
AI Integrity & Safe Use Foundation (AISUF)
Founding Partner (1 yr 9 mos)
Tiebreaker AI
Strategic Advisor, vCISO (7 mos)
Cybersecurity and Infrastructure Security Agency
Co-Lead, AIBOM Tiger Team (CISA SBOM Initiatives) (1 yr 1 mo)
SecureWorld
Advisory Council Member (1 yr 7 mos)
Security Education Conference Toronto (SecTor)
Member of the Board of Advisors (3 yrs 4 mos)
Humint
Advisory Board Member (5 yrs 4 mos)
siberX
Advisory Board Member (6 yrs 8 mos)
Leading Cyber Ladies
Co-Founder (7 yrs 7 mos)
HackStudent
Cybersecurity Teacher and HackStudent Management Team (3 yrs 2 mos)
Camilion Solutions
Project & Release Manager (1 yr 3 mos)
Quality Assurance Lead & DevOps Engineer (2 yrs)
Quality Assurance Engineer (2 yrs 4 mos)
Education
at George Brown Polytechnic