About the Role MyCISO is building the SecurityOS for modern security leaders — replacing spreadsheets and fragmented tools with a single platform for risk, compliance, incidents, suppliers, metrics, and culture. We’re looking for a Head of AI Engineering to lead our AI roadmap and manage our outsourced engineering team. This is a rare opportunity to work directly with the CEO and shape how AI is embedded into a real SaaS product solving real customer problems. The Role You’ll own the technical direction for AI across the MyCISO platform — from architecture and design through to delivery, quality, security, and scale. You’ll work closely with leadership and product to identify high-value opportunities, turn them into production-ready features, and ensure our outsourced team delivers at a high standard. What You’ll Do Define and lead MyCISO’s AI engineering strategy and roadmap. Transition and maintain the app into an AI native / AI ready form. Design and deliver secure, scalable AI-powered product features. Manage and uplift an outsourced engineering team. Work with the CEO and Product Owner to prioritise valuable AI use cases. Establish standards across architecture, testing, security, observability, and release quality. Guide build vs buy decisions across models, tools, and platforms. What You’ll Bring Experience leading software engineering teams, including outsourced or distributed teams. Experience shipping AI-enabled product features into production. Strong architecture capability across backend systems, APIs, cloud, and SaaS products. Practical understanding of LLMs, prompt design, retrieval, evaluation, and guardrails. Strong communication skills and commercial judgment. Nice to Have Experience in cyber security, GRC, risk, or compliance. Experience in B2B SaaS or startup environments. Experience with agentic workflows or AI automation. Why Join Us Direct access to the CEO and real influence on product direction. Genuine ownership of AI engineering at a growing SaaS company. The chance to build meaningful AI in a high-trust domain. An ambitious Australian company with global aspirations.
