Chief Technology Officer (CTO) – EdTech / Education (Remote | Equity Ownership)

About the Role American AI & Automation (AAIA) is seeking a Chief Technology Officer (CTO) for our Education Division — a hands-on builder who has architected, scaled, and launched LMS or SIS platforms and previously held a leadership role at a major LMS company (e.g., Blackboard, Canvas, PowerSchool, Infinite Campus). This is not a symbolic leadership post. We need a CTO who understands both the infrastructure of education systems and the power of AI/ML automation to reinvent them. Someone who can bridge real-world district needs with advanced data models, predictive analytics, and personalized learning engines. Key Responsibilities: AI-Driven Platform Architecture • Lead design and development of next-generation AI-powered LMS and SIS platforms within AAIA’s automation ecosystem. • Architect scalable data systems that enable adaptive learning, predictive analytics, and student performance modeling. • Integrate with major education platforms (Canvas, Blackboard, PowerSchool, Infinite Campus, etc.) through intelligent APIs and automation pipelines. • Ensure compliance with FERPA, COPPA, and state-level education data privacy frameworks. • Build infrastructure optimized for secure data ingestion, real-time insights, and automated decision support. Hands-On Technical Leadership • Contribute directly to system architecture and code decisions early on. • Define technical standards, automation workflows, and scalable delivery playbooks. • Evaluate and implement ML models that drive content recommendations, engagement analytics, and administrative automation. • Maintain alignment between AI product vision and real classroom needs. Strategic Technology Leadership • Serve as the AI/Tech voice on the executive team, shaping AAIA’s education roadmap. • Partner with the CPO to align user experience with intelligent system design. • Guide data strategy for multi-institution learning networks and analytics platforms. • Support investor and client discussions by demonstrating AAIA’s AI moat and technical differentiation. Team Building & Scaling • Recruit and lead engineers skilled in EdTech, AI, and data systems. • Build teams that can deploy AI models into production within complex education environments. • Implement rigorous DevOps, QA, and security practices for enterprise-scale delivery. Client & Stakeholder Engagement • Collaborate with superintendents, CIOs, and university leaders to design high-impact AI solutions. • Communicate complex architectures in practical terms to non-technical stakeholders. • Support executive partnerships, grant initiatives, and large-scale integrations. Must-Have • Previously held a senior role at a major LMS company (e.g., Blackboard, Canvas, PowerSchool, or similar). • Direct experience building or scaling LMS/SIS systems with AI or advanced data capabilities. • Proven track record delivering education platforms at scale (thousands of users or multiple institutions). • Fluency in AI/ML architectures, data engineering, and cloud-native systems. • Understanding of education workflows, compliance, and integrations. • Startup or 0→1 product experience strongly preferred. Compensation & Equity • Equity: 25–40% tied to Education Division performance and revenue. • Option to transition into salary + equity + performance incentives as company scales. • Unlimited upside tied to delivery and growth. Why AAIA • Real autonomy to define and execute the technical direction of AI in education. • Backed by high-velocity product and leadership teams. • Ability to build at the intersection of AI, automation, and education systems. • Remote-first, travel as needed for partnerships and clients. If you’ve built LMS/SIS systems and know how to layer AI into the foundation of education, this is your seat. Send proof of platforms shipped and results achieved. Not résumés — outcomes. Job Types: Full-time, Contract Pay: $100.00 - $400.00 per hour Benefits: • Flexible schedule Work Location: Remote Apply tot his job Apply To this Job