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

Remote Full-time Live

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

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