Head of AI Operating System

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Head of AI Operating System in United States.

This is a highly strategic, hands-on executive role responsible for designing and building an internal Agentic AI Operating System that transforms how a modern SaaS organization operates. You will work directly with the CEO and executive leadership team to architect an AI-native operating model that connects data, systems, and workflows across every business function. The role blends executive leadership with deep technical execution, requiring the ability to move seamlessly from board-level strategy discussions to hands-on system design and rapid prototyping. You will lead cross-functional “AI champions” embedded across the organization to identify, build, and scale high-impact automation opportunities. Success in this role directly translates into measurable EBITDA growth, operational efficiency, and improved customer experience. This is a rare opportunity to define how an entire company operates in the age of agentic AI.

Accountabilities

• Lead the design and execution of an enterprise-wide Agentic AI Operating System spanning all non-product business functions.
• Partner with executive leadership to define AI strategy, prioritize initiatives, and ensure strong alignment on ROI-driven outcomes.
• Build and scale a semantic and data layer that connects core systems (CRM, support, finance, collaboration tools) into an agent-ready architecture.
• Develop and deploy agentic workflows leveraging frontier models to automate and enhance operational processes.
• Establish AI governance frameworks, including security, compliance (e.g., HIPAA), procurement, and lifecycle management of AI tools.
• Drive cross-functional execution through an AI champions network embedded across departments.
• Define and track measurable business impact, including EBITDA contribution and customer experience improvements.
  
  

Requirements

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• 6-10 years of experience combining AI/ML engineering, technical product or platform work, consulting, or high-performance SaaS operating roles.
• Proven experience building and deploying production-grade AI systems using frontier models (e.g., GPT, Claude, Gemini or open-source LLMs).
• Strong understanding of agentic architectures, tool use, evaluation systems, observability, and LLM safety practices.
• Experience integrating AI systems with enterprise tools such as CRM, support platforms, communication tools, or finance systems.
• Ability to design semantic layers, retrieval systems, and data pipelines that support reliable AI decision-making.
• Strong business acumen with the ability to connect technical work to EBITDA, ROI, and operational performance metrics.
• Exceptional executive presence, communication skills, and ability to influence without formal authority.
• Highly hands-on, with a builder mindset and the ability to ship quickly in fast-moving environments.
  
  

Benefits

• Competitive base salary with performance-based bonus (target 35-40% of base, with upside based on impact).
• Total compensation package including equity/long-term incentive opportunities.

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• Fully remote-first work environment with flexibility across the United States.
• Comprehensive health coverage including medical, dental, and vision insurance.
• Retirement savings plan (401k) with employer participation.
• Opportunity to shape a foundational AI transformation initiative at the enterprise level.
• High-impact executive role with direct exposure to CEO and board-level strategy.
  
  

How Jobgether Works

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

Why Apply Through Jobgether?

Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.