Head of AI Operating System
TLDR
Strategic, hands-on executive role building an enterprise-wide Agentic AI Operating System to unify data, systems, and workflows and drive EBITDA, efficiency, and customer experience.
- 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.
- 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.
- 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.
- 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.
Requirements:
Benefits:
Benefits
Equity Compensation
Total compensation package including equity/long-term incentive opportunities.
Health Insurance
Comprehensive health coverage including medical, dental, and vision insurance.
performance bonus
Performance-based bonus (target 35–40% of base, with upside based on impact).
Remote-Friendly
Fully remote-first work environment with flexibility across the United States.
Jobgether runs the largest remote job platform, effectively linking job seekers with over 200,000 flexible and remote opportunities that match their unique skills and preferences. Our focus is on enhancing the hiring process, ensuring efficiency while prioritizing the candidate experience, particularly in the growing health and wellness sector.
- Founded
- Founded 2020
- Employees
- 11-50 employees
- Industry
- Professional Services