Head of AI

PlanHub

3h•Remote

About The Position

What you will be doing: Define, execute, and own the organization’s AI vision, strategy, and long-term roadmap, ensuring alignment with business objectives and measurable outcomes Lead, build, and scale high-performing AI, ML, and data science organizations, establishing clear operating models, standards, and governance Oversee the design and adoption of agentic AI and generative AI systems, including multi-agent workflows, orchestration frameworks (e.g., LangChain / LangGraph), and foundation model selection, with provisions for accuracy, security and trust-first designs Provide strategic direction for Retrieval-Augmented Generation (RAG) platforms, ensuring high-quality enterprise knowledge retrieval, consistency, and reliability Own the strategic direction for recommendation and personalization systems, guiding initiatives across content discovery, ranking, personalization, and user engagement Establish success metrics, experimentation frameworks (e.g., A/B testing), and continuous improvement processes for AI-driven products Oversee the organization’s AWS-based AI and ML platform, including governance of SageMaker, Bedrock, data platforms, and deployment infrastructure Set standards for MLOps, model lifecycle management, monitoring, cost optimization, and scalability, in partnership with Engineering and Platform teams Ensure AI solutions meet requirements for security, privacy, ethics, and regulatory compliance, driving responsible AI practices Act as the AI advisor to senior leadership, influencing product strategy, investment decisions, and external partnerships What you will need to be successful: 10+ years of experience in AI / machine learning, with significant leadership responsibility Proven leadership of recommendation systems and personalization platforms Strong understanding of LLMs, RAG, and agentic AI concepts Experience overseeing AI systems deployed on AWS Track record of leading cross-functional AI initiatives Ability to communicate complex AI topics to executive and non-technical audiences Experience aligning AI investments with measurable business outcomes Experience leading AI strategy at scale Background in consumer-facing personalization or search platforms Familiarity with AI governance frameworks and regulatory landscapes What's in it for you: The opportunity to join a dynamic team that landed into the top list of Inc. 5000 in 2024 You can make an immediate impact as PlanHub moves to dominate the industry! PlanHub offers: An awesome culture where you will be empowered, make an impact, and learn a ton Remote friendly Open time-off policy 401(k)/RRSP plan with a company match This position will be a remote position within the United States or Canada. Occasional trips to our West Palm Beach, FL office, may be required. Applicants must be authorized to work for any employer within the United States or Canada. We are unable to sponsor or take over sponsorship of an employment Visa at this time. PlanHub is an equal opportunity employer. We are committed to providing equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, protected veteran status, or any other characteristic protected by applicable federal, state, or local laws. PlanHub complies with all applicable laws governing nondiscrimination in employment in every location in which the company operates. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, benefits, training, and development.

Requirements

10+ years of experience in AI / machine learning, with significant leadership responsibility
Proven leadership of recommendation systems and personalization platforms
Strong understanding of LLMs, RAG, and agentic AI concepts
Experience overseeing AI systems deployed on AWS
Track record of leading cross-functional AI initiatives
Ability to communicate complex AI topics to executive and non-technical audiences
Experience aligning AI investments with measurable business outcomes
Experience leading AI strategy at scale
Background in consumer-facing personalization or search platforms
Familiarity with AI governance frameworks and regulatory landscapes

Responsibilities

Define, execute, and own the organization’s AI vision, strategy, and long-term roadmap, ensuring alignment with business objectives and measurable outcomes
Lead, build, and scale high-performing AI, ML, and data science organizations, establishing clear operating models, standards, and governance
Oversee the design and adoption of agentic AI and generative AI systems, including multi-agent workflows, orchestration frameworks (e.g., LangChain / LangGraph), and foundation model selection, with provisions for accuracy, security and trust-first designs
Provide strategic direction for Retrieval-Augmented Generation (RAG) platforms, ensuring high-quality enterprise knowledge retrieval, consistency, and reliability
Own the strategic direction for recommendation and personalization systems, guiding initiatives across content discovery, ranking, personalization, and user engagement
Establish success metrics, experimentation frameworks (e.g., A/B testing), and continuous improvement processes for AI-driven products
Oversee the organization’s AWS-based AI and ML platform, including governance of SageMaker, Bedrock, data platforms, and deployment infrastructure
Set standards for MLOps, model lifecycle management, monitoring, cost optimization, and scalability, in partnership with Engineering and Platform teams
Ensure AI solutions meet requirements for security, privacy, ethics, and regulatory compliance, driving responsible AI practices
Act as the AI advisor to senior leadership, influencing product strategy, investment decisions, and external partnerships