Head of AI

Plan Hub is the leading pre‑construction SaaS platform and marketplace helping general contractors, subcontractors, and suppliers connect and grow their businesses. Built with tradespeople in mind, Plan Hub is designed around the user workflow to help boost productivity, maintain deadlines, increase revenue, and create relationships. Easily post projects or submit bids with anytime‑anywhere collaboration for every commercial construction trade.

We are seeking a Head of AI to provide senior‑level leadership in executing the vision, strategy, and governance of artificial intelligence across the organization. This role emphasizes strategic direction, organizational leadership, and measurable business impact. The Head of AI will ensure the successful adoption and scaling of Generative AI and traditional ML within a robust AWS‑based AI ecosystem.

• 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., Lang Chain / Lang Graph), 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 Sage Maker, 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

• 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

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 Plan Hub moves to dominate the industry!

• 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

Plan Hub is 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.

Plan Hub 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.

Plan Hub 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.