Director of AI

Director of AI

PlanHub 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, PlanHub 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 Director 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.

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, best practices, and governance
• Oversee the design and adoption of agentic AI and generative AI systems, including content understanding, information retrieval, content generation, and multi-agent workflows. This spans from ingestion and content management, model selection, indexing patterns, orchestration frameworks, evaluation frameworks, and ongoing monitoring, operations, and improvement.
• Own the strategic direction for ML-based recommendation and personalization systems, guiding initiatives across content discovery, ranking, personalization, and user engagement
• Lead the business and product with Data Science to understand network health and build data-driven systems to optimize liquidity, improve retention, and enter new markets
• 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, ML platforms, and deployment infrastructure
• Set standards for AI/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 industry experience in AI / machine learning, with significant leadership responsibility
• Proven leadership of customer-facing recommendation systems, information retrieval, and personalization platforms
• Demonstrated experiencing leading the design, build, and operations of generative/agentic-AI products, including a strong understanding of LLMs, RAG, and agentic AI concepts
• High agency and a sense of urgency to create value for customers in an iterative, test-and-learn product development cycle
• 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
• Familiarity with AI governance frameworks and regulatory landscapes

What's in it for you:

The opportunity to join PlanHub, named to the 2025 Inc. 5000 list of America’s fastest-growing private companies, marking our fifth consecutive year on the list—a testament to sustained growth and momentum. 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. 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.