Director of Data

Role overview

Data infrastructure and insights

• Own the vision and execution of modern data infrastructure and provide technical authority for scalable, reliable data pipelines.
• Protect global payroll, HR, and compliance data through strong security, privacy, and governance practices.
• Turn complex datasets into actionable strategies and improve growth funnel performance, customer acquisition cost, and conversions.
• Partner with Operations, Finance, and Legal to improve billing accuracy, payroll speed, and compliance tracking.

AI, communication, and leadership

• Lead the company’s AI-native initiative, enhance R&D offerings such as compliance assistant Alfie, and embed AI in internal workflows.
• Translate technical R&D work into business objectives and present data insights to executives and the board.
• Recruit data engineers, analysts, and AI specialists; foster learning, psychological safety, and a data-driven culture.

Qualifications

• 15+ years in data engineering, data science, or analytics, including at least 5 years in senior leadership.
• Hands-on expertise with Snowflake, Fivetran, Atlan, Looker, and Monte Carlo.
• Experience deploying LLMs, machine learning models, and AI tools for production products and internal workflows.
• Cross-functional business acumen and a track record of communicating data narratives to non-technical stakeholders.
• Ability to work from the stated office Monday through Wednesday.

Work arrangement

• The description says the role is based out of the Palo Alto office, requires Monday-through-Wednesday in-office collaboration at the Toronto office, and also requests work from Palo Alto on those days.

Benefits

• Flexible time off, parental leave, health and dental insurance where applicable, retirement savings, and an employee incentive plan.