- We’re looking for a Director, Data & AI to lead our Data Engineering, Data & ML Platform, Data Science, and Applied AI teams. You’ll own the strategy, execution, and people leadership for a 20+ person org that powers everything from our data platform and analytics infrastructure to production ML models and AI-powered product experiences

- This is a high-impact leadership role at the intersection of data and AI. You’ll set the technical vision for how Homebase uses data as a product—trustworthy, consistent, and accessible—while driving applied AI initiatives that directly shape customer outcomes. You’ll partner closely with Product, Engineering, and GTM leadership to ensure data and AI capabilities accelerate Homebase’s growth strategy

- Own the Data & AI strategy. Define and execute the technical roadmap across data engineering, data platform, data science, and applied AI. Align priorities to Homebase’s product and business goals

- Lead and grow a 20+ person org. Manage managers and senior ICs across four sub-teams. Recruit, develop, and retain top talent. Build a culture of velocity, ownership, and craft excellence

- Drive data platform and infrastructure. Own the reliability, scalability, and governance of Homebase’s data stack (Databricks, Unity Catalog, Airflow, dbt). Ensure data is a trusted, self-serve asset across the company

- Accelerate applied AI and ML in product. Partner with Product and Engineering to ship AI-powered features—from LLM-based assistants to recommendation systems and intelligent automation. Own the MLOps lifecycle from experimentation to production

- Drive data science rigor. Build experimentation frameworks, guardrail metrics, and evaluation pipelines that drive confident product decisions. Ensure models are reliable, fair,



and cost-effective

- Champion AI fluency org-wide. Coach your leaders to enable their teams with AI tools and workflows. Drive adoption of AI-assisted development practices (agentic coding, AI-augmented analytics). Measure and share impact

- Set governance and standards. Define org-wide standards for data quality, model monitoring, data contracts, and responsible AI use. Be the authority on data architecture and AI governance

- Partner cross-functionally. Work with Product, Growth, GTM, Finance, and CX to understand their data and AI needs. Enable a hub-and-spoke model where your team empowers the entire org to work with data effectively

Benefits

- Stock Options

- Paid parental leave
- Generous paid time off options

- Offsites, customer days & social events

- Work from Anywhere Month
- Medical, dental, and vision insurance

- 401(k) matching program

- Pre-tax commuter benefits

- Snacks + lunch on us at hub offices

- MasterClass at Work for ongoing learning

- Group health benefits coverage
- Snacks + lunch on us at hub offices

- Group RRSP with employer match + TFSA

- MasterClass at Work for ongoing learning- Hybrid commitment. You’re based in or willing to relocate to the Toronto area and are energized by in-person collaboration Tues/Weds at our Toronto hub

- Excellent communication.



You translate complex technical concepts for non-technical stakeholders and build trust across the org

- Experience with up-to-date data platforms such as Databricks, Snowflake, or similar. Familiarity with Unity Catalog, Airflow, dbt, and ML platforms (MLflow, Baseten, or equivalent) is a strong plus

- Deep technical fluency across the modern data stack (warehousing, orchestration, transformation, BI) and applied ML/AI (production ML systems, LLMs, experimentation platforms)

- AI-first mindset. You actively use AI to improve your own workflows and have led teams that ship AI-powered products. You stay current on frontier developments (LLMs, agentic systems, multimodal AI)

- Strong product instincts. You connect data and AI work to customer outcomes and business metrics, not just technical milestones

- Director-level leadership experience. You’ve managed managers, built orgs, and driven technical strategy at a company with real scale

- 10+ years in data and/or AI/ML, with at least 5 years leading teams of 8+ across data engineering, data science, or applied AI

- Experience building data and AI orgs at a SaaS or marketplace company serving SMBs

- Background in establishing data-as-a-product disciplines (data contracts, semantic layers, data mesh concepts)

- Experience with experimentation platforms and causal inference at scale

- Even if you don’t meet 100% of the qualifications, we encourage you to apply!
- Meet the Talent Acquisition team. Mavel W

- Meet the Hiring Manager, Andrea C

- Meet with Engineering Leadership
- Participate in a Technical Deep Dive

- Meet Cross-functional Partners

- Meet with the Chief Development Officer, Ankit B

- Background Check + Offer Stage

- Welcome to the team, Homie

📌 Director of Data & AI (Toronto)
🏢 Homebase
📍 Toronto