Director, Data & AI (Hybrid)

with modern 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.

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.

Bonus points if you bring:

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).

with experimentation platforms and causal inference at scale.

🤖 AI Fluency - We're an AI-first company.

That's not a buzzword here—it's how we build.

At the Director level, you are expected to:

Push the boundaries of what's possible with AI across the organization, from production ML systems to agentic workflows, and lead a high-impact team that does the same.

Enable teams and coach AI strategy.

Ensure your managers and ICs are actively using AI to improve their workflows, and measure the impact.

Drive adoption of AI-assisted engineering practices across Data & AI and the broader engineering org.

Champion responsible AI use—set guardrails, evaluation standards, and governance frameworks.

Stay current on frontier AI developments and translate them into Homebase's product and technical strategy.

🤝 The Homie Way - These principles guide everything we do—from how we work and make decisions to how we show up for each other.

💡 Be Customer Obsessed – Solve problems with empathy and creativity.

⚡ Move Fast, Learn Fast – Experiment, take action, and grow every day.

🎯 Own Your Impact – Think big, focus on what matters, and make decisions you stand behind.

🏆 Master Your Craft – Excellence fuels impact—show up, step up, and make your mark.

🏅 Win Together – Put goals over roles, lead with trust, and connect to our mission and each other.

💰 Ownership & Savings: Stock options + TFSA/RRSP with 4% company match

🏥 Health & Wellness: Comprehensive medical, dental, and vision for you and your dependents

⏰ Paid Time Off: Flexible PTO + company holidays + designated focus periods

🤖 AI access, for real: We invest in builders and believe that curiosity shouldn't have a paywall.

That means you'll have access to paid AI tools with minimal restrictions, so you can build, experiment, and level up your craft.

👶 Family Support: Maternity/Parental Leave EI top-up support offered (after 6 months of service)

🌟 Work Your Way: Work From Anywhere Month + meeting-free weeks yearly

🛡️ Protection Plans: Life insurance + short/long-term disability coverage

🍽️ Workspace Perks: Meals provided, team offsites, and Customer Days

💼 Our Hybrid Rhythm: We believe collaboration drives impact.

That’s why Tuesdays and Wednesdays are our required in-office days —a time to move faster as a team, build deeper connections, make better decisions, and build together.

What to Expect During the Interview Process

Meet the Talent Acquisition team.

Mavel W.

Meet the Hiring Manager, Andrea C.

Participate in a Technical Deep Dive

Meet with the Chief Development Officer, Ankit B.

Welcome to the team, Homie 🎉

💜 Belonging at Homebase - We're committed to fostering a welcoming space where every Homie can be their full self.

comes in many forms—so if you're excited about this role, even if you don’t meet 100% of the qualifications, we encourage you to apply!

Homebase will consider qualified applicants with criminal histories in a manner consistent with the San Francisco Fair Chance Ordinance.

Homebase is the everything app for hourly teams—built to simplify the day-to-day and superpower local businesses.

With tools for scheduling, time clocks, payroll, communication, HR, and more, we help teams stay connected and in control.

Today, over 150,000 small (but mighty) businesses rely on us to make work radically easier.

Together, we’ve tracked over a billion hours for 2M+ workers—and we’re just getting started.

At Homebase, we celebrate diversity and are proud to be an equal opportunity employer.

We welcome all candidates and do not discriminate based on any legally protected status.

If you need accommodations during the hiring process, please let us know—we’re committed to ensuring fair and equitable access for all.