Director, Data & AI (Hybrid)

Canada·Torontofull-timeexecutive

OtherDirector

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Quick Summary

Overview

Hi, Future Homie! At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency,

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OtherDirector

At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency, and take big swings that drive real-world impact. Here, every Homie shows up to raise the bar, support one another, and celebrate wins as a team.

We’re not just building an app—we’re building unstoppable teams. So what do you say, are you in?

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.

Nice to Have

~1 min read

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.

What We Offer

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✓💰 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.

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 🎉

About the Role

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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.