Want to know if this job is worth applying to?
Toronto, Ontario, Canada
Hybrid
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, 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?
📍Your Impact Starts Here
We're looking for a Senior Engineering Manager to lead the HB Assistant engineering team. You'll own delivery for a core, high-visibility product area, grow and develop a team of engineers, and partner closely with Product, Design, and Data to ship agentic experiences that customers love. This is a hands-on leadership role for someone fluent in modern AI/agentic engineering and excited to build in a rapidly evolving space.
These are the key ways you’ll contribute and create impact in this role:
Lead, coach, and grow a team of software engineers building the HB Assistant platform and product across web and mobile.
Own end-to-end delivery of your area — from technical planning and architecture through shipping, quality, and reliability.
Partner with Product, Design, and Data leadership to set roadmap priorities and turn ambiguous problems into shipped experiences.
Drive engineering excellence: system design, code quality, monitoring/alerting foundations, latency, and data validation for agentic workflows.
Champion AI-native, end-to-end systems thinking across the team and the broader EPDD organization.
Recruit, hire, and develop top engineering talent; set a high bar and a healthy, high-trust team culture.
Balance velocity and rigor in a 0-to-1 environment where priorities evolve quickly.
🚀 The Foundation for Success - These are the experiences and strengths that will set you up for success in this role:
8+ years of software engineering experience, including 4+ years managing engineering teams.
Track record leading platform or product engineering teams in a fast-paced SaaS or consumer tech environment.
Strong technical foundation — you can go deep on architecture and design decisions and stay close to the code.
Fluency in modern AI/agentic engineering (LLMs, agents, tool use, evals) and genuine excitement about where the field is going.
Experience designing platforms, developer-facing APIs, or shared services that other teams build on top of. Ability to influence other teams' roadmaps to unlock shared agentic capabilities.
Strong data instincts—you can read funnels, understand cohorts, and know how to instrument features for learning.
AI fluency: You actively use AI tools to accelerate your own work. You coach your team to do the same, and you're opinionated about when AI-powered features genuinely move the needle for users.
Excellent cross-functional communication. You're as comfortable in a product strategy session as a technical design review.
Bonus points if you bring:
Experience building consumer or SMB-facing products.
Background in mobile (push notifications, chat surfaces) and/or data-intensive recommendation systems.
Familiarity with small business or hourly workforce products.
🤝 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.
What We Offer
💰 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
Participate in a Talent Showcase
Meet Cross-functional Partners
Background Check + Offer Stage
Welcome to the team, Homie 🎉
💜 Belonging at Homebase - We're committed to fostering a welcoming space where every Homie can be their full self. Experience 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!
👋 Hey, We’re Homebase
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.
