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.

- Solid 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: Versatile 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 wee

📌 Senior Engineering Manager, Homebase Assistant (Toronto)
🏢 Homebase
📍 Toronto