Senior Engineering Manager, Homebase Assistant (Hybrid)

HomebaseToronto, ON
CA$188,200 - CA$261,500Hybrid

About The Position

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.

Requirements

  • 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.

Nice To Haves

  • 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.

Responsibilities

  • 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.

Benefits

  • Stock options
  • TFSA/RRSP with 4% company match
  • Comprehensive medical, dental, and vision for you and your dependents
  • Flexible PTO
  • Company holidays
  • Designated focus periods
  • Access to paid AI tools with minimal restrictions
  • Maternity/Parental Leave EI top-up support offered (after 6 months of service)
  • Work From Anywhere Month
  • Meeting-free weeks yearly
  • Life insurance
  • Short/long-term disability coverage
  • Meals provided
  • Team offsites
  • Customer Days
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