Principal Engineer, Core Product

1 week ago

Toronto, Ontario, Canada Homebase Full-time

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.

Impact Starts Here
As Principal Engineer, Core Product , you'll be the senior technical leader across Homebase's most critical product domains: Payroll, Scheduling, Time Tracking, HR Management (HRM). You'll contribute to Homebase business goals by thinking 18+ months in the future to deliver technical capabilities that support a resilient, maintainable, scalable, and trustworthy product.

This is a role for someone who thinks in systems, ships with urgency, and elevates everyone around them. You'll work at the intersection of deep technical craft and business impact - partnering closely with product, data, design, and engineering leadership to shape what Homebase builds and how we build it.

Contributions

Technical Leadership: In collaboration with our Technical Leadership group of Staff and Principal Engineers, drive Homebase's technical vision and architecture across our Core Product domains such as Payroll, Scheduling, Time Tracking, and HRM - creating coherence across domains that today serve 100K+ SMBs

API Strategy: Champion and help deliver Homebase's API strategy - building a platform that enables internal velocity, external integrations, and future partnership opportunities

Service Architecture: Lead the decomposition of core product systems into well-bounded services using domain-driven design and SOA principles

Technical Problem Solving: Identify and resolve cross-cutting technical challenges - data consistency, performance bottlenecks, reliability gaps - before they become customer problems

Engineering Excellence: Support and champion the Engineering culture to scale Engineering Excellence in all teams. Drive standards and patterns that are adopted because they're good, not because they're mandated; mentor senior and staff engineers to raise the overall bar

Cross-Functional Partnership: Partner with Product, Data, Design and Engineering leadership to shape roadmaps and ensure technical strategy aligns with business priorities

AI-First Engineering: Experiment with and deploy/build harness capabilities to accelerate engineering workflows - from code generation to test automation - and coach teams on doing the same. Aligned with our belief that the best use of AI accelerates quality of the codebase and quality products as well as delivery velocity.

Foundation for Success

12+ years of software engineering experience, with significant depth in scaling distributed systems and evolving legacy architectures

Ideal candidate brings a strong background in Ruby/Rails

Track record of defining and executing technical strategy across multiple product domains or teams - not just within one team

Passion for mentoring engineers and guiding teams through architectural change.

Deep expertise in domain-driven design, API design, SOA and event-driven architectures

Experience with payroll, workforce management, or similarly complex business domains is a strong plus

Proven ability to influence without authority - you drive alignment through clarity of thought and collaboration

Strong communication skills: you can explain complex technical decisions to engineers, PMs, and executives alike

Active, high-leverage AI fluency - you use AI tools daily to improve your outcomes as an engineer and have helped teams adopt AI to create leverage, not slop.

Comfort operating in a high-velocity environment where shipping fast and iterating matters

AI Fluency

Champion AI adoption across teams you influence - continually identifying where AI creates real leverage vs. noise

Measure and share the impact of AI-enabled improvements on velocity, quality, or developer experience

As a key member in Engineering Leadership, contribute to AI platform efforts that will enable Homebase to deliver outsized customer benefit through faster product development and higher quality features

The Homie Way

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 (United States)

Ownership & Financial Security: Stock options + 401(k) with 4% match

Comprehensive Healthcare: Medical, dental, and vision coverage + FSA options

Paid Time