Senior Software Engineer II, Full Stack - Growth (Hybrid)

Cacheflow; Toronto; On-site; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Stock options

TFSA/RRSP with 4% match

Medical, dental, vision

Flexible PTO

AI tools access

Maternity/Parental Leave EI top-up

Work From Anywhere Month

Life insurance

Disability coverage

Meals provided

Team offsites

Customer Days

In-office Tue/Wed hybrid days

Job summary

Homebase is seeking a Full Stack Senior Software Engineer 2 to own greenfield development across GTM tooling, experimentation infrastructure, and AI-powered automation that scales our growth engine. You will collaborate with Growth, Sales, and Product to translate needs into robust solutions, and mentor the team to raise architectural quality.

Join a company delivering AI-first platform innovations and partner with teams in a hybrid setup, with in-office days to accelerate iteration and

Qualifications

• 5+ years of software engineering experience with 2+ years in technical leadership.
• Strong full-stack development skills with Rails + React (or equivalent modern stacks).
• Proven ability to lead ambiguity-heavy, greenfield projects from concept to delivery.
• Experience designing systems that integrate multiple data sources and support complex workflows.
• Hands-on experience building with AI/LLMs (agents, embeddings, orchestrating model calls).
• Strong communicator capable of aligning technical and non-technical teams around outcomes.

Responsibilities

• Lead the technical design and implementation of new GTM tools and platforms that drive scale, automation, and growth.
• Partner cross-functionally with Sales, Data, Analytics, and Product to translate business needs into technical solutions.
• Modernize and contribute to our experimentation infrastructure, helping teams ship faster and learn more efficiently.
• Build AI- and LLM-powered capabilities that unlock new growth opportunities.
• Elevate engineering quality through system design leadership, architecture reviews, and mentorship.
• Drive technical discovery in ambiguous problem spaces and provide direction when paths aren’t obvious.

Skills

Full-stack development

Leadership

AI/LLM experience

Rails

React

Tools

Rails

React

Job description

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 Full Stack Senior Software Engineer 2 who’s passionate about building AI-powered, high-velocity systems that transform how our Growth, Sales, and Product teams operate. You’ll own greenfield development across GTM tooling, experimentation infrastructure, and intelligent automation that scales our growth engine.

This is a unique opportunity to define and implement new capabilities, build supporting tooling, and run experiments that shape the future of Homebase's AI-first platform. If you love zero-to-one execution, collaborating in-person to accelerate innovation, and building systems that meaningfully influence company growth, we want to hear from you.

These are the key ways you’ll contribute and create impact in this role:

• Lead the technical design and implementation of new GTM (Go-to-Market) tools and platforms that drive scale, automation, and growth.
• Partner cross-functionally with Sales, Data, Analytics, and Product to translate business needs into well-scoped technical solutions.
• Modernize and contribute to our experimentation infrastructure, helping teams ship faster and learn more efficiently.
• Build AI- and LLM-powered capabilities (agents, workflows, embedded intelligence) that unlock new growth opportunities.
• Elevate engineering quality through system design leadership, architecture reviews, and mentorship.
• Drive technical discovery in ambiguous problem spaces—clarifying requirements, shaping roadmap, and providing direction when paths aren’t obvious.
• Collaborate in-office on key hybrid days to align quickly, accelerate iteration, and co-create breakthrough solutions.

The Foundation for Success -

• 5+ years of software engineering experience, including 2+ in technical leadership.
• Strong full-stack development skills with Rails + React (or equivalent modern stacks).
• Proven ability to lead ambiguity-heavy, greenfield projects from concept → delivery.
• Experience designing systems that integrate multiple data sources and support complex workflows.
• Hands-on experience building with AI/LLMs (agents, embeddings, orchestrating model calls).
• Strong communicator—able to align technical and non-technical teams around shared outcomes.
• Track record of pragmatic architectural decisions that balance speed with long-term scalability.

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

• 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, Ryan H.
• Meet the Hiring Manager, Ruchi J.
• Participate in Technical Interviews
• Meet Stakeholders
• 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.