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Quartermaster

Tech Lead

Toronto, Ontario

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hirly's read of this role

Seniority
Lead / management
Country
CA
Work mode
On-site / unstated
First seen by hirly
6 Nov 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

BUILD SOMETHING YOUR NEIGHBOURS WILL LOVE

We’re building home management for GTA homeowners, and a better way for neighbours and the local Pros they trust to be useful to each other.

Our focus is the GTA, and only the GTA for now. We grow one neighbourhood at a time. We’re a local tech company in every sense of the word, and we start with integrity and the belief that good work matters.

We believe homeowners should have everything their home needs in one place, and that neighbourhoods work best when trust runs high and stays local. Commissions should be small and charged only on completed work, so the best Pros can actually say yes. Tech companies should go to work for the locally loved Pros of the GTA, rather than trying to get those Pros to effectively work for the tech company.

If this resonates with you and you’re at a point in your career and your life where you want to do something uniquely difficult for a meaningful outcome, you’ve found your next home.

ROLE OVERVIEW

This role has three dimensions: leading engineers, working closely with a Product Manager and Designer as a “product trio", and collaborating with other engineering leaders on common needs and shared concerns.

You will be deeply involved in the technical details of your team’s work - to assist or unblock them, challenge them, and help them improve both individually and as a team.

Your leadership responsibilities will generally require about two thirds of your time and attention; the remainder will be spent as a hands-on contributor in development and/or testing.

WHAT YOU’LL BE DOING

Engineering leadership:

Support and manage a team of 3-5 software engineers

Guide architecture, design, data modelling, and implementation choices within your team

Set them on a trajectory of continuous improvement - in technical practices, delivery processes, and systems thinking

Create a healthy and cohesive team culture, with high engagement, a strong sense of shared ownership, and the ability to mostly self-organize without relying on your directives

Involve engineers in discovery, and ensure they understand, internalize and apply the “why” of what they’re working on

Help each of the engineers improve their craft and grow in their careers, keep them motivated, and provide frequent informal feedback and semi-annual reviews

Work closely as part of a trio with the team’s Product Manager and Designer to …

Discover and understand the needs of your customers

Experiment with different ways to fulfill those needs to identify which are most effective and engaging - and which make them want to come back for more

Assess feasibility, costs, risks and technical challenges of different opportunities and solutions early in the process, and take them into account when deciding which ones to pursue

Challenge ideas constructively, pushing back on opportunities and solutions that are too costly or risky - and proposing simpler alternatives

Break down large features and initiatives into smaller steps for incremental delivery of user value, fast feedback cycles, and adjusting or pivoting as we learn

Maintain a healthy balance between building new capabilities/enhancements and maintaining the health of the existing product - in both its functional and technical aspects

Share accountability for outcomes, not just output

Collaborate with other Tech Leads and Engineering Managers on:

Technical choices, practices and processes which affect multiple teams

Boundaries and dependencies between teams and their systems - including domain modelling, API definitions, information flows, and composable UIs

Improving the way we use infrastructure, CI/CD, test automation, AI assistants and agents, and other tools for development, testing, trouble-shooting and security

Hiring

Engineering culture

Ensuring that for each subsystem within the product, we have clarity on which team is responsible for maintaining it, supporting it, and serving as the stewards of its evolution and long-term health

WHAT YOU BRING TO THE TABLE

7+ years of hands-on experience in product engineering

Strong fundamentals in software architecture, design, development, testing and production support

Excellence in identifying trade-offs and opportunities for improvement, and good judgment in navigating them - both in products themselves and in the way your team works on them

Experience with experimentation, incremental delivery and tight feedback loops, where user behaviour plays a major role in shaping the evolution of the product

Ability to keep the big picture in mind while working in the weeds - and pay close attention to low-level details while working on the big picture

Track record of fostering and facilitating collaboration, excellence and alignment with both engineers and cross-functional peers; mentoring engineers; and giving constructive feedback

Excellent communication, leadership, organizational and problem-solving skills

Ability to bridge divides and create shared understanding among engineers, product managers, designers and customer-facing teams

IN A PERFECT WORLD, YOU HAVE EXPERIENCE IN MANY OF THE FOLLOWING

A tech lead or engineering manager role where you were a full-time enabler and force-multiplier (as opposed to one where you were also doing hands-on development work)

Cloud-based distributed systems

Many/most of the specific technologies we use: TypeScript, Node.js, React, React Native, Postgres, MySQL, MongoDB, AWS, K8s, Terraform, PHP/Laravel

Wrangling messy legacy systems, and step-wise techniques for evolving and/or replacing them

SaaS products which serve the needs of both small businesses and consumers

Marketplace products which balance the needs of a variety of market participants while ensuring that all of them are getting a good deal

Helping your team work through uncertainty and ambiguity, and bringing clarity to complex, fast-changing situations

Identifying and navigating trade-offs between short-term and long-term needs, and between functional requirements, technical health, and business needs

Ensuring security, data privacy and compliance with Ontario legal requirements for accessibility, data privacy, payments and CASL

ROLE SALARY BAND

$160,000 - $210,000

LOCATION

We believe that in-person work builds a level of connection and shared understanding that fully-remote work cannot achieve.

This role requires you to work at our office every Monday, every Thursday and every second Tuesday. Reasonable exceptions are made when life happens, but these should be infrequent.

If you are not already located in Toronto or one of its nearby suburbs, we will only be able to consider your application if you already have concrete plans to relocate to the Toronto area.

OUR VALUES

❤ Integrity – We prioritize integrity over comfort, convenience, and the short-cuts of success that drive metrics but undermine trust.

❤ Trust – We cannot win unless we win on trust. Trust is hard to earn and easy to lose. We need to be built for it in our DNA.

❤ Competitiveness – We believe that competitiveness is a critical complement to integrity and trust. If we’re not our customer’s best choice, then we’re wasting their time. We believe in the power of healthy competitive markets, and we believe we need to be uniquely competitive to win in this space. We have too much respect for the other players in this space to expect things to be easy. That’s a good thing.

❤ Empowerment – Any win we achieve needs to be first and foremost a win that we deliver to others, starting with our customers, and their long term best interests.

VACATION AND BENEFITS

We know the power it takes to be successful in a challenging mission and we want to ensure our team is rested and ready to go.

We offer 30 days of PTO annually, which can be used for vacation, personal days, or illness. Five of these days are designated as company-wide closures around the start a

Original posting on Quartermaster's site ↗

Listed on hirly, a job board. hirly is not the employer: Quartermaster is hiring for this role.

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