BUILD SOMETHING YOUR NEIGHBOURS WILL LOVEWe’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.We’re a local tech company in every sense of the word, and we start with integrity and the belief that positive 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. 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.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 won’t be doing any hands‑on implementation yourself, but 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.Engineering leadership:Support and manage a team of 6-8 software engineersGuide architecture, design, data modelling, and implementation choices within your teamSet them on a trajectory of continuous improvement - in technical practices, delivery processes, and systems thinkingCreate 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 directivesInvolve engineers in discovery, and ensure they understand, internalize and apply the “why” of what they’re working onHelp each of the engineers improve their craft and grow in their careers, keep them motivated, and provide frequent informal feedback and semi-annual reviews Discover and understand the needs of your customersExperiment with different ways to fulfill those needs to identify which are most effective and engaging - and which make them want to come back for moreAssess 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 pursueChallenge ideas constructively, pushing back on opportunities and solutions that are too costly or risky - and proposing simpler alternativesBreak down large features and initiatives into smaller steps for incremental delivery of user value, fast feedback cycles,



and adjusting or pivoting as we learnMaintain a healthy balance between building new capabilities/enhancements and maintaining the health of the existing product - in both its functional and technical aspectsShare accountability for outcomes, not just outputCollaborate with other Tech Leads and Engineering Managers on:Technical choices, practices and processes which affect multiple teamsBoundaries and dependencies between teams and their systems - including domain modelling, API definitions, information flows, and composable UIsImproving the way we use infrastructure, CI/CD, test automation, AI assistants and agents, and other tools for development, testing, trouble‑shooting and securityHiringEngineering cultureEnsuring 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 healthWHAT YOU BRING TO THE TABLE 7+ years of hands‑on experience in product engineering2+ years of experience as a tech lead or engineering manager, where you were a full‑time enabler and force‑multiplier (and not also doing hands‑on development work)2+ years of experience working closely with a Product Manager and UX Designer to jointly lead a cross‑functional team delivering software that delights it users Strong fundamentals in software architecture, design, development, testing and production supportExcellence 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 themExperience with experimentation, incremental delivery and tight feedback loops, where user behaviour plays a major role in shaping the evolution of the productAbility 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 pictureTrack record of fostering and facilitating collaboration, excellence and alignment with both engineers and cross‑functional peers; and giving constructive feedbackExcellent communication, leadership, organizational and problem‑solving skillsAbility to bridge divides and create shared understanding among engineers,



product managers, designers and customer‑facing teams TypeScript, Node.Js, React, React Native, Postgres, MySQL, MongoDB, AWS, K8s, Terraform, PHP/LaravelWrangling messy legacy systems, and step‑wise techniques for evolving and/or replacing themSaaS products which serve the needs of both small businesses and consumersMarketplace products which balance the needs of a variety of market participants while ensuring that all of them are getting a good dealHelping your team work through uncertainty and ambiguity, and bringing clarity to complex, fast‑changing situationsIdentifying and navigating trade‑offs between short‑term and long‑term needs, and between functional requirements, technical health, and business needsEnsuring security, data privacy and compliance with Ontario legal requirements for accessibility, data privacy, payments and CASLROLE SALARY BAND $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.If we’re not our customer’s best choice, then we’re wasting their time.

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 offer 30 days of PTO annually, which can be used for vacation, personal days, or illness. In addition, our benefits plan covers health, dental and wellness to add that extra pep in our step, and help us sleep at night.We have a tech allowance benefit to help set you up for work.We have pregnancy and parental leave policies, and we’re ready to support your family’s next stage of growth.Intro and initial screen (video‑conference, 30 min)Technical skills (video‑conference, 60 min)Technical leadership (video‑conference, 45 min)People leadership (video‑conference, 45 min)Execution leadership (video‑conference, 45 min)Cross‑functional (video‑conference, 45 min)Meet the team (in person, one or two 30-minute sessions with 2-3 people each)Mission and Culture fit (in person, 60 minutes)

📌 PRINCIPAL, TECHNOLOGY ENGINEERING (Winnipeg)
🏢 Quartermaster
📍 Winnipeg