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Job Title


VP Engineering


Company : Calyptus


Location : Toronto, Ontario


Created : 2026-05-03


Job Type : Full Time


Job Description

Overview The Vice President of Engineering will partner with the founders and product leadership to build the engineering organization that takes VendorPM to its next stage of growth. You''ll report directly to the COO and own technical architecture, engineering culture, and delivery execution. We''ve moved fast and hit our growth stride with signed enterprise customers, and built a platform that 10,000+ buildings and 70,000 vendors depend on daily. That speed created a strong foundationand also the kind of technical and process debt you''d expect from a company that prioritized shipping over polish. Youll join a company with strong product leadership, a clear strategic direction, and founders who are deeply involved in the business. What we need is an engineering leader who can match that clarity on the technical sidesomeone who can build a culture of ownership, quality, and velocity that scales with us. We expect you to be handson with AI tooling. If youre not already using Cursor, Claude, or similar tools to accelerate your own work and thinking about how AI changes engineering team productivity, this isnt the right fit. What we are looking for Deep experience (10-15 years) building or significantly improving an engineering organizationyouve shaped culture and process, not just inherited a working machine Deep technical fluency with modern web architecturesyouve built and scaled systems on AWS/GCP with Node.js/TypeScript, GraphQL, React, and PostgreSQL Track record of improving engineering delivery predictability and quality while maintaining team morale and velocity Handson leadership styleyou stay close to the code and can contribute technically when needed Experience integrating AI/ML capabilities into production systems Comfort with ambiguity and competing priorities: youve worked in startups or growthstage companies where judgment matters more than playbooks Strong opinions on engineering culture and process, informed by experience with what actually works What youll be doing Technical Leadership Own architectural decisions across our platformyoull need to understand our NestJS/PostgreSQL/Apollo GraphQL/React stack deeply enough to guide its evolution and make buildvsbuy decisions Drive the technical strategy for AI integration, including evaluating when to extend our TypeScript stack versus introducing Python or other languages better suited for AI/ML and dataintensive workloads Make nuanced tradeoffs between paying down technical debt and shipping featuresand build team judgment for making these calls well Lead a team of ~10 engineers and set the bar for what great engineering looks like at VendorPMwe believe strong engineering culture is built through inperson collaboration, whiteboarding sessions, and solving hard problems together Shift team structure and processes toward true fullstack ownership, moving away from rigid frontend/backend distinctions that create handoff friction and limit engineer growth Build processes that create accountability and visibility without bureaucracysprint planning, estimation, and delivery tracking that enable engineers to own outcomes, not just tasks AIForward Development & QA Practice Establish practices for AIassisted development across the engineering teamwe expect engineers to leverage tools like Cursor, Claude, and Copilot to accelerate their work Build QA and testing approaches that account for AIgenerated code: review practices, test coverage expectations, and quality gates that maintain standards while capturing productivity gains Evaluate and integrate AI tooling into CI/CD, code review, and documentation workflows where it adds genuine value Delivery & Execution Own engineering delivery against product roadmap commitments with realistic estimation and clear communication when plans change Partner with Product on technical discovery to identify architectural prerequisites and risks before work enters sprints Build the muscle for shipping reliablywe want a team that hits its commitments and knows how to scope appropriately #J-18808-Ljbffr