OverviewWorkleap is a Montreal‑based tech company on a mission to make work simpler. Since 2006, we’ve been building game‑changing products that tackle HR and IT’s biggest challenges. The Workleap Platform is an AI‑powered HR solution designed to drive team performance and boost employee engagement. ShareGate is the leading Microsoft 365 migration and governance solution, trusted by IT professionals worldwide for its unmatched simplicity.Role SummaryYou will be the staff software developer leading the technical delivery of ShareGate’s most ambitious new feature, Backup. In this hands‑on technical leadership role, you’ll own the architecture, define the long‑term technical vision, and help build the team that will bring this highly requested capability to life.ResponsibilitiesLead the technical design, architecture, and delivery of the Backup feature, ensuring scalability, security, and long‑term maintainability.Define and champion a spec‑driven development workflow, where features are designed upfront through detailed technical specifications before any code is written, enabling agentic AI‑assisted development, faster reviews, and higher quality delivery.Collaborate with Product, Design, and directly with customers to validate solutions and align technical direction to product goals.Mentor developers, grow the team, and influence technical decisions across ShareGate’s engineering organization.Act as a visible technical leader, advocating for scalable design decisions, driving technical discussions, and influencing broader engineering practices.Advance high‑impact technical work:



write detailed specifications that serve as a contract between intent and implementation; leverage agentic AI development tools; review code and designs; facilitate design discussions; write code; solve complex Backup challenges in close collaboration with Product and Design.Shape the long‑term team in partnership with the Software Development Manager: participate in hiring, onboarding, and mentoring as the team grows.Be the first developer on this new team, taking full technical leadership from the start.Support from a Principal Developer and a small development team in the early stages to define the technical foundation, architectural direction, and key delivery frameworks.Deliver a secure, production‑ready MVP to select customers; iterate toward general availability while scaling the team to support the long‑term growth of the feature area.Qualifications10+ years of software development experience, with a significant portion in technical leadership roles.Advanced proficiency in C# and the .NET ecosystem; familiarity with CI/CD pipelines, React, and ideally hybrid or desktop application environments.Proven technical leadership in large‑scale enterprise system development, from design to delivery, with a sharp sense of user experience and empathy for customer needs.Solid knowledge of the Microsoft 365 ecosystem (SharePoint, OneDrive, Exchange, Teams) and experience with SaaS security and compliance practices.Experience in data backup and restoration, including recovery planning and implementation of recovery strategies, is an asset.Excellent communication and influence skills, able to align technical and non‑technical stakeholders, collaborate with Product and Design teams, and develop and mentor fellow developers.BenefitsSalary: 140,000–180,000 CAD.#J-18808-Ljbffr

📌 Staff Software Engineer Architecture (Winnipeg) - C$140,000 - C$180,000 A Year
🏢 Workleap
📍 Winnipeg