Senior Corporate Enterprise Platform Engineer (Windows) in Winnipeg

As a Senior Client Platform Engineer on CorpFleet Engineering, you will own and improve Dropbox’s Windows endpoint platform You will bring deep Windows and Intune expertise, make patching and application delivery more reliable, and build automation that reduces recurring work for the team This is a hands‑on role combining Windows technical ownership with the development of a more code-managed endpoint platform You will help evaluate and adopt FleetDM, osquery, infrastructure-as-code, and GitOps practices where they improve reliability, visibility, and maintainability You will strengthen the current environment while building and validating the path forward—not assume that replacing a tool is the answer You will work with CorpInfra, IAM, Security, and support teams to make practical technical decisions, lead multi‑phase improvements, and clarify ownership You will also mentor teammates through pairing, code review, and shared operational practices This is an individual‑contributor role, not a people‑management position Own endpoint reliability and lifecycle management. Improve provisioning, application delivery, updates, security configuration, and troubleshooting across the endpoint environment Make patching predictable and safe. Strengthen update workflows through testing, controlled rollouts, and remediation Make fleet health trustworthy and actionable. Improve reporting on device health, patching, and configuration, with clear ownership for resolving issues Build maintainable automation. Turn recurring work into reliable, tested workflows that other engineers can operate Advance code‑managed endpoint operations. Adopt tools and practices that improve configuration management, validation, and deployment Lead cross‑functional platform improvements. Define practical roadmaps, resolve dependencies, and balance security, reliability, employee experience, and team capacity Strengthen the team’s capability. Mentor teammates, review code and designs, and document reusable practices that improve coverage across the endpoint team Benefits

On‑site fitness and meditation classes Commuter subsidies Medical, dental, and vision coverage We offer a generous company contribution toward individual medical, dental, and vision insurance coverage, including contributions toward dependent premiums Start building a successful 401K retirement plan with our dollar for dollar contribution match, up to $1,500 per quarter to a maximum of $6,000 per calendar year Keep sharing and collaborating with friends and family even when you’re not at work with free Dropbox space for your whole crew Take the vacation you’ve always dreamed of with up to four consecutive weeks of paid time off Celebrate common holidays without your paycheck taking the hit with 11 company paid holidays Each Dropboxer has access to 32 hours of paid volunteer time off each year that they can use to support the causes close to their hearts We regularly offer panels and seminars featuring the best minds in tech, talent, diversity, and beyond that any Dropboxer can attend from the comfort of their home No two Dropboxers are the same, and their benefits shouldn’t be either. Our Perks allowance empowers employees to customize their benefits in line with what really matters to them Ability to independently define and deliver multi-phase work, prioritize under ambiguity, partner across teams, and mentor other engineersRecent ownership of Windows and third‑party application patching, including staged deployment, user‑impact validation, failed‑device handling, exceptions, and recoveryStrong Windows troubleshooting skills across operating‑system behavior, services, logs, networking, certificates, identity, and security controls. Able to distinguish reported management status from actual endpoint healthDeep hands‑on Intune experience across device lifecycle, configuration and compliance policies, application management, update workflows, and relevant Entra ID dependenciesSignificant experience engineering and operating Windows endpoint environments, with personal ownership beyond ticket handling or routine console administrationClear written and verbal communication, including concise technical decisions, incident updates, runbooks, and effective asynchronous collaborationDemonstrated use of version control, code review, automated checks, and controlled deployment for operational changes. Able to explain safe retries, failure handling, secrets management, and configuration driftStrong practical PowerShell skills and familiarity with at least one additional programming language, such as Python, Go, or C#. Experience building and maintaining production automation or systems integrationsConnection: Communicate, collaborate, and build trustAdaptability: Learn, adjust, and stay effective through changeAwareness: Understand yourself and othersJudgment: Evaluate information and make decisions in complex situationsExperience supporting developer‑heavy, distributed environments and contributing reusable automation across Windows, macOS, or LinuxExperience with infrastructure‑as‑code or declarative configuration, continuous integration and delivery, and migration or coexistence between endpoint‑management platformsPractical osquery and SQL experience for endpoint inventory, health, or security use cases, including query validation, performance considerations, and handling stale or missing resultsProduction experience with FleetDM on Windows, including agent operations, policies, queries, targeting, API integrations, or configuration managed through GitOpsExperience with Automox, Patch My PC, or comparable tools, and with endpoint privilege management, application control, encryption, or other security controls.

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