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Senior Corporate Enterprise Platform Engineer, Windows

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Remote from
Canada
Salary
CAD 125k–170k / yr
Employment
Full Time
Experience
Director
Published
Apply before
25 Nov 2026
Listing views
33
Application actions
1
Application toolkit

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AI Summary

The role, at a glance.

Dropbox is hiring a senior individual contributor to own and modernize its Windows endpoint platform for corporate devices. The role centers on Intune administration, Windows lifecycle management, patching, application delivery, endpoint health, and production-grade PowerShell automation. The engineer will introduce code-managed operating practices using tools such as FleetDM, osquery, GitOps, CI/CD, and infrastructure-as-code where they improve reliability. This position requires cross-functional work with infrastructure, IAM, security, and support teams, along with mentoring through code reviews, pairing, and reusable operational documentation. It is a Canada-based remote role with a disclosed CAD compensation range.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

4/5
IndependentCollaborative
AI insightThis is a senior platform-ownership role requiring deep Windows, Intune, endpoint security, patch-management, automation, and operational engineering expertise. The engineer must independently lead multi-phase changes while balancing reliability, security, employee experience, and cross-team dependencies.

Salary analysis

Estimated compensation compared with the broader CA market for similar roles.

Estimated job median (per year)Market rate
C$147,500
CA market range (per year)C$125k–C$175k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a CAD 125,000–170,000 pay range. The annual cadence is inferred from the professional senior engineering role and the magnitude of the stated Canadian pay range; no explicit pay period is provided. Estimated Canadian-market compensation for a comparable senior endpoint/platform engineering role is approximately CAD 125,000–175,000 per year.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you make Windows and third-party application patching more predictable across a large endpoint fleet?

I would define patch rings, test representative devices and business-critical applications first, then use controlled staged rollouts with documented success criteria and rollback paths. I would monitor installation outcomes, device health, user-impact signals, and exceptions, while ensuring failed devices are routed into a clear remediation workflow.

Describe a PowerShell automation you would build to reduce recurring endpoint operations work.

I would first identify a repetitive, measurable workflow, such as validating encryption, compliance, patch state, or application installation failures. The script would use structured logging, idempotent actions, retry and error handling, secure credential management, and test coverage, then be version-controlled and deployed through an approved pipeline.

How would you validate that an Intune-reported compliant device is actually healthy?

I would compare management-plane reporting with endpoint-level evidence, including service status, event logs, update history, certificates, network connectivity, encryption state, and security-control telemetry. I would also account for stale check-ins and build queries or remediation logic that identifies discrepancies between reported compliance and real device condition.

What considerations matter when introducing FleetDM and osquery into an existing Windows endpoint-management environment?

I would begin with concrete use cases such as inventory accuracy, patch verification, security posture, and targeted troubleshooting rather than replacing tools by default. Important considerations include agent performance, query validation, data freshness, privacy, access controls, API integration, Git-managed configuration, pilot groups, and a clear ownership model for responding to findings.

How do you lead a multi-phase platform improvement when requirements and ownership are ambiguous?

I clarify the problem, desired outcomes, constraints, stakeholders, and decision owners, then create a phased roadmap with measurable milestones and risks. I communicate trade-offs early, document technical decisions and runbooks, deliver an initial safe improvement, and use operational data and feedback to refine later phases.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

Role Description

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.

Responsibilities

  • 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.

Requirements

  • Significant experience engineering and operating Windows endpoint environments, with personal ownership beyond ticket handling or routine console administration.
  • Deep hands-on Intune experience across device lifecycle, configuration and compliance policies, application management, update workflows, and relevant Entra ID dependencies.
  • Strong Windows troubleshooting skills across operating-system behavior, services, logs, networking, certificates, identity, and security controls. Able to distinguish reported management status from actual endpoint health.
  • Recent ownership of Windows and third-party application patching, including staged deployment, user-impact validation, failed-device handling, exceptions, and recovery.
  • Strong 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 integrations.
  • Demonstrated 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 drift.
  • Ability to independently define and deliver multi-phase work, prioritize under ambiguity, partner across teams, and mentor other engineers.
  • Clear written and verbal communication, including concise technical decisions, incident updates, runbooks, and effective asynchronous collaboration.

Preferred Qualifications

  • Production experience with FleetDM on Windows, including agent operations, policies, queries, targeting, API integrations, or configuration managed through GitOps.
  • Practical osquery and SQL experience for endpoint inventory, health, or security use cases, including query validation, performance considerations, and handling stale or missing results.
  • Experience with infrastructure-as-code or declarative configuration, continuous integration and delivery, and migration or coexistence between endpoint-management platforms.
  • Experience with Automox, Patch My PC, or comparable tools, and with endpoint privilege management, application control, encryption, or other security controls.
  • Experience supporting developer-heavy, distributed environments and contributing reusable automation across Windows, macOS, or Linux.

Durable Skills

AI fluency means using these tools to amplify human judgment, not replace it. We believe people with these skills will thrive as work and technology continue to evolve:

  • Awareness: Understand yourself and others.
  • Judgment: Evaluate information and make decisions in complex situations.
  • Adaptability: Learn, adjust, and stay effective through change.
  • Connection: Communicate, collaborate, and build trust.

To learn more about why these skills matter and what the data shows about thriving through change, read this blog post from our Chief People Officer, Melanie Rosenwasser.

Compensation

Canada Pay Range

$125,000—$170,000 CAD

Apply now >

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