Job description
A leading organization is seeking a Windows systems engineer to design, build, and maintain installation frameworks and endpoint services for enterprise software deployments. This role focuses on creating reliable installer packages, supporting automated deployment across enterprise environments, and developing telemetry-driven systems to improve system health, observability, and resilience.
The position requires strong experience with Windows internals, packaging tools, and automation scripting. The engineer will collaborate with cross-functional teams to ensure secure, scalable, and maintainable deployment solutions that function effectively in highly controlled enterprise environments.
Responsibilities
- Design, build, and maintain Windows-based installer packages, including configuration, upgrade, and removal workflows
- Develop and operate Windows services and supporting scripts to enable system telemetry, health monitoring, and automated recovery
- Collaborate with enterprise IT teams to support application deployment using directory services and endpoint management tools
- Troubleshoot deployment challenges across restricted and enterprise-managed environments
- Implement telemetry and monitoring solutions to track installation success, system health, configuration drift, and application lifecycle events
- Integrate installer and service components with backend systems using secure and reliable API communication
- Ensure all deployment and service components meet established security and compliance standards
- Create and maintain deployment documentation, operational runbooks, and troubleshooting guides for internal and external stakeholders
- Partner with engineering and security teams to continuously improve deployment reliability and observability
Required experience and skills
- Strong understanding of Windows operating system fundamentals, including services, registry, event logging, service accounts, and scheduled tasks
- Hands-on experience developing and troubleshooting Windows installer packages using tools such as MSI or equivalent technologies
- Proficiency in PowerShell for scripting, automation, deployment processes, and system diagnostics
- Experience with enterprise software distribution methods such as directory-based policies or endpoint management platforms
- Experience building telemetry-enabled systems with monitoring, error handling, and retry strategies
- Familiarity with RESTful APIs, including authentication, secure communication, retry logic, and idempotent operations
- Knowledge of secure handling of sensitive configuration data, including encryption, access control, and credential management
- Understanding of code signing, least-privilege principles, and secure deployment practices
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