Windows App Deployment Engineer

Sonata Software North America Inc.; Irving (TX); Remote; USD 83,000 - 165,000; Full time

Job summary

Sonata Software North America Inc. is seeking a Windows App Deployment Engineer for a remote, US-based contract. You will design and maintain MSI/WiX installers, develop telemetry in Windows services, and support deployment through AD/GPO and Intune in enterprise environments.

You will instrument observability for install success, handle secrets securely, and collaborate with security and IT teams to meet compliance and pen-test requirements.

Qualifications

• Windows installer packaging experience (MSI/WiX) and related tooling.
• Proficiency with PowerShell for automation and log collection.
• Experience with AD/GPO and Microsoft Intune deployment.
• Design and instrumentation of telemetry/heartbeat agents and health checks.
• Experience consuming REST APIs from Windows services.
• Secure handling of secrets, license keys, and code signing.

Responsibilities

• Design, build, and maintain Windows installers (MSI/WiX) for Overlay components.
• Develop and operate Windows services and scripts for telemetry and self-healing.
• Support deployment via AD/GPO and Intune in enterprise environments.
• Instrument telemetry and logs into observability tools for install/detection.
• Integrate installers with backend APIs securely and resiliently.
• Collaborate with security and deployment teams to meet requirements.
• Create runbooks and IT-facing deployment guides.

Skills

Windows OS fundamentals

PowerShell

MSI/WiX packaging

AD/GPO

Intune/Endpoint Manager

Telemetry/observability

REST APIs

Code signing/ secrets handling

Tools

MSI/WiX tooling

Datadog/SumoLogic

Job description

Job Title

Windows App Deployment Engineer

Location

Remote within US

Engagement Type

Contract

Responsibilities

• Design, build, and maintain Windows-based installers (MSI/WiX or equivalent) for Overlay components, including configuration, upgrades, and uninstalls.
• Develop and operate Windows services and supporting scripts that provide machine-level telemetry, health checks, and self-healing for Overlay deployments.
• Partner with practice IT teams to support deployment via AD/GPO and Intune, including troubleshooting in locked-down, enterprise environments.
• Implement and evolve telemetry and heartbeat mechanisms, wiring metrics and logs into observability tools (e.g., SumoLogic, Datadog) for install success, configuration drift, and uninstall detection.
• Integrate installers and agents with backend APIs (e.g., license key validation, configuration fetch, metrics ingestion) in a secure, resilient way.
• Collaborate with security, desktop, and web overlay teams to ensure installers and agents meet security, compliance, and pen-test requirements.
• Create and maintain clear runbooks, IT-facing deployment guides, and internal troubleshooting documentation.

Mandatory Skills

• Windows OS fundamentals: services, registry, event logs, service accounts, scheduled tasks.
• Hands-on experience building and debugging Windows desktop installers (preferably MSI/WiX) and related packaging/tooling.
• Proficiency with PowerShell for automation, deployment scripting, health checks, and log collection.
• Familiarity with enterprise software deployment patterns: Active Directory / GPO, Microsoft Intune / Endpoint Manager.
• Experience designing and instrumenting telemetry/heartbeat agents, including robust error handling and retry logic.
• Comfort working with REST APIs (auth, TLS, retries, idempotency) from Windows services/scripts.
• Solid understanding of secure handling of secrets, license keys, and configuration on Windows, plus code signing and least-privilege principles.

Preferred Skills

• Background in endpoint or agent-style products (installers, updaters, monitoring agents, or similar).
• Experience operating in high-variability customer environments (different EHRs, hosting models, security postures).
• Strong debugging skills across local logs, remote telemetry dashboards, and practice-specific configuration.
• Clear written and verbal communication with non-engineering stakeholders (IT admins, support, deployment ops).
• Ownership mindset: comfortable with on-call participation, incident response, and continuous improvement of runbooks and monitoring.

About Sonata Software

Sonata Software is an AI-first modernization engineering company that helps enterprises transform legacy systems into intelligent, scalable business platforms. Powered by its Platformation™ framework and Harmoni.AI platform, Sonata delivers AI-led modernization across cloud, data, AI, Dynamics, test automation, and managed services. Headquartered in Bengaluru, India, Sonata has more than $1.2 billion in revenue and 6,400+ AI engineers supporting global delivery across regions including the US, UK, India, Malaysia, Mexico, Australia, DACH, and the Nordics. With deep partnerships across Microsoft, AWS, Salesforce, and Snowflake, Sonata helps Fortune 500 enterprises accelerate innovation, improve efficiency, and drive sustainable growth.

For more information, please visit www.sonata-software.com

Sonata Software is an Equal Opportunity Employer encouraging diversity in the workplace. All qualified applicants will receive consideration for employment without regard to race, national origin, gender identity, age, religion, disability, sexual orientation, veteran status, marital status, or any other characteristics protected by law