Software Engineer, Windows Automation, Mid-Level (Remote)

Jobright is an AI-powered career platform that helps job seekers discover the top opportunities in the US. We are NOT a staffing agency. Jobright does not hire directly for these positions. We connect you with verified openings from employers you can trust.

Job Summary:

Simplesense is a non-traditional defense contractor focused on enhancing mission resilience through technology. They are seeking a Windows Automation Software Engineer to oversee and improve the deployment and management of Windows infrastructure while integrating with cloud and on-prem environments, focusing on infrastructure-as-code development.

Responsibilities:

• Design, implement, and maintain scalable, reusable IaC templates and modules to automate the deployment of Windows infrastructure and resources (Windows EC2 instances or Azure VMs, Active Directory domain controllers, etc.).

• Write and maintain automation scripts and tools to eliminate manual processes in system setup and maintenance.

• Use PowerShell (or other tools, as needed) to create scripts for tasks such as environment setup, software installation, system patching, and remediation of configuration drift.

• Implement configuration enforcement for Windows servers using tools like PowerShell DSC scripts, Ansible playbooks, or similar frameworks, ensuring that servers consistently meet our configuration standards.

• Continuously identify areas of improvement where automation can replace manual effort, and develop solutions accordingly.

• Utilize CI/CD pipelines to deploy Windows automation scripts to provision and configure Windows infrastructure.

• Set up observability for our Windows infrastructure to track performance, availability, and security.

• Implement log collection and analysis for Windows event logs and application logs to support troubleshooting and security auditing.

• Respond to infrastructure incidents as needed, performing root cause analysis and preventative measures.

• Work closely with software engineers, data engineers, cybersecurity, and operations teams to align infrastructure provisioning with application needs and mission objectives.

• Participate in code reviews, providing constructive feedback to uphold quality and security standards.

• Participate in architectural discussions, providing input on infrastructure capabilities, constraints, and optimizations for Windows-based systems.

Qualifications:

Required:

• 3+ years of professional experience using software-development practices to manage Windows infrastructure.

• Solid understanding of Windows Server environments (including Active Directory domain management, Group Policy, Windows security configuration, and performance tuning).

• Strong experience writing PowerShell scripts to automate system configurations and Windows tasks (PowerShell modules, command-line installers, network configurations, service configurations, etc).

• Familiarity with infrastructure monitoring and logging tools to ensure system health and performance.

• Ability to analyze logs (Windows Event Logs, etc.) and metrics to troubleshoot issues in automated environments.

• Demonstrated experience with version control (git) and branching strategies, and integrating infrastructure automation into deployment workflows.

• Comfortable using CI/CD pipelines for infrastructure code and application deployments (using tools like GitHub Actions, Jenkins, GitLab CI, or Azure DevOps).

• Bachelor’s degree in Computer Science, Software Engineering, Information Systems, or a related field (or equivalent work experience).

• Security certifications such as CompTIA Security+ or Cloud+ (or willingness to obtain one within a short time of hire).

• Must be a U.S. Citizen and able to obtain a DoD NIPR account and Common Access Card (CAC).

Preferred:

• Experience writing PowerShell DSC configurations for Windows environments is a strong plus.

• Experience designing or integrating IAM solutions for cloud and on-prem systems is a plus. For example, familiarity with ADFS/SSO and identity providers (Okta, Azure AD) for user and system authentication.

• Proficiency in AWS cloud services (EC2, S3, etc) and AWS IaC deployment tools (CloudFormation, AWS CDK, Terraform, etc) is a plus.

Company:

Rapidly authorize and deploy proven cybersecurity solutions for Industrial Control Systems (ICS) / Operational Technology (OT) Founded in 2017, the company is headquartered in Brooklyn, New York, USA, with a team of 11-50 employees. The company is currently Early Stage.