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Software Engineer, Windows Automation

Remote

Simplesense builds, deploys, and sustains the Installation Resilience Platform that enables mission operators to rapidly adapt and respond. The Platform protects critical infrastructure from cyber attack while unlocking previously siloed information to monitor, diagnose, and improve response times to incidents. Our adversaries rapidly adopt the latest technology: we help defense users respond in kind.

Simplesense is a non-traditional defense contractor and prime on the Air Force's Installation Resilience Operations Command and Control (IROC) program, which is now expanding to five additional Air Force, Space Force, and Army installations from the one prototype installation, Tyndall Air Force Base.

Our team combines over 100 years of direct mission experience solving hard problems with 50 years technical expertise deploying DevSecOps, cybersecurity, and cloud infrastructure, giving us a deep appreciation for our customers’ mission and end users’ priorities. We build for scale, architecting and prioritizing technical work for long term sustainability.

Simplesense is looking for a Windows Automation Software Engineer to join our remote, US-based team. The Windows Automation Software Engineer oversees the deployment and management of Windows infrastructure, integrating infrastructure with cloud and on-prem environments, and enhancing our infrastructure-as-code (IaC) platform.  This role is responsible for developing infrastructure as code within the Installation Resilience Platform codebase - developing PowerShell automation, Ansible scripts, and integrating/maintaining both SaaS and standalone applications into our solutions.

The ideal candidate is an excellent communicator, attentive, and efficient. They can complete work skillfully and independently. The Windows Automation Software Engineer must be good at giving and receiving constructive feedback.

Qualifications

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

Core Responsibilities

  • Infrastructure-as-Code (IaC): 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.).
  • Automation Scripting & Configuration Management: 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. For example, automate the installation and configuration of Windows features, apply group policy settings through code, and orchestrate routine maintenance with scripts. Continuously identify areas of improvement where automation can replace manual effort, and develop solutions accordingly.
  • CI/CD Pipeline Automation: Utilize CI/CD pipelines to deploy Windows automation scripts to provision and configure Windows infrastructure.
  • Monitoring, Reliability & Incident Response: 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.
  • Collaboration: 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.

Additional Background

Simplesense Engineering drives innovation by developing and integrating advanced technologies to deliver real-time solutions that enhance security, operational efficiency, and data fusion into mission enabling common operating pictures. We design and implement secure infrastructure systems, including operational technology (OT) gateways, cloud-based analytics, and automated monitoring, to streamline data flow and enable actionable insights. By focusing on resilience, scalability, and continuous improvement, our engineering team creates robust platforms that empower decision-making and mission success. Collaboration across public and private systems ensures our solutions bridge critical gaps, optimize resource use, and meet the demands of our customers.

We're looking for a mid-level Software Engineer with a strong background in Windows automation, scripting, and system configuration to join our Infrastructure and Platform team. Your focus will be on automating the deployment and management of Windows infrastructure, integrating infrastructure with cloud and on-prem environments, and enhancing our infrastructure-as-code (IaC) platform.

Applicants not checking every qualification box are encouraged to apply. The primary responsibility for this role is developing infrastructure as code within the Installation Resilience Platform codebase - developing PowerShell automation, Ansible scripts, and integrating/maintaining both SaaS and standalone applications into our solutions.

Salary Range: $130,000-$150,000

Competitive Benefits

  • Equity
  • Medical, Life, Short-Term Disability, and AD&D insurance
  • Medical travel coverage
  • Dental coverage
  • Vision coverage
  • 401K matching

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