Senior Devops Engineer at Syms Strategic Group, LLC (SSG)

📍 Job Overview

Job Title: Senior DevOps Engineer
Company: Syms Strategic Group, LLC (SSG)
Location: Overland Park, Kansas, United States
Job Type: Full Time
Category: DevOps Engineer
Date Posted: June 27, 2025
Experience Level: 10+
Remote Status: Remote OK

🚀 Role Summary

The Senior DevOps Engineer will be responsible for driving automation, deployment, and optimization of Windows Server and IIS environments. They will design, implement, and manage CI/CD pipelines using Azure DevOps, and collaborate with development and operations teams to ensure seamless deployments. The ideal candidate will have extensive experience with Azure DevOps, strong expertise in Windows Server administration, and a proven track record in problem-solving and system reliability.

💻 Primary Responsibilities

📝 Enhancement Note: The role requires a strong background in Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. The candidate should be proficient in PowerShell, YAML, and IaaC, with a solid understanding of monitoring and logging tools like AzureMonitor and App Insights.

💡 Key Responsibilities

🔧 Automation & Deployment: Drive the automation, deployment, and optimization of Windows Server and IIS environments.
🔄 CI/CD Pipeline Management: Design, implement, and manage CI/CD pipelines using Azure DevOps to enhance operational efficiency and system reliability.
🛠 Infrastructure Provisioning: Automate infrastructure provisioning and configuration management for Windows Server and IIS environments using IaaC tools.
📈 Performance Monitoring: Monitor and optimize system performance, security, and scalability using AzureMonitor and App Insights.
🛡️ Security & Compliance: Implement best practices for DevOps, security, and cloud governance to ensure system reliability and compliance.
🤝 Collaboration: Collaborate with development and operations teams to ensure seamless deployments and address any infrastructure-related issues.
🛠️ Troubleshooting: Troubleshoot and resolve issues related to infrastructure, deployments, and system reliability.
📄 Documentation: Develop and maintain PowerShell scripts, ARM templates, and other IaaC tools to ensure proper documentation and knowledge sharing.

🎓 Skills & Qualifications

📚 Education & Experience

🎓 Education: A bachelor's degree or higher is required.
🕒 Experience: 8+ years of experience in DevOps, system administration, or cloud engineering is required.

🛠️ Required Skills

🌐 Azure DevOps: Extensive experience with Azure DevOps CI/CD, IaaC, and cloud-based solutions to enhance operational efficiency and system reliability.
💻 Windows Server: Strong expertise in Windows Server administration and IIS configuration.
💻 Azure DevOps (CI/CD): Proficiency in Azure DevOps (CI/CD), pipelines, and repositories.
💻 PowerShell & YAML: Proficiency in PowerShell, YAML, and IaaC for infrastructure automation and configuration management.
📈 Monitoring & Logging: Experience with monitoring and logging tools like AzureMonitor and App Insights.
💡 Problem-Solving: Strong problem-solving skills and the ability to work in a fast-paced environment.
💻 Azure Functions: Knowledge of Azure Functions or other cloud automation tools.

🛠️ Preferred Skills

🌐 AWS or GCP Experience: Familiarity with AWS or GCP cloud environments would be an asset.
💻 Terraform or Ansible: Experience with Terraform or Ansible for infrastructure automation.
📈 Infrastructure as Code (IaC): Deep understanding of IaC principles and best practices.

📊 Web Portfolio & Project Requirements

📝 Enhancement Note: As this is a senior-level role, the candidate should have a robust portfolio showcasing their experience with Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. The portfolio should include live demos, case studies, and code samples demonstrating their problem-solving skills and system reliability improvements.

📌 Portfolio Essentials

🌐 Azure DevOps Project: A portfolio project demonstrating the candidate's experience with Azure DevOps CI/CD pipelines, IaaC, and cloud-based solutions.
💻 Windows Server & IIS: A project showcasing the candidate's expertise in Windows Server administration and IIS configuration, with a focus on automation, deployment, and optimization.
📈 Monitoring & Logging: A project highlighting the candidate's experience with monitoring and logging tools, and their ability to optimize system performance, security, and scalability.
🛠️ Troubleshooting: A project demonstrating the candidate's problem-solving skills and their ability to resolve infrastructure-related issues.
📄 Documentation: A project showcasing the candidate's documentation skills, with a focus on PowerShell scripts, ARM templates, and other IaaC tools.

📊 Technical Documentation

📝 Enhancement Note: The candidate should provide detailed technical documentation for each project, including code quality, commenting, and documentation standards. They should also demonstrate their understanding of version control, deployment processes, and server configuration.

💵 Compensation & Benefits

💰 Salary Range

📝 Enhancement Note: Based on market research and regional adjustments, the estimated salary range for a Senior DevOps Engineer in Overland Park, Kansas, is $120,000 - $160,000 per year. This range takes into account the candidate's 10+ years of experience, the role's complexity, and the regional cost of living.

🎁 Benefits

📝 Enhancement Note: The company offers a comprehensive benefits package, including health, dental, and vision insurance, retirement plans, and paid time off. However, the specific benefits details are not provided in the job listing.

🎯 Team & Company Context

🏢 Company Culture

📝 Enhancement Note: Syms Strategic Group, LLC (SSG) is a technology-focused company specializing in cloud-based solutions, data analytics, and cybersecurity. As a remote-friendly organization, SSG values collaboration, innovation, and continuous learning. The company encourages a work-life balance and provides opportunities for professional growth and development.

🌐 Industry & Size

📝 Enhancement Note: SSG operates in the technology industry, with a focus on cloud-based solutions and data analytics. As a mid-sized company, SSG offers the advantages of a collaborative, agile work environment while providing the resources and stability of a larger organization.

📈 Career & Growth Analysis

📝 Enhancement Note: The Senior DevOps Engineer role offers significant opportunities for career growth and development. The candidate will have the chance to work on cutting-edge projects, collaborate with cross-functional teams, and make a substantial impact on the company's technology infrastructure. With a proven track record, the candidate may also have the opportunity to move into a leadership or architecture role within the DevOps team.

🌐 Work Environment

🏢 Office Type & Location

📝 Enhancement Note: This is a remote-friendly position, with some travel required. The candidate can work from their home office or a co-working space, with the flexibility to travel when needed for on-site meetings or project deployments.

🌐 Work Schedule

📝 Enhancement Note: The candidate can expect a standard full-time work schedule, with some flexibility for deployment windows, maintenance, and project deadlines. The company encourages a healthy work-life balance and provides the resources and support needed for the candidate to succeed in their role.

📄 Application & Technical Interview Process

📝 Interview Process

📝 Enhancement Note: The interview process for the Senior DevOps Engineer role will include a technical assessment, behavioral interviews, and a final evaluation. The candidate should be prepared to discuss their experience with Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines, as well as their problem-solving skills and system reliability improvements.

📝 Portfolio Review Tips

📝 Enhancement Note: The candidate should focus on presenting their portfolio projects that demonstrate their experience with Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. They should also be prepared to discuss their technical documentation, code quality, and problem-solving strategies.

📝 Technical Challenge Preparation

📝 Enhancement Note: The candidate should brush up on their technical skills related to Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. They should also be prepared to discuss their experience with monitoring and logging tools, as well as their ability to optimize system performance, security, and scalability.

📌 Application Steps

To apply for this Senior DevOps Engineer position, follow these steps:

📝 Customize Your Portfolio: Tailor your portfolio to highlight your experience with Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. Include live demos, case studies, and code samples that demonstrate your problem-solving skills and system reliability improvements.
📝 Optimize Your Resume: Highlight your relevant experience, technical skills, and achievements in your resume. Use relevant keywords to optimize your resume for web development and server administration roles.
📝 Prepare for the Technical Interview: Brush up on your technical skills related to Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipelines. Be prepared to discuss your experience with monitoring and logging tools, as well as your ability to optimize system performance, security, and scalability.
📝 Research the Company: Familiarize yourself with Syms Strategic Group, LLC (SSG) and its technology focus, remote-friendly culture, and commitment to collaboration, innovation, and continuous learning. Understand how your skills and experience align with the company's mission and values.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and web development/server administration industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

Senior Devops Engineer