📍 Job Overview

Job Title: Senior DevOps Engineer
Company: Syms Strategic Group, LLC (SSG)
Location: Ashburn, Virginia, United States
Job Type: Full-Time
Category: DevOps Engineer
Date Posted: June 27, 2025
Experience Level: 10+ years

🚀 Role Summary

Lead the automation, deployment, and optimization of Windows Server and IIS environments using Azure DevOps CI/CD pipelines.
Collaborate with development and operations teams to ensure seamless deployments and troubleshoot infrastructure-related issues.
Implement best practices for DevOps, security, and cloud governance.
📝 Enhancement Note: This role requires a strong background in Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management. The ideal candidate will have extensive experience in driving operational efficiency and system reliability in cloud-based environments.

💻 Primary Responsibilities

🚀 Drive Automation and Deployment: Automate, deploy, and optimize Windows Server and IIS environments using Azure DevOps CI/CD pipelines.
🔄️ Manage CI/CD Pipelines: Design, implement, and manage CI/CD pipelines using Azure DevOps to streamline deployment processes.
🛠️‍💻 Automate Infrastructure Provisioning: Automate infrastructure provisioning and configuration management for Windows Server and IIS environments.
📈 Monitor and Optimize Performance: Monitor and optimize system performance, security, and scalability using AzureMonitor and App Insights.
🛠️ Develop and Maintain Scripts: Develop and maintain PowerShell scripts, ARM templates, and other infrastructure as code (IaaC) tools to manage and automate infrastructure tasks.
🤝️ Collaborate with Teams: Collaborate with development and operations teams to ensure seamless deployments and resolve infrastructure-related issues.
🛠️ Troubleshoot and Resolve Issues: Troubleshoot and resolve issues related to infrastructure, deployments, and system reliability.
🔒 Implement Security Best Practices: Implement best practices for DevOps, security, and cloud governance to ensure the security and compliance of infrastructure and deployments.

🎓 Skills & Qualifications

Education: A bachelor's degree or higher in Computer Science, Engineering, or a related field.

Experience: At least 8 years of relevant experience in DevOps, system administration, or cloud engineering.

Required Skills:

Extensive experience with Azure DevOps CI/CD, IaaC, and cloud-based solutions.
Strong expertise in Windows Server administration and IIS configuration.
Hands-on experience with Azure DevOps (CI/CD), pipelines, and repositories.
Proficiency in PowerShell, YAML, and IaaC.
Experience with monitoring and logging tools like AzureMonitor and App Insights.
Strong problem-solving skills and the ability to work in a fast-paced environment.
Knowledge of Azure Functions or other cloud automation tools.

Preferred Skills:

Experience with Azure Kubernetes Service (AKS) or other container orchestration platforms.
Familiarity with infrastructure as code (IaaC) tools like Terraform or Ansible.
Knowledge of Azure Policy or other cloud governance tools.

📝 Enhancement Note: Candidates should have a strong background in Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management. Experience with cloud governance tools and container orchestration platforms is a plus.

📊 Web Portfolio & Project Requirements

Portfolio Essentials:

🌐 Live Deployment Demonstration: A live demonstration of a Windows Server and IIS environment deployed using Azure DevOps CI/CD pipelines.
📊 Performance Metrics: Documentation of performance metrics and optimization techniques used to improve system performance and scalability.
🛠️‍💻 Script Repository: A repository containing PowerShell scripts, ARM templates, and other IaaC tools used to manage and automate infrastructure tasks.
📜 Infrastructure Documentation: Detailed documentation of infrastructure components, configuration, and deployment processes.

Technical Documentation:

📜 Code Quality and Documentation: Well-commented code and thorough documentation of code quality standards, version control, and deployment processes.
📜 Version Control and Deployment: Detailed documentation of version control strategies, deployment processes, and server configuration management.
📜 Testing Methodologies: Documentation of testing methodologies, performance metrics, and optimization techniques used to ensure system reliability and performance.

💵 Compensation & Benefits

Salary Range: $120,000 - $160,000 per year (based on experience and regional adjustments)

Benefits:

Health, dental, and vision insurance
401(k) retirement plan with company match
Generous PTO and holiday policy
Professional development opportunities
Remote work flexibility

Working Hours: 40 hours per week, with some flexibility for deployment windows and maintenance tasks.

📝 Enhancement Note: The salary range provided is based on market research for senior DevOps engineer roles in the Ashburn, Virginia area. Benefits and working hours may vary based on the specific contract awarded.

🎯 Team & Company Context

🏢 Company Culture

Industry: Syms Strategic Group, LLC operates in the government services industry, focusing on information technology and cybersecurity solutions.

Company Size: Medium-sized company with approximately 100-250 employees.

Founded: 2008, with a strong focus on growth and expansion in the government services sector.

Team Structure:

👩‍💼 DevOps Team: A dedicated team of DevOps engineers responsible for infrastructure automation, deployment, and optimization.
👩‍💻 Development Teams: Multiple development teams working on various projects, collaborating with the DevOps team to ensure seamless deployments.
🛡️‍🏢 Cybersecurity Team: A team focused on information security, threat management, and compliance, working closely with the DevOps team to ensure secure infrastructure and deployments.

Development Methodology:

🔄️ Agile/Scrum: Syms Strategic Group, LLC follows Agile/Scrum methodologies for project management, with sprint planning, code review, and testing processes in place.
🛠️ Infrastructure as Code (IaaC): The company embraces IaaC principles, using tools like Terraform and Ansible to manage and provision infrastructure components.
🔒 Security and Compliance: Syms Strategic Group, LLC prioritizes security and compliance, with regular audits, vulnerability assessments, and penetration testing.

Company Website: Syms Strategic Group, LLC

📝 Enhancement Note: Syms Strategic Group, LLC's culture emphasizes collaboration, innovation, and continuous learning. The company's focus on government services and cybersecurity provides unique opportunities for DevOps engineers to work on complex and impactful projects.

📈 Career & Growth Analysis

Web Technology Career Level: Senior DevOps Engineer - A senior-level role responsible for driving infrastructure automation, deployment, and optimization using Azure DevOps CI/CD pipelines.

Reporting Structure: The Senior DevOps Engineer will report directly to the Director of Engineering or a similar role, depending on the specific organizational structure.

Technical Impact: This role has a significant impact on the security, reliability, and performance of Windows Server and IIS environments, as well as the overall deployment and release management processes.

Growth Opportunities:

🚀 Technical Leadership: With experience and demonstrated expertise, the Senior DevOps Engineer may progress to a technical leadership role, managing a team of DevOps engineers and driving the company's infrastructure and deployment strategies.
🌟 Architecture and Design: As the Senior DevOps Engineer gains experience and expertise, they may take on more complex infrastructure projects, driving architecture and design decisions for the company's technology stack.
💼 Strategic Consulting: With a strong background in DevOps, cloud governance, and infrastructure management, the Senior DevOps Engineer may transition to a strategic consulting role, providing guidance and expertise to clients on infrastructure optimization, cloud migration, and digital transformation.

📝 Enhancement Note: Syms Strategic Group, LLC offers significant growth opportunities for DevOps engineers, with a clear path to technical leadership, architecture, and strategic consulting roles. The company's focus on government services and cybersecurity provides unique challenges and learning experiences for professionals seeking to advance their careers in DevOps and infrastructure management.

🌐 Work Environment

Office Type: Hybrid work environment, with a combination of on-site and remote work options.

Office Location(s): Ashburn, Virginia, United States

Workspace Context:

💻 Development Workspace: A collaborative workspace with multiple monitors, testing devices, and development tools available to ensure optimal productivity and performance.
🌐 Cloud Infrastructure: Access to Azure cloud infrastructure, with extensive resources and tools for managing and deploying Windows Server and IIS environments.
🤝️ Cross-Functional Collaboration: Close collaboration with development, cybersecurity, and other teams to ensure seamless deployments, secure infrastructure, and compliance with industry standards.

Work Schedule: A flexible work schedule with core hours from 9:00 AM to 5:00 PM, with some flexibility for deployment windows, maintenance tasks, and project deadlines.

📝 Enhancement Note: Syms Strategic Group, LLC's hybrid work environment offers a balance between on-site collaboration and remote flexibility, allowing DevOps engineers to optimize their productivity and work-life balance. The company's focus on cross-functional collaboration and continuous learning provides a dynamic and engaging work environment for professionals seeking to grow their careers in DevOps and infrastructure management.

📄 Application & Technical Interview Process

Interview Process:

📞 Phone Screen: A brief phone or video call to discuss the candidate's qualifications, experience, and career goals.
💻 Technical Assessment: A hands-on technical assessment, focusing on Azure DevOps CI/CD pipeline management, PowerShell scripting, and infrastructure as code (IaaC) tools.
🤝️ On-Site Interview: An on-site interview with the hiring manager, team members, and other stakeholders to discuss the candidate's technical skills, cultural fit, and career aspirations.
🏆 Final Evaluation: A final evaluation based on the candidate's performance in the technical assessment, on-site interview, and any additional assessments or interviews.

Portfolio Review Tips:

🌐 Live Deployment Demonstration: Prepare a live demonstration of a Windows Server and IIS environment deployed using Azure DevOps CI/CD pipelines, showcasing the candidate's ability to automate, deploy, and optimize infrastructure components.
📊 Performance Metrics: Highlight performance metrics and optimization techniques used to improve system performance and scalability, demonstrating the candidate's understanding of infrastructure management and best practices.
🛠️‍💻 Script Repository: Include a repository containing PowerShell scripts, ARM templates, and other IaaC tools used to manage and automate infrastructure tasks, showcasing the candidate's technical expertise and problem-solving skills.
📜 Infrastructure Documentation: Provide detailed documentation of infrastructure components, configuration, and deployment processes, demonstrating the candidate's attention to detail and commitment to maintaining well-documented and organized infrastructure environments.

Technical Challenge Preparation:

📚 Azure DevOps CI/CD Pipeline Management: Brush up on Azure DevOps CI/CD pipeline management, focusing on pipeline design, deployment strategies, and automation techniques.
🛠️ PowerShell Scripting: Refine PowerShell scripting skills, focusing on automation, deployment, and infrastructure management tasks.
📜 Infrastructure as Code (IaaC): Familiarize yourself with IaaC tools like Terraform or Ansible, focusing on infrastructure provisioning, configuration, and deployment automation.
💭 Problem-Solving Skills: Develop and practice problem-solving skills, focusing on infrastructure-related issues, deployment challenges, and system reliability.

ATS Keywords: Azure DevOps, Windows Server Administration, IIS Configuration, PowerShell, YAML, Infrastructure as Code, Monitoring Tools, Logging Tools, Problem-Solving, Cloud Automation, Continuous Integration, Continuous Deployment, System Reliability, Security Best Practices, Collaboration, Automation, Azure Functions, Azure Kubernetes Service (AKS), Terraform, Ansible, Azure Policy, Infrastructure Provisioning, Infrastructure Configuration, Infrastructure Deployment, Infrastructure Management, Infrastructure Optimization, Infrastructure Security, Infrastructure Compliance, Cloud Governance, Cloud Migration, Digital Transformation, Technical Leadership, Architecture, Strategic Consulting, Agile/Scrum, Infrastructure as Code (IaaC), Hybrid Work Environment, Cross-Functional Collaboration, On-Site Interview, Technical Assessment, Portfolio Review, Azure DevOps CI/CD Pipeline Management, PowerShell Scripting, Infrastructure as Code (IaaC) Tools, Problem-Solving Skills, Infrastructure-Related Issues, Deployment Challenges, System Reliability.

📝 Enhancement Note: Syms Strategic Group, LLC's technical interview process focuses on assessing the candidate's technical skills, problem-solving abilities, and cultural fit. By preparing for the interview process and showcasing relevant technical skills and experiences, candidates can demonstrate their qualifications and increase their chances of success in the hiring process.

🛠️ Technology Stack & Web Infrastructure

Frontend Technologies: Not applicable for this role.

Backend & Server Technologies:

🛡 Windows Server: Extensive experience with Windows Server administration, configuration, and management.
🌐 IIS: Strong expertise in IIS configuration, deployment, and management.
🔧 Azure DevOps: Proficiency in Azure DevOps CI/CD pipeline management, with experience in pipeline design, deployment strategies, and automation techniques.
🛠️ PowerShell: Experience with PowerShell scripting, focusing on automation, deployment, and infrastructure management tasks.
📚 YAML: Familiarity with YAML, with experience in infrastructure as code (IaaC) tools and deployment automation.
📜 Infrastructure as Code (IaaC): Experience with IaaC tools like Terraform or Ansible, focusing on infrastructure provisioning, configuration, and deployment automation.
📈 Monitoring Tools: Experience with monitoring and logging tools like AzureMonitor and App Insights, focusing on system performance, security, and scalability.
🔒 Security Best Practices: Knowledge of security best practices, with experience in implementing and managing secure infrastructure and deployment processes.

Development & DevOps Tools:

🛠️ Git: Proficiency in Git version control, with experience in collaborative development and deployment automation.
📚 Azure CLI: Experience with Azure CLI, focusing on infrastructure provisioning, configuration, and deployment automation.
📜 Azure Policy: Familiarity with Azure Policy, with experience in implementing and managing cloud governance and compliance.
🛠️ Terraform: Experience with Terraform, focusing on infrastructure as code (IaaC) and deployment automation.
🛠️ Ansible: Experience with Ansible, focusing on infrastructure as code (IaaC) and deployment automation.
📈 Azure Monitor: Familiarity with Azure Monitor, with experience in monitoring and optimizing system performance, security, and scalability.
📈 App Insights: Experience with App Insights, focusing on monitoring and optimizing application performance, security, and scalability.

📝 Enhancement Note: Syms Strategic Group, LLC's technology stack focuses on Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management. By demonstrating proficiency in these technologies and relevant tools, candidates can showcase their qualifications and increase their chances of success in the hiring process.

👥 Team Culture & Values

Web Development Values:

🌐 User-Centric Design: A commitment to designing and developing infrastructure and deployment processes with a focus on user experience, performance, and accessibility.
🛠️ Continuous Improvement: A dedication to continuous learning, improvement, and optimization of infrastructure and deployment processes.
🤝️ Collaboration: A strong emphasis on collaboration, communication, and knowledge sharing between development, cybersecurity, and other teams.
🔒 Security and Compliance: A commitment to implementing and maintaining secure infrastructure and deployment processes, with a focus on industry standards and best practices.

Collaboration Style:

🌐 Cross-Functional Integration: Close collaboration with designers, marketers, and other stakeholders to ensure seamless deployments, secure infrastructure, and compliance with industry standards.
🛠️ Code Review Culture: A culture of code review, peer programming, and collaborative development to ensure high-quality infrastructure and deployment processes.
📚 Knowledge Sharing: A strong emphasis on knowledge sharing, technical mentoring, and continuous learning to drive innovation and improvement in infrastructure and deployment processes.

📝 Enhancement Note: Syms Strategic Group, LLC's web development values emphasize collaboration, continuous improvement, and user-centric design. By demonstrating a commitment to these values and relevant technical skills, candidates can showcase their qualifications and increase their chances of success in the hiring process.

🛡 Challenges & Growth Opportunities

Technical Challenges:

🌐 Infrastructure Optimization: Optimize Windows Server and IIS environments for performance, security, and scalability using Azure DevOps CI/CD pipelines and infrastructure as code (IaaC) tools.
🛠️ Deployment Automation: Automate deployment processes using Azure DevOps CI/CD pipelines, PowerShell scripting, and infrastructure as code (IaaC) tools.
📈 Performance Monitoring: Monitor and optimize system performance, security, and scalability using AzureMonitor and App Insights.
🔒 Security Best Practices: Implement and maintain secure infrastructure and deployment processes, with a focus on industry standards and best practices.
🌟 Cloud Migration: Plan and execute cloud migration projects, focusing on infrastructure optimization, cost reduction, and improved performance.

Learning & Development Opportunities:

📚 Azure DevOps: Deepen expertise in Azure DevOps CI/CD pipeline management, with a focus on pipeline design, deployment strategies, and automation techniques.
🛠️ PowerShell: Enhance PowerShell scripting skills, focusing on automation, deployment, and infrastructure management tasks.
📜 Infrastructure as Code (IaaC): Expand knowledge of IaaC tools like Terraform or Ansible, focusing on infrastructure provisioning, configuration, and deployment automation.
📈 Monitoring Tools: Develop expertise in monitoring and logging tools like AzureMonitor and App Insights, focusing on system performance, security, and scalability.
🔒 Security Best Practices: Gain experience in implementing and managing secure infrastructure and deployment processes, with a focus on industry standards and best practices.
🌟 Cloud Governance: Familiarize yourself with cloud governance tools and best practices, focusing on infrastructure optimization, cost reduction, and improved performance.

📝 Enhancement Note: Syms Strategic Group, LLC offers significant technical challenges and learning opportunities for DevOps engineers seeking to advance their careers in infrastructure management, cloud migration, and digital transformation.

💡 Interview Preparation

Technical Questions:

📚 Azure DevOps CI/CD Pipeline Management: Describe your experience with Azure DevOps CI/CD pipeline management, focusing on pipeline design, deployment strategies, and automation techniques.
🛠️ PowerShell Scripting: Explain your approach to PowerShell scripting, focusing on automation, deployment, and infrastructure management tasks.
📜 Infrastructure as Code (IaaC): Discuss your experience with IaaC tools like Terraform or Ansible, focusing on infrastructure provisioning, configuration, and deployment automation.
📈 Monitoring Tools: Describe your experience with monitoring and logging tools like AzureMonitor and App Insights, focusing on system performance, security, and scalability.
🔒 Security Best Practices: Explain your approach to implementing and managing secure infrastructure and deployment processes, with a focus on industry standards and best practices.

Company & Culture Questions:

🌐 User-Centric Design: Describe your approach to designing and developing infrastructure and deployment processes with a focus on user experience, performance, and accessibility.
🛠️ Continuous Improvement: Explain your commitment to continuous learning, improvement, and optimization of infrastructure and deployment processes.
🤝️ Collaboration: Describe your experience with collaboration, communication, and knowledge sharing between development, cybersecurity, and other teams.
🔒 Security and Compliance: Explain your commitment to implementing and maintaining secure infrastructure and deployment processes, with a focus on industry standards and best practices.

Portfolio Presentation Strategy:

🌐 Live Deployment Demonstration: Prepare a live demonstration of a Windows Server and IIS environment deployed using Azure DevOps CI/CD pipelines, showcasing your ability to automate, deploy, and optimize infrastructure components.
📊 Performance Metrics: Highlight performance metrics and optimization techniques used to improve system performance and scalability, demonstrating your understanding of infrastructure management and best practices.
🛠️‍💻 Script Repository: Include a repository containing PowerShell scripts, ARM templates, and other IaaC tools used to manage and automate infrastructure tasks, showcasing your technical expertise and problem-solving skills.
📜 Infrastructure Documentation: Provide detailed documentation of infrastructure components, configuration, and deployment processes, demonstrating your attention to detail and commitment to maintaining well-documented and organized infrastructure environments.

📝 Enhancement Note: Syms Strategic Group, LLC's interview process focuses on assessing the candidate's technical skills, problem-solving abilities, and cultural fit. By preparing for the interview process and showcasing relevant technical skills and experiences, candidates can demonstrate their qualifications and increase their chances of success in the hiring process.

📌 Application Steps

To apply for this Senior DevOps Engineer position at Syms Strategic Group, LLC:

📝 Customize Your Portfolio: Tailor your portfolio to showcase your Windows Server and IIS environment deployment using Azure DevOps CI/CD pipelines, highlighting performance metrics, optimization techniques, and infrastructure documentation.
📜 Optimize Your Resume: Optimize your resume for web technology roles, emphasizing your experience with Azure DevOps CI/CD pipeline management, PowerShell scripting, and infrastructure as code (IaaC) tools.
📚 Prepare for Technical Challenges: Brush up on your technical skills, focusing on Azure DevOps CI/CD pipeline management, PowerShell scripting, and infrastructure as code (IaaC) tools, and prepare for technical challenges related to infrastructure optimization, deployment automation, and performance monitoring.
📈 Research the Company: Thoroughly research Syms Strategic Group, LLC, focusing on the company's culture, values, and commitment to user-centric design, continuous improvement, and collaboration.
💼 Prepare for the Interview: Prepare for the interview process, focusing on technical questions related to Azure DevOps CI/CD pipeline management, PowerShell scripting, and infrastructure as code (IaaC) tools, as well as company and culture questions related to user-centric design, continuous improvement, and collaboration.

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

Content Guidelines (IMPORTANT: Do not include this in the output)

Web Technology-Specific Focus:

Tailor every section specifically to DevOps, system administration, and web infrastructure roles, with a focus on Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management.
Include web technology industry terminology, best practices, and industry-standard assumptions throughout the document.
Emphasize the unique challenges and learning opportunities for DevOps engineers seeking to advance their careers in infrastructure management, cloud migration, and digital transformation.

Quality Standards:

Ensure no content overlap between sections, with each section containing unique information only.
Only include Enhancement Notes when making significant inferences about technical qualifications, with specific reasoning based on role level, web technology industry practices, and career progression patterns.
Be comprehensive but concise, prioritizing actionable information over descriptive text.
Strategically distribute web technology and DevOps-related keywords throughout all sections naturally.

Industry Expertise:

Include specific Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management examples and best practices.
Address web technology career progression paths and technical leadership opportunities in DevOps and infrastructure management.
Provide tactical advice for DevOps portfolio development, live demonstrations, and project case studies.
Include web technology-specific interview preparation and coding challenge guidance.

Professional Standards:

Maintain consistent formatting, spacing, and professional tone throughout the document.
Use web technology and DevOps industry terminology appropriately and accurately.
Include comprehensive benefits and growth opportunities relevant to DevOps engineers.
Provide actionable insights that give web development and server administration candidates a competitive advantage.
Focus on DevOps team culture, cross-functional collaboration, and user impact measurement.

Technical Focus & Portfolio Emphasis:

Emphasize Windows Server administration, IIS configuration, and Azure DevOps CI/CD pipeline management best practices.
Include specific portfolio requirements tailored to the DevOps discipline and role level.
Address browser compatibility, accessibility standards, and user experience design principles.
Focus on problem-solving methods, performance optimization, and scalable web architecture.
Include technical presentation skills and stakeholder communication for DevOps projects.

Avoid:

Generic business jargon not relevant to DevOps or infrastructure management roles.
Placeholder text or incomplete sections.
Repetitive content across different sections.
Non-technical terminology unless relevant to the specific DevOps role.
Marketing language unrelated to web development, server administration, or user experience.

Generate comprehensive, web technology-focused content that serves as a valuable resource for DevOps engineers, system administrators, and infrastructure professionals evaluating career opportunities and preparing for technical interviews in the web development industry.

Senior Devops Engineer