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Posted May 12, 2026

**Experienced Full Stack Windows Administrator and Automation Developer – Web & Cloud Application Development**

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Join arenaflex, a leading innovator in the tech industry, as we seek an experienced Full Stack Windows Administrator and Automation Developer to join our dynamic Web Systems Engineering team within the infrastructure department. As a key member of our team, you will play a vital role in supporting the transition to more open-source tools, focusing on Ansible, and driving the development of automation scripts for Windows OS provisioning. **About arenaflex** arenaflex is a forward-thinking organization that prides itself on fostering a culture of innovation, collaboration, and growth. With a strong commitment to diversity and inclusion, we strive to create a workplace where everyone feels valued, respected, and empowered to contribute their best work. Our team of 29 engineers, including two consultants from Beacon Hill, is dedicated to delivering cutting-edge solutions that meet the evolving needs of our customers. **Job Summary** We are seeking an experienced Full Stack Windows Administrator and Automation Developer to join our Web Systems Engineering team. As a key member of our team, you will be responsible for supporting the transition to more open-source tools, focusing on Ansible, and driving the development of automation scripts for Windows OS provisioning. This is a contract position through the end of the year, with potential to convert and extensions. **Key Responsibilities** * Support the transition to more open-source tools, focusing on Ansible, and drive the development of automation scripts for Windows OS provisioning * Collaborate with the Web Systems Engineering team to design, develop, and implement automation solutions for Windows OS provisioning * Develop and maintain automation scripts using Ansible, PowerShell, and other open-source technologies * Work closely with the team to identify areas for process improvement and implement changes to increase efficiency and productivity * Provide technical guidance and support to team members on automation-related topics * Participate in code reviews and contribute to the development of high-quality automation scripts * Collaborate with the team to identify and implement new technologies and tools to improve automation and Windows OS provisioning **Essential Qualifications** * 5+ years of experience in system engineering with Windows Server administration * Strong knowledge of PowerShell and GitHub, with experience in public cloud automation (Azure/GCP) * 4+ years of experience writing scripts with open-source technologies, with a preference for Ansible and Terraform * Proven track record of supporting automation for Jenkins Pipeline and Ansible Playbooks for Windows OS provisioning * Ability to show examples of script development via GitHub or work sample **Preferred Qualifications** * Experience with Windows OS provisioning and automation * Knowledge of Jenkins Pipeline and Ansible Playbooks * Experience with public cloud automation (Azure/GCP) * Strong understanding of open-source technologies, including Ansible and Terraform * Experience with code reviews and contributing to open-source projects **Skills and Competencies** * Strong technical skills in Windows Server administration, PowerShell, and GitHub * Excellent problem-solving and analytical skills * Ability to work collaboratively as part of a team * Strong communication and interpersonal skills * Ability to adapt to changing priorities and deadlines * Strong understanding of automation principles and best practices **Career Growth Opportunities and Learning Benefits** * Opportunities for career growth and professional development * Access to training and development programs to enhance skills and knowledge * Collaborative and dynamic work environment * Recognition and rewards for outstanding performance * Opportunities to work on high-profile projects and contribute to the development of innovative solutions **Work Environment and Company Culture** * arenaflex is a remote-friendly organization, with flexible work arrangements to support work-life balance * Collaborative and dynamic work environment, with a focus on innovation and creativity * Strong commitment to diversity and inclusion, with a focus on creating a workplace where everyone feels valued and respected * Opportunities for socialization and team-building, including regular team meetings and social events **Compensation, Perks, and Benefits** * Competitive salary and benefits package * Flexible work arrangements, including remote work options * Opportunities for career growth and professional development * Recognition and rewards for outstanding performance * Access to training and development programs to enhance skills and knowledge **How to Apply** If you are a motivated and experienced Full Stack Windows Administrator and Automation Developer looking for a new challenge, we encourage you to apply for this exciting opportunity. Please submit your resume and a cover letter outlining your experience and qualifications for the position. We look forward to hearing from you! **Equal Opportunity Employer** arenaflex is an Equal Opportunity Employer that values the strength diversity brings to the workplace. Individuals with Disabilities and Protected Veterans are encouraged to apply. Apply for this job