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Posted Feb 10, 2026

**Experienced Windows System Administrator and Automation Developer – Web Systems Engineering Team**

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At arenaflex, we're on a mission to revolutionize the way we approach infrastructure and automation. Our Web Systems Engineering team is a dynamic group of 29 engineers, including 2 Beacon Hill consultants, who are passionate about leveraging cutting-edge technologies to drive innovation. We're now seeking an experienced Windows System Administrator and Automation Developer to join our team and help us switch to a more open-source focus with Ansible. **About arenaflex** arenaflex is a leading organization in the industry, known for its commitment to innovation and customer satisfaction. Our team is dedicated to delivering exceptional results and making a positive impact on the world. We're proud to be an equal opportunity employer, valuing the strength that diversity brings to the workplace. We encourage individuals with disabilities and protected veterans to apply. **Job Summary** We're looking for a highly skilled Windows System Administrator and Automation Developer to join our Web Systems Engineering team. As a key member of our team, you'll be responsible for supporting automation development for Jenkins Pipeline and Ansible Playbooks for Windows OS provisioning. If you have a passion for Windows administration, automation development, and open-source technologies, we want to hear from you. **Key Responsibilities** * Support automation development for Jenkins Pipeline and Ansible Playbooks for Windows OS provisioning * Collaborate with the team to design and implement automation solutions using Ansible and other open-source technologies * Develop and maintain scripts using PowerShell and other scripting languages * Work closely with the team to ensure seamless integration of automation solutions with existing infrastructure * Troubleshoot and resolve issues related to automation and Windows OS provisioning * Participate in code reviews and contribute to the development of high-quality automation scripts * Stay up-to-date with the latest developments in automation and Windows OS provisioning **Essential Qualifications** * 5+ years of experience in system engineering with Windows Server administration * Strong knowledge of PowerShell and GitHub * Experience with public cloud automation (Azure/GCP) * 4+ years of experience writing scripts with open-source technologies (Ansible/Terraform preferred) * 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 Ansible and Terraform * Knowledge of Azure and GCP cloud platforms * Familiarity with Jenkins Pipeline and automation development * Strong communication and collaboration skills * Experience working in a fast-paced, dynamic environment **Skills and Competencies** * Strong understanding of Windows Server administration and automation * Excellent scripting skills using PowerShell and other scripting languages * Experience with open-source technologies such as Ansible and Terraform * Strong knowledge of public cloud automation (Azure/GCP) * Ability to work collaboratively as part of a team * Strong communication and problem-solving skills * Ability to adapt to changing priorities and deadlines **Career Growth Opportunities and Learning Benefits** At arenaflex, we're committed to helping our employees grow and develop their careers. We offer a range of training and development opportunities, including: * Regular training sessions and workshops on the latest technologies and trends * Opportunities to work on high-profile projects and collaborate with experienced professionals * Mentorship programs to help you develop your skills and expertise * A culture of continuous learning and improvement **Work Environment and Company Culture** Our team is passionate about creating a positive and inclusive work environment. We believe in: * Collaboration and teamwork * Open communication and feedback * Continuous learning and improvement * Work-life balance and flexibility * A culture of respect and empathy **Compensation, Perks, and Benefits** We offer a competitive compensation package, including: * A salary range of $80,000 - $120,000 per year * Benefits package, including health insurance, retirement plan, and paid time off * Opportunities for professional development and growth * A dynamic and supportive work environment **How to Apply** If you're a motivated and experienced Windows System Administrator and Automation Developer looking for a new challenge, we want to hear from you. Please submit your application, including your resume and a cover letter, to [insert contact information]. We look forward to hearing from you! **Note** arenaflex is an equal opportunity employer and welcomes applications from diverse candidates. We are committed to creating a workplace that is inclusive and respectful of all individuals. Apply Now