Systems Administrator III

At Flynn Group, we believe in the power of collaboration and value in-person interactions. This is why our employees work from the office four days per week, leaving Fridays to work from home. This setup cultivates casual conversations, problem-solving, and trusted relationships. Our goal is to create an environment where innovation thrives, with office-based teams coming together four days a week to collaborate and thrive, together!

Position Description

The Systems Administrator III is a senior-level technical role responsible for ensuring the stability, security, and scalability of enterprise infrastructure across on‑premises, cloud, and hybrid environments. This position plays a key role in critical incident resolution, infrastructure modernization, and continuous improvement initiatives. In addition to deep technical expertise, the System Administrator III serves as a mentor and technical leader, supporting the growth and development of junior administrators and contributing to the adoption of modern cloud technologies and best practices.

Essential Responsibilities and Duties

• Provide technical leadership and serve as escalation point for critical incidents, including resolution and post-incident analysis
• Design, implement, and maintain secure, reliable, and high-performing on-premises, cloud, and hybrid infrastructure
• Act as a subject matter expert for assigned platforms and lead infrastructure upgrades, lifecycle replacements, and improvement initiatives
• Monitor system health, respond to alerts, and proactively identify risks and opportunities for optimization, automation, and efficiency
• Design, support, and enhance modern cloud services including Azure, Microsoft 365, identity, endpoint, and security platforms
• Apply automation and scripting to improve consistency, scalability, and operational efficiency
• Collaborate with project managers, security, application teams, and business stakeholders to deliver infrastructure solutions aligned with business needs, security, and budget
• Develop and maintain technical standards, procedures, and documentation
• Mentor and coach junior and mid-level system administrators; support onboarding, skill development, and knowledge sharing across the team
• Participate in an on-call rotation and provide after-hours support as required

Education and/or Experience

• Acceptable equivalent combination of education, experience, and certification; Bachelor of Science degree in computer science, or equivalent
• 7+ years’ experience in administrating and managing enterprise server systems including cloud and/or virtual solutions
• Strong knowledge and experience with PC hardware and software technology, including operating systems, expertise with Server operating systems and services including Windows 2008/2012/2016, DNS, Active Directory, and PowerShell, experience with O365, Exchange Online, Azure and Intune and basic understanding of networking protocols and processes

Why Work For Flynn?

Flynn Group offers a variety of benefits and perks to encourage and empower our employees. We are committed to helping each employee work and live to his or her fullest potential. We offer a variety of benefits and perks while working for us:

• Medical/Dental/Vision
• Retirement and Savings Plan
• Short- and Long-Term Disability
• Basic Life Insurance
• Voluntary Life Insurance
• Tuition Reimbursement
• Paid Time Off
• Flexible/Hybrid Work Schedules (In Office Monday - Thursday, Work from Home Friday)
• Company Outings
• Dining Discounts
• On-Site Fitness Center
• On-Site Daycare
• On-Site Café
• FUN Work Environment!

The Flynn Group is an Equal Opportunity Employer