Senior Systems Administrator

Quirk Auto Dealerships is seeking an experienced and highly skilled Senior Systems Administrator. In this role you will be responsible for the day-to-day operation, maintenance, evolution and security of our organization's infrastructure. The ideal candidate brings deep technical expertise, strong problem-solving abilities, and a proactive approach to system optimization and reliability.

• Deep working knowledge in Windows desktop and server administration, troubleshooting and OS deployment.
• Experience in Microsoft 365 Admin Portal user management, licensing, service health, tenant configuration.
• Thorough knowledge of Microsoft 365 Apps Teams, Outlook, Word, Excel (both as a user and as the person supporting 1,200 users)
• High proficiency in Entra ID identity management, conditional access, security groups, SSO configuration.
• Strong understanding of active directory management user accounts, group policy, domain controllers and OU structure.
• Experienced with network fundamentals firewalls, switches, VLANs, VPNs, DNS, DHCP.
• Perform other duties as assigned.

Preferred Skills:

• Experience in automotive dealerships, retail, or other distributed multi-location businesses.
• Familiarity with dealer management systems (DMS) or similar industry-specific platforms.
• Knowledge of PowerShell scripting for automation and bulk administration.
• Experience with firewall platforms like SonicWall or similar.
• Hands-on experience with network hardware refreshes or site buildouts.
• Background of managing ISP relationships and troubleshooting connectivity across many locations.
• Experience with Cloud-managed networking (UniFI, Fortinet cloud, or similar)
• Familiar with SharePoint administration and migration.
• IT asset management and lifecycle planning.
• Experience supporting cybersecurity insurance attestations or compliance audits
• Bachelor's degree in a related field of study preferred.
• Benefits offered:
• Health, Dental/Vision, 401K, Long-Term Disability, Life Insurance and Critical Illness Insurance. Quirk will provide you with Basic Life Insurance and AD&D policy of $20,000 at no cost to you. All other benefits are optional and will be offered to you at a cost.
• Paid sick time after 90 days and vacation after 1 year, * 5+ years hands-on systems administration in a multi-site (and multi-state) environment.
• Experience working with and managing external vendors (MSPs, ISPs, hardware suppliers)
• Successful completion of a background check, including but not limited to, a criminal record check, physical and drug screen and motor vehicle records check (if applicable to position).

Quirk Auto Dealerships is a respected automotive retailer known for its customer-first philosophy, wide vehicle selection, and commitment to excellence. With 49 years in the automotive retail space and 18 dealerships located in Massachusetts and New Hampshire. Quirk provides customers with a transparent and professional car-buying experience while offering employees strong earning potential, career advancement opportunities, and a supportive team environment.