Senior Systems Administrator

Position Overview

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.

Key Required Proficiencies:

• 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.

Qualifications:

• 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).

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

About the company:

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.

For information on Quirk Auto Dealerships, including more information on employee benefits and our company culture, visit our website at  Employment Opportunities | Quirk Auto Dealers.

Quirk Auto Dealerships is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

Travel: Willingness to travel between sites and do physical infrastructure work when needed (MA and NH)

Job Type: Full Time

Pay: $120,000-$150,0000 per year

Work Location: In person, Braintree MA

Qualifications:

• 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).