Systems Administrator
Location: Brookfield, WI
Schedule: Hybrid – 2 Days Remote (After fully trained)
Who We Are
At Old Republic Risk Management (ORRM), we do more than provide insurance solutions — we help some of North America’s largest organizations confidently manage risk. As a trusted partner to Fortune 500 companies since the 1950s, ORRM has built a reputation as an industry pioneer in alternative insurance risk management and unbundled claims and risk control solutions.
We believe great technology powers great service, which is why we are looking for a talented Systems Administrator to join our collaborative and forward-thinking IT team in Brookfield, WI. This Systems Administrator opportunity is ideal for someone who thrives in a fast-paced environment, enjoys solving complex technical challenges, and wants to make a direct impact on organizational performance and innovation.
If you are a motivated Systems Administrator looking for a company that values stability, growth, teamwork, and continuous improvement, this could be the perfect next step in your career.
Duties
As a Systems Administrator, you will administer, design, implement, and manage cloud-based productivity, collaboration, and communication services including email, chat, voice, video, endpoint management, document management, and Power Platform technologies. The Systems Administrator will also oversee Active Directory, Group Policy, VMware environments, file sharing, Windows servers, Linux servers, and identity and access management systems.
This Systems Administrator role is responsible for monitoring and optimizing server and workstation performance, including system logs, processor and memory utilization, backups, patch management, anti-threat protections, and overall system health. The Systems Administrator will troubleshoot hardware and software issues, document resolutions, analyze trends, and identify opportunities for automation, efficiency, and cost savings.
Additionally, the Systems Administrator will support audio and video conferencing systems, assist with escalated support desk issues, and collaborate with internal teams to deliver exceptional technical support across the organization.
Experience
The ideal Systems Administrator candidate will possess a Bachelor’s Degree in Information Technology, Computer Science, or a related field along with at least three years of network operations or systems administration experience. Equivalent combinations of education and experience will also be considered.
Successful candidates will bring strong troubleshooting abilities, excellent communication skills, and a passion for technology innovation and continuous improvement.
Benefits
We believe in rewarding our employees with exceptional benefits, flexibility, and opportunities for personal and professional growth.
Competitive salary
Hybrid work schedule with 2 remote days per week (after fully trained)
401(k) Savings & Profit-Sharing Plan with company match
Roth investment options & 529 Education Savings Plan
Medical, dental, and vision insurance
Life, disability, accident, and critical illness coverage
Pet insurance
Flexible Spending & Health Savings Accounts
Calm app subscription
Generous PTO and paid holidays
37.5-hour standard workweek
Casual business attire
On-site fitness center in Brookfield
Employee Referral Bonus Program
Company events, volunteer opportunities, and team outings
#LI-EA1
Old Republic Risk Management is an Equal Opportunity Employer and is committed to maintaining a diverse workplace.
