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- Profit sharing
- Health savings account
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Senior IT Service Desk Technician

Old Republic Risk Management -
Brookfield, WI

Apply Now

Job Details

$80,000 - $90,000 a year

Benefits

Profit sharing
Health savings account
Paid holidays
Disability insurance
Health insurance
Dental insurance
Flexible spending account
Paid time off
Vision insurance
401(k) matching
Life insurance
Referral program
Pet insurance

Qualifications

Mobile device support
Windows
Printer (troubleshooting support)
Cloud service support
Computer hardware
Desktop (troubleshooting support)
Desktop administration
Peripheral hardware support
Mobile devices

Full Job Description

Senior IT Service Desk Technician

Old Republic Risk Management | Brookfield, WI

Join Our Team

Old Republic Risk Management (ORRM) is seeking a Senior IT Service Technician to join our team in Brookfield, Wisconsin. In this role, you will serve as a key resource for IT support, helping employees resolve technical issues, maintain critical systems, and ensure a seamless technology experience across the organization.

What You'll Do

As a Senior IT Service Technician, you will provide technical assistance via phone and email, troubleshoot hardware, software, and network issues, and support the deployment and maintenance of technology solutions.

Key responsibilities include:

Providing technical support to employees via phone and email
Troubleshooting hardware, software, and network issues
Setting up and deploying new workstations and devices
Managing user access and account administration
Supporting Microsoft 365 applications and Exchange environments
Maintaining system performance and technology standards

Once fully trained, this position offers a hybrid work schedule with the flexibility to work remotely two days per week.

Additional responsibilities include:

Managing systems management tools and appliances
Analyzing support trends and identifying improvement opportunities
Maintaining software and hardware inventories
Supporting employee onboarding and technology setup
Creating and maintaining technical documentation and procedures

What We're Looking For

Required Qualifications

Associate's or higher degree in IT, Computer Science, or a related field, and a minimum of four years of progressively responsible experience performing similar duties; an equivalent combination of education, training, and experience would also be considered in lieu of a formal degree.
Experience supporting Windows operating systems, printers, and mobile devices
Strong troubleshooting and problem-solving skills
Ability to work effectively in a fast-paced environment
Excellent communication and customer service skills
Commitment to delivering high-quality technical support

We're looking for someone who enjoys solving technical challenges, helping others succeed, and delivering exceptional service across the organization.

Our Culture

At Old Republic Risk Management, our culture is built on collaboration, accountability, and mutual respect. We value employees who are passionate about solving problems, sharing knowledge, and contributing to a supportive and successful workplace.

Beyond the work itself, employees enjoy opportunities to connect through company events and team activities throughout the year, helping foster a strong sense of community and engagement.

About Old Republic Risk Management

Old Republic Risk Management serves the casualty insurance and risk management needs of large corporate and group clients across industries that are vital to the North American economy.

As a pioneer in alternative market approaches to insurance risk management, ORRM has partnered with Fortune 500 companies and other major enterprises since the 1950s.

Our expertise includes innovative risk financing solutions such as:

Large deductible programs
Self-insurance structures
Captive insurance arrangements

Why Join ORRM?

We are committed to attracting and developing talented professionals who share our values and dedication to excellence. ORRM offers a collaborative, open-door environment where teamwork, professional growth, and individual contributions are recognized and valued.

Benefits

Financial Benefits

Expected Salary Range: $80,000 - $90,000 annually.
Actual compensation will be determined based on factors such as experience, skills, education, certifications, internal equity, and market conditions.
401(k) with company match and profit-sharing
Roth and 529 Education Savings Plans
Employee referral bonus program

Health & Wellness

Medical, dental, vision, and life insurance
Health Savings Account (HSA) and Flexible Spending Account (FSA) options
Long-term disability and critical illness coverage
Pet insurance

Work-Life Balance

37.5-hour standard workweek
Hybrid work flexibility
Generous paid time off and company holidays
Volunteer opportunities
Casual business attire
Company-sponsored events and team activities

Ready to Apply?

If you are interested in joining a team that values innovation, service, and professional growth, we encourage you to apply today. Submit your resume to be considered by our Talent Acquisition team.

#LI-EA1

Old Republic Risk Management is an Equal Opportunity Employer committed to fostering a diverse and inclusive workplace.

Apply Now

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Senior IT Service Desk Technician

Sr. Desktop Support Technician

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Senior IT Service Desk Technician

Join Our Team

What You'll Do

What We're Looking For

Our Culture

About Old Republic Risk Management

Why Join ORRM?

Benefits

Financial Benefits

Health & Wellness

Work-Life Balance

Ready to Apply?

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