The Department
The Chicago office IT Department configures and updates software applications, laptops, desktops, virtual machines, servers, network devices, and other IT infrastructure. We work collaboratively to deliver reliable, secure, and efficient technology solutions in a fast-paced, professional environment.

The Role
We are seeking a motivated IT Support Specialist to join our team. This entry-level role is ideal for someone with a strong technical foundation and a desire to learn and grow. You will be the first point of contact for technical assistance, supporting hardware, software, and network systems. You will work closely with senior IT staff to troubleshoot issues, implement solutions, and support our internal users both onsite and remotely.

Your Responsibilities:

Install and configure computer hardware, software, systems, networks, printers, and scanners. Monitor and maintain computer systems and networks. Respond in a timely manner to service requests and incidents. Provide technical support across the practice (in person, via phone, or remote tools). Set up accounts and profiles for new users. Repair and replace equipment as necessary. Assist users with basic application issues and questions. Maintain accurate technical documentation. Collaborate effectively both independently and as part of a team.

Job Knowledge, Experience Skills

Bachelor’s degree in Information Technology or related field, or equivalent experience. 1–2 years of relevant IT support or help desk experience. Hands-on experience with Windows operating systems and Microsoft 365 administration. Knowledge of network security best practices and anti-malware tools. Strong troubleshooting and problem-solving skills. Excellent verbal and written communication skills. Ability to prioritize and manage multiple tasks in a dynamic environment.

Additional Knowledge and Skills to Build:

Experience with Active Directory and Group Policy management. Familiarity with virtualization technologies (VMware, Nutanix, HyperV). Basic understanding of networking concepts (TCP/IP, DNS, DHCP, VPN). Exposure to cloud platforms (Azure, AWS). Experience with ticketing systems (e.g., FreshService, ZenDesk). Knowledge of ITIL best practices.

Location

Candidates hired into this role will be required to work in-person in the Milliman office in Chicago, IL on a weekly basis, but flexible work arrangements will be considered. The expected application deadline for this job is March 31, 2026.

Compensation

The overall salary range for this role is $68,080 - $109,020. A combination of factors will be considered, including, but not limited to, education, relevant work experience, qualifications, skills, certifications, etc. This is a fulltime, non-exempt overtime eligible role; overtime eligible after 40 hours of work. 

Benefits 

We offer a comprehensive benefits package designed to support employees’ health, financial security, and well-being.
Benefits include:

Medical, Dental and Vision – Coverage for employees, dependents, and domestic partners. Employee Assistance Program (EAP) – Confidential support for personal and work-related challenges. 401(k) Plan – Includes a company matching program and profit-sharing contributions. Discretionary Bonus Program – Recognizing employee contributions. Flexible Spending Accounts (FSA) – Pre-tax savings for dependent care, transportation, and eligible medical expenses. Paid Time Off (PTO) – Begins accruing on the first day of work. Full-time employees accrue 15 days per year, and employees working less than full-time accrue PTO on a prorated basis. Holidays – A minimum of 10 paid holidays per year. Family Building Benefits – Includes adoption and fertility assistance. Paid Parental Leave – Up to 12 weeks of paid leave for employees who meet eligibility criteria. Life Insurance & AD&D – 100% of premiums covered by Milliman. Short-Term and Long-Term Disability – Fully paid by Milliman.

Equal Opportunity

All qualified applicants will receive consideration for employment, without regard to race, color, religion, sex, sexual orientation, national origin, disability, or status as a protected veteran.