Governance Risk Compliance/Information Security Intern Summer 2026 – SkySail (Remote)

Remote Full-time
This a Full Remote job, the offer is available from: Wisconsin (USA)

Individual(s) must be legally authorized to work in the United States without the need for immigration support or sponsorship from Milliman now or in the future.

Milliman’s SkySail Practice is looking for a Governance, Risk, and Compliance (GRC)/Information Security Intern to support our GRC efforts and help enhance our security posture. This role is ideal for current college students or recent graduates interested in pursuing a career in information security, audit, compliance, or risk management.

As an intern, you will gain hands-on experience in security frameworks like SOC2, ISO 27001, and HITRUST, assist with security audits, and contribute to policy development. You will also have the opportunity to work alongside multiple departments and team members to complete GRC efforts.

Who We Are

Milliman Skysail is a consulting and software-as-a-service (SaaS) unit of Milliman that leads the way in pharmacy claims analysis and reporting. SkySail Rx was founded in 2015 and acquired by Milliman in 2021. We are a fast-growing team of around fifty expert individual contributors. We specialize in analyzing pharmaceutical claims, data engineering, and application development. We place a strong emphasis on individual contribution and continuous learning.

Our Internship Provides You
• Challenging assignments with practical on the job experience
• Exposure to real-world security audits and risk assessments
• Hands-on experience with GRC tools, frameworks, and policies
• Understanding of cloud security and other SaaS tools and their best compliance practices
• Work alongside some of the leading experts within the healthcare industry, to include Milliman consultants and those in senior management
• Mentorship and learning opportunities from experienced information security professionals
• Development of your technical skills with platforms such as AWS, JIRA, Bitbucket, and Vanta.
• Attendance at professional staff meetings and department meetings
• Mentorship from experienced security and engineering professionals
• Competitive pay
• Prospect of securing a full-time position with Milliman SkySail

Job Responsibilities
• Assist in security related audits and other security compliance initiatives
• Support risk assessments, third-party vendor reviews, policy creation and internal security audits
• Help develop, update, and maintain security policies, procedures, and documentation
• Monitor compliance with security controls and assist with remediation efforts
• Research and track regulatory changes impacting information security and privacy
• Work with security teams to improve various tasks that are outlined

Minimum requirements
• Currently pursuing a bachelor’s or master’s degree, or recently completed a degree in Cybersecurity, Information Security, Law, Computer Science or related degree
• Interest in compliance, privacy, governance, and security
• Excellent written and verbal communication skills
• Strong analytical, organizational and problem-solving skills

Competencies and Behaviors that Support Success in this Role
• Fundamental familiarity with cloud security (AWS, Azure, GCP)
• Basic experience with risk assessments, policies, and/or general audits
• Good academic standing
• Previous internship or relevant work experience
• Leadership experience and involvement in extra-curricular activities
• A detail-oriented self-starter with an entrepreneurial spirit inspired to contribute to the success of any project
• Can complete project deliverables, meet deadlines, and ensure compliance with quality procedures
• Strong time management skills
• Ability to work independently and in a team environment
• Eager to learn and work hard
• Demonstrates integrity in all functions of work

The Team

Milliman is one of the leading experts in healthcare financing and delivery. We advise clients on a wide range of issues—from assessing the impact of healthcare reform on organizations or populations to streamlining operations while advancing the quality of patient care. Our consulting work is supported by a powerful toolkit of data analytics solutions and informed by the most trusted, comprehensive set of cost guidelines in the industry.

Through a team of professionals ranging from actuaries to clinicians, technology specialists to plan administrators, we offer unparalleled expertise in employee benefits, investment consulting, healthcare, life insurance and financial services, and property and casualty insurance.

Location and Schedule

This is a remote, part-time, summer internship, which allows up to 29 hours per week. This position is from May through August 2026 with the opportunity to extend based on performance. Will consider earlier start dates, based on availability. This job posting is expected to close on June 19, 2026.

Compensation

The overall hourly range for this role is $21 - $46.

For candidates residing in:
• Alaska, California, Connecticut, Illinois, Maryland, Massachusetts, New Jersey, New York City, Pennsylvania, Virginia, Washington, or the District of Columbia the salary range is $23 - $46.
• All other locations the salary range is $21 - $37.

A combination of factors will be considered, including, but not limited to, education, relevant work experience,
qualifications, skills, certifications, etc.

Benefits

We offer competitive benefits which include the following based on plan eligibility:
• Employee Assistance Program (EAP) – Confidential support for personal and work-related challenges.
• 401(k) Plan – When an employee reaches 1,000 hours worked within 12 consecutive months, they
become eligible for a 401(k) plan that includes a company matching program and profit-sharing
contributions.
• Paid Time Off (PTO) – Begins accruing on the first day of work; Interns, Temporary, and Seasonal
Employees will earn PTO each pay period, based on 1 hour for every 30 hours worked.
• Transportation – Pre-tax savings for eligible transit and parking expenses.

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.

#LI-CS1 #LI-REMOTE
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