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Executive Administrative Assistant - Remote

Remote / Online - Candidates ideally in
Milwaukee, Milwaukee County, Wisconsin, 53201, USA
Listing for: Gainwell Technologies
Remote/Work from Home position
Listed on 2026-10-25
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator
Salary/Wage Range or Industry Benchmark: 42000 - 52000 USD Yearly USD 42000.00 52000.00 YEAR
Job Description & How to Apply Below

It takes great medical minds to create powerful solutions that solve some of healthcare's most complex challenges. Join us and put your expertise to work in ways you never imagined possible. We know you've honed your career in a fast-moving medical environment. While Gainwell operates with a sense of urgency, you'll have the opportunity to work more flexible hours. And working at Gainwell carries its rewards.

You'll have an incredible opportunity to grow your career in a company that values work-life balance, continuous learning, and career development.

Summary

Join Gainwell as an Executive Administrative Assistant supporting leadership within the Bureau of Clinical Policy and Pharmacy. In this role, you will provide high-level administrative and operational support to the Director, Deputy Director, and bureau team. You will manage complex calendars and travel, coordinate meetings and projects, prepare reports and presentations, maintain confidential records, and help keep priorities moving in a fast-paced healthcare environment.

We are looking for a highly organized, resourceful, dependable professional who anticipates needs, solves problems, and can confidently manage multiple priorities with limited supervision.

Your role in our mission
  • Provide high-level administrative support to the Director and Deputy Director of the Bureau of Clinical Policy and Pharmacy, including complex calendar management, meeting coordination, travel arrangements, expense reporting, correspondence, and day-to-day prioritization.
  • Coordinate Bureau meetings, committees, projects, and work groups by preparing agendas and presentations, scheduling participants, maintaining minutes and records, tracking action items, and supporting follow-up activities.
  • Compile and organize data for reports and presentations while maintaining accurate bureau records, retention requirements, and sensitive or confidential information with appropriate discretion.
  • Administer and maintain Microsoft Teams, SharePoint, Work Web, and related collaboration resources while supporting communication and information sharing across teams and partners.
  • Coordinate administrative activities across the Bureau of Clinical Policy and Pharmacy, including recruitment scheduling, new-hire onboarding and training, project support, and collaboration with internal departments, leadership, and external partners.
  • Manage multiple email inboxes, mailing lists, and lead the employee engagement committee for the Bureau of Clinical Policy and Pharmacy
    .
What we're looking for
  • 6+ years of progressively responsible administrative, executive support, or senior-level administrative experience
    , including experience supporting directors, executives, or other senior leaders; equivalent combinations of education and relevant experience may be considered.
  • Demonstrated experience managing complex executive calendars, meetings, travel arrangements, expense reporting, competing priorities, and confidential information with accuracy and discretion.
  • Strong proficiency with Microsoft Office
    , particularly Excel, including formulas and Pivot Tables, as well as Word, Outlook, PowerPoint, and Teams;
    SharePoint experience is strongly preferred.
  • Exceptional organization, time management, communication, and problem-solving skills with the ability to independently prioritize multiple assignments, anticipate needs, and follow through on deadlines.
  • A dependable, responsive, resourceful, and adaptable approach to work, with sound judgment, attention to detail, and the ability to accept feedback and successfully adjust to changing priorities.
What you should expect in this role
  • Position requires the selected candidate to reside in Madison, Wisconsin, or the surrounding area
    .
  • Ability to report to the Mad…
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