Insurance Executive Assistant Jobs in Wisconsin (NOW HIRING)

The Executive Assistant is a trusted partner to leadership, helping the organization run smoothly and remain focused on its mission and members. This role provides high-level administrative and operational support, with responsibility for supporting the relationships of the Board of Directors for The League, W.C.U.L. Services Corp., Wisconsin Credit Union Foundation, Reach Business Lenders, LLC®, and committees.
As a team member you'll be able to enjoy benefits such as Medical, Dental, Vision, 401(k), Life Insurance, Paid Time Off, Paid Parking, and Bonus Eligibility. The position requires at least two days in the Madison office. Apply today and take the next step in your career with a company committed to mission focused service and member centered values.
Your day as a Executive Assistant
As the Executive Assistant you will be responsible for providing comprehensive administrative and governance support to the Board of Directors and the President & CEO by coordinating board and annual meeting activities, preparing and distributing agendas, reports, minutes, and supporting materials in a timely and accurate manner, and serving as recording secretary for board meetings and other assigned meetings. The position maintains official corporate records, including bylaws, board policies, orientation materials, and related governance resources, while ensuring all records remain current and compliant. Responsibilities also include drafting proposed bylaw amendments and policy updates, coordinating board election procedures and annual meeting processes, managing deadlines and notices outlined in governing documents, and collaborating with staff, board members, affiliated organizations, and committees to compile reports and follow-up items. In addition, the role supports annual convention activities by coordinating VIP invitations, guest registration, recognition awards for outgoing directors, and other convention-related duties as assigned.
This role provides high-level executive and administrative support to the President & CEO by managing complex calendars, coordinating meetings and travel arrangements, preparing correspondence and executive materials, and ensuring timely follow-up on priorities and action items. Responsibilities include conducting research, compiling and organizing information for executive review, and assisting with the preparation of presentations, reports, and meeting documentation. The position also supports project coordination by tracking initiatives and deliverables to ensure deadlines are met while maintaining professionalism and discretion when handling sensitive and confidential information. Additional duties include maintaining member and committee information within the database, coordinating internal meetings, facilitating communication between leadership, staff, board members, and external partners, distributing messages to League membership on behalf of the President & CEO, and providing administrative support for special projects and other organizational needs as assigned.
Requirements for this Executive Assistant job
The ideal candidate will have a minimum of five years of executive assistant experience and possess exceptional verbal and written communication skills, along with strong attention to detail and accuracy. This individual must demonstrate initiative, sound analytical judgment, and the ability to anticipate needs and identify issues proactively. Success in the role requires strong organizational and time management skills, the ability to prioritize multiple responsibilities effectively, and the capability to collaborate professionally with executives, staff, and stakeholders. The position also requires a high level of discretion and professionalism when handling confidential information, as well as the ability to work independently while remaining aligned with executive leadership and organizational goals. Experience supporting boards of directors or governing bodies is highly valued and considered a plus.
Your next step
So, what do you think? If this sounds like the right position for you, go ahead and apply. Good luck!