Maddie Wiedemeier

Director Of Operations at Kept, Inc.

Maddie Wiedemeier currently serves as the Director of Operations at Kept, Inc. since April 2025. Prior to this role, Maddie held the position of Senior Manager, Onboarding at Guideline from July 2023 to March 2025. Maddie's extensive experience at Gusto spanned from May 2017 to July 2023, where responsibilities included Senior Director and Director of Customer Onboarding, as well as Senior Manager and Manager of Benefits Onboarding. Maddie also contributed to Businessolver between July 2014 and May 2017 in various roles, including Client Operations Lead and Client Relationship Manager, after completing a professional development program with rotations in benefit services and operations. Earlier experiences include serving as a Volunteer Event Coordinator for The Principal Charity Classic and holding positions at Iowa State University. Maddie holds a Bachelor of Arts in Speech Communication from Iowa State University and participated in a study abroad program at Deakin University focusing on Cross-Cultural Communication.

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Kept, Inc.

As a best-in-class COBRA administrator, we leverage our attorneys and brokers to provide advanced support for employers and employees. But we take it a big step further than just that. Our compassionate and supportive service keeps departing employees from feeling abandoned during a disruptive time in their lives.


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