Welcome to the

2026 Wisconsin Health Insurance Enrollment Conference

The Wisconsin Enrollment Conference is a virtual event in which Health Insurance Navigators, Certified Application Counselors (CAC), agents, brokers, community health workers, financial counselors, county program eligibility workers, and the leaders and staff representing Wisconsin health plans and health systems come together to learn about Marketplace and Medicaid health coverage programs, eligibility, best practices, and policy updates.

Pre-Licensing:

September 9th - 11th 8:30am-12:00pm daily 

  • Intended for individuals preparing for initial licensing and includes sessions covering basic Medicaid eligibility and Wisconsin insurance regulations.

Main Conference:

September 16th - 18th 8:30am-12:00pm daily 

  • Intended for both new and experienced assisters, with sessions showcasing current health insurance topics and issues.

Files to download for Pre-Licensing:

Agenda

Meet our Speakers

  • Black and white portrait of a smiling young man with glasses, short hair, a beard, wearing a suit and shirt, in an indoor setting.

    Adam VanSpankeren

    Navigator Program Manager

    Covering Wisconsin

  • Brittany Greendeer

    Navigator

    Covering Wisconsin

  • A woman with shoulder-length wavy hair, smiling, wearing a patterned scarf and a dark blazer, standing in front of a large plant with long leaves.

    Allison Espeseth

    Director

    Covering Wisconsin

  • Amanda Dreyer

    Medicaid Director

    Wisconsin Department of Health Services

  • A smiling woman with curly hair wearing a black top, in an indoor setting.

    Caroline Gomez-Tom

    Enrollment Network and Accessibility Manager

    Covering Wisconsin

  • Courtney Dickinson

    Data Manager

    Wisconsin Well Woman Program (WWWP)

  • Dennis Skrajewski PA, MBA, FACHE

    Executive Director

    Wisconsin Association of Free and Charitable Clinics, Inc. (WAFCC)

  • Hashim Zaibak

    CEO & Founder

    Hayat Pharmacy

  • Jennell Encizo MSW, MBA

    Programs & Partnerships Coordinator

    Rx Outreach

  • Kate Graham

    Director of Access

    Milwaukee Health Care Partnership

  • Kimberly Turner

    Navigator Lead - Milwaukee

    Covering Wisconsin

  • Laura Waldvogel

    CEO

    Nobel Community Clinics

  • A woman with short, curly dark hair smiling at the camera, wearing a black top with white leaf patterns, in front of a textured beige wall.

    Masiel Gomez

    Enrollment & Outreach Coordinator

    Wisconsin Bureau of Eligibility & Enrollment Policy

  • Michelle Velasquez

    Chief Strategy Officer

    Planned Parenthood Advocates of Wisconsin and Planned Parenthood of Wisconsin

  • A woman with shoulder-length wavy brown hair smiling, wearing a blue top, against a plain light background.

    Nikki Biddick

    Policy Analyst

    Wisconsin Department of Health Services

  • A woman with brown hair, blue eyes, and light skin, smiling, wearing a navy blue top and a pearl necklace, standing against a light gray background.

    Rebecca Easland

    Deputy Commissioner of Insurance

    Wisconsin Office of the Commissioner of Insurance

  • Sashi Gregory

    Director of Policy and Research

    Wisconsin Primary Health Care Association (WPHCA)

  • Scott Stewart MPA

    Chief Executive Officer

    Wisconsin Primary Health Care Association

  • A woman with curly dark hair smiling at the camera indoors.

    Shelly Knorr

    Health Insurance Examiner

    Office of the Commissioner of Insurance

  • Tina Marshalek

    Community Relations Coordinator & Health Coverage Navigator

    Covering Wisconsin

  • Tony Lee

    Navigator Lead - Northeast

    Covering Wisconsin

  • Wendy Rudolph

    Network and Estimation Team Supervisor

    Aspirus Health

Conference Sessions

Thank you to our sponsors