ConnectYourCare and Winston Benefits Present Webinar Focused on Taking Open Enrollment Virtual in 2020 and Beyond

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Under normal circumstances, open enrollment is a major undertaking for any employer, let alone during a global pandemic that has forced a significant number of businesses to quickly adopt a remote working model, which may continue into the foreseeable future.

ConnectYourCare, a national leader in consumer-directed health care account solutions and highly compliant COBRA administration, is partnering with Winston Benefits, a leader in benefits administration, enrollment, and communications solutions, to present a webinar on September 17, 2020, entitled, Making Benefits a Virtual Reality: How to Take Open Enrollment Online in 2020 and Beyond.

While some employers have had a virtual open enrollment strategy in place, this year marks the first for the majority. Accordingly, ConnectYourCare and Winston Benefits are offering employers and brokers key tips and proven practices to help navigating open enrollment, present—during the COVID-19 pandemic—and future.

“Under normal circumstances, open enrollment is a major undertaking for any employer, let alone during a global pandemic that has forced a significant number of businesses to quickly adopt a remote working model, which may continue into the foreseeable future,” says Nicole Williams, Senior Vice President of Broker Strategies at ConnectYourCare.

Continues Williams, “This means employers and brokers face a host of new challenges—from learning how to successfully drive education and enrollment from afar—to obtaining the technology and resources to accommodate an online open enrollment fair for the first time. We want to serve as a resource to help lessen the weight and the stress of open enrollment this year.”

Topics to be discussed during the webinar include:


  • A checklist for launching and executing a virtual open enrollment fair
  • Best practices for building and distributing communications for all employee class types (full-time, part-time, and furloughed)
  • Choosing a technology platform that meets the needs of your organization
  • Real-life examples of how companies are adapting to the needs of their workforce
  • Considerations for a long-term open enrollment strategy

Webinar presenters include: Nicole Williams, Senior Vice President of Broker Strategies at ConnectYourCare; Kyle Sheridan, Vice President of Client Success at ConnectYourCare; and

Katie Soehngen, Employer Solutions Support Manager at Winston Benefits.

Those interested in the webinar may register here: http://bit.ly/webinar-virtual-open-enrollment

The event is Human Resource Certification Institute (HRCI) Pre-Approved for 1.0 HR General Credit Hour.

About ConnectYourCare

As a consumer-directed health care pioneer and nationally recognized industry leader, ConnectYourCare delivers a comprehensive solution supporting health care savings accounts and expanded tax-advantaged offerings. Through continuous evolution, highly rated service, and domain expertise across the benefits, banking, and payments spectrum, we are revolutionizing the connection between health and wealth. ConnectYourCare creates greater participant value through intuitive account management; greater employer value and savings through dynamic, outcome-based workflows and tools; and greater partnership value through deep engagements to meet goals—with proprietary, cloud-based technology and a modern, intelligent platform as its foundation.

Trusted by leading organizations, spanning all industries and sizes, we are making it easier for people to manage care, so they can enjoy life. For more information, visit https://www.connectyourcare.com/.

About Winston Benefits

Winston Benefits is a nationally recognized Benefits Administration, Enrollment, and Communication company providing employers with a technology enabled benefit process that helps manage, enroll, and communicate their benefit plans. We focus on improving outcomes and delivering value by providing each client with a customized portfolio of solutions, delivered through a proprietary SaaS-based technology.

For additional insights, visit https://winstonbenefits.com/.

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