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The HR Dive 2027 open enrollment and total rewards playbook

Recorded
Oct 14, 2026
Oct
, 
2026
2:00pm ET
Virtual event on-demand
Virtual event
Register for free

The HR Dive 2027 open enrollment and total rewards playbook

Recorded
Oct 14, 2026
2:00pm ET
Virtual event
Register for free

Open enrollment is the culmination of months of hard work. As 2026 comes to a close, it’s time for HR teams to take stock of what clicked, what didn’t and which opportunities exist in the year ahead.

For the third consecutive year, HR Dive journalists will join benefits and total rewards experts in a live virtual event, where we’ll discuss the latest compensation, benefits and total rewards trends. Our goal is to give attendees actionable insights that allow them to create comprehensive programs that bolster recruiting, retention and engagement.

Sign up for this free event to learn about:

  • How employers can help address workers’ cost-of-living concerns through comprehensive employee benefits and total rewards offerings.

  • Healthcare cost trends for the year ahead and what forms of health plan design are helping alleviate exponential increases, including those tied to GLP-1 medications and prescription drug spending.

  • The role of artificial intelligence in the next era of employee benefits and open enrollment communication and why it is important to have a comprehensive plan for AI in the benefits context.

Who should attend?

  • CHROs

  • Chief People Officers

  • VPs and Directors of Total Rewards

  • VPs and Directors of Compensation & Benefits

  • VPs and Directors of Employee Health and Well-Being

  • Third-Party Administrators

  • Insurers

  • Benefits industry analysts and consultants

Register for free

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Agenda

The HR Dive 2027 open enrollment and total rewards playbook will provide attendees an in-depth analysis on what the next year in employee benefits has in store for employers, with a specific focus on cost of living, healthcare and prescription drug plans and enrollment technology trends.

Sessions

Session 1 “Wait, how much?” How employers can help tackle the cost of living crisis Through the second half of 2026, U.S. consumers face large-scale inflation on household items like groceries, housing, energy and healthcare. In this timely session, HR Dive will speak with practitioners and industry experts about the responsibility and opportunity employers have to help address employees’ affordability concerns. Sponsored Session Restructuring GLP-1 Benefits: Protecting Your Budget Without Cutting Coverage Open enrollment is often one of the most fraught, stressful, and overwhelming seasons for both employees navigating complex choices and HR teams driving engagement under tight deadlines. That pressure is intensified by the skyrocketing demand for GLP-1 weight-loss medications. We're exploring how forward-thinking benefits leaders can step away from legacy plan structures to deliver meaningful GLP-1 access without losing control of their overall budgets during this upcoming open enrollment period and beyond. Presented by WEX Sponsored Session Open Enrollment Is a Communication Challenge, Not a Benefits Challenge Open enrollment success isn't just about offering strong benefits. It's about helping employees understand their options and feel confident making decisions. Join Insperity's Shannon Hammon and Ruth Darby as they discuss why employees often feel overwhelmed during enrollment, common communication mistakes employers may make, and strategies for creating a more effective and engaging enrollment experience. Presented by Insperity Session 2 A guide to healthcare costs and plan design for the year ahead Like clockwork, U.S. employers have come to expect rapid increases for healthcare and prescription drug benefit coverage. GLP-1 drugs have become a particular sticking point, with a recent SHRM survey finding that most organizations are struggling to fund the medications. Attendees will hear from analysts on these and other topics, including the state of high-deductible plans, cost-conscious care strategies and price transparency. Sponsored Session The Bene-fit Gap: Navigating Benefits Trends New research from Justworks and The Harris Poll reveals a growing "Bene-Fit Gap", the space between what small business employees expect from their health coverage and what employers feel equipped to offer. In this session, Justworks' Elizabeth Gallina walks through what's driving rising renewal costs, why employers and employees agree on wanting more flexibility but still miss each other, and three practical shifts HR teams can make heading into Open Enrollment 2027. Presented by Justworks Session 3 Benefits on tap: Leveraging emerging tech for better benefits delivery Artificial intelligence is changing how workers find and talk about employee benefits. But as with other applications of AI, employers need to have a plan to ensure safety, data security and accuracy of information. Join HR Dive for a discussion on responsible, efficient and effective AI integration into open enrollment and benefits communication.

Questions

If you have questions about registration, if you’re interested in speaking, or have any other questions, contact us at [email protected].

Speakers

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Deblina Ghosh // Principal, Strategy and Execution for Health // EY-Parthenon
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Sean Rabinowitz // Partner, President of Employee Benefits // Procyon Partners
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Chad Thalheimer // Advisor, Personal Office® & Partner // NorthRock Partners
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Melissa Walchko // Director, Total Rewards // SHRM
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Tracy Watts // US Health Policy Leader // Marsh
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Ginger Christ // Editor // HR Dive
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Caroline Colvin // Reporter // HR Dive
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Ryan Golden // Senior Reporter // HR Dive
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Chris Byrd // SVP of Health & Benefits // WEX
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Ruth Darby // Senior Benefits Specialist // Insperity
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Shannon Hammon // Manager of Benefits Delivery // Insperity
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Elizabeth Gallina // Staff Product Marketing Mgr, Benefits // Justworks
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