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on Aug 12, 2025 Internal Communications Employee Benefits Total Rewards Statements

Open Enrollment in a Hybrid Workplace: Best Practices for Virtual Success

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Over the past several years, many organizations have adopted hybrid work models, with employees dividing time between office and remote locations. This shift has fundamentally changed how Human Resources teams plan and execute open enrollment. Traditional tactics such as in‑person benefits fairs and face‑to‑face meetings must evolve to accommodate remote and dispersed workforces. Running a virtual or hybrid open enrollment requires clear, consistent communication, a strong digital infrastructure and intentional employee engagement.

Why Hybrid Open Enrollment Matters

Hybrid open enrollment is not just a logistical exercise; it is an opportunity to showcase your organization’s commitment to employee wellbeing and reinforce the value of the total rewards package. When executed well, open enrollment:

  • ● Enables employees to make informed benefits choices tailored to their needs.

  • ● Demonstrates transparency about costs, coverage, and employer contributions.

  • ● Boosts engagement and satisfaction by showing that the organization cares about employees’ financial and personal health.

  • ● Provides data and feedback that HR can use to refine future benefits strategies.

Guiding Principles for Virtual and Hybrid Enrollment

  1. Plan Early and Define Goals
    Begin planning several months in advance. Identify key dates, design your communication timeline, and align your strategy with business objectives. Establish clear goals such as improving enrollment participation, increasing usage of voluntary benefits or reducing confusion about plan changes.

  2. Choose the Right Technology Platform
    A digital benefits portal or enrollment platform is essential for hybrid and remote employees. Ensure that it is mobile‑friendly, secure and intuitive so employees can easily compare plans, calculate costs and complete enrollment from anywhere. Provide training videos or FAQs to help users navigate the system.

  3. Use Multi‑Channel Communication
    Communicate across multiple channels to reach your entire workforce. Use email, intranet articles, chat tools, webinars, short videos, printed materials and text messages. Repetition and consistency help reinforce key messages and accommodate different employee preferences.

  4. Personalize Information
    Generic communications may overwhelm or bore employees. Segment messages by demographics (e.g. family status, age, location) or job function and highlight the benefits most relevant to them. Personalized Total Rewards Statements that show salary, bonuses and employer‑paid benefits can help employees see the full value of their compensation and make more informed choices.

  5. Host Virtual Benefits Fairs
    Replace or supplement physical fairs with virtual sessions. Offer live webinars where benefits providers explain plans and answer questions. Consider recording sessions for those who cannot attend. Virtual fairs can include digital booths, resource libraries and chat functionality for one‑on‑one Q&A.

  6. Engage Managers as Advocates
    Managers are often the first point of contact for employees. Equip them with talking points, FAQs and important dates so they can reinforce key messages and encourage participation. Encourage them to share their own experiences with the benefits to add authenticity.

  7. Provide On‑Demand Resources
    Not everyone will attend a live webinar. Provide recorded videos, step‑by‑step guides, plan comparison charts and FAQs on your intranet or benefits portal. Make sure these materials are accessible and easy to navigate.

  8. Offer Individualized Support
    Even with detailed self‑service resources, some employees will need help. Provide multiple avenues for assistance: virtual office hours, chatbots for simple questions and scheduled one‑on‑one consultations with benefits specialists. Consider using AI‑assisted chat for basic inquiries, but ensure employees can reach a real person for complex or sensitive issues.

  9. Make Enrollment Accessible and Compliant
    Ensure all materials follow accessibility guidelines (e.g. captioned videos, screen‑reader friendly documents). Be mindful of legal requirements such as ACA mandates and state transparency laws when communicating plan details and costs.

  10. Gather Feedback and Measure Engagement
    After enrollment, solicit feedback through surveys or focus groups. Track metrics like portal log‑ins, webinar attendance and plan selections to identify what worked well and where improvements are needed. Use these insights to refine your next enrollment cycle.

Putting It All Together

Open enrollment in a hybrid workplace requires a thoughtful combination of technology, communication and human connection. By planning early, leveraging digital tools and engaging employees in meaningful ways, HR teams can create a seamless enrollment experience that meets the needs of a dispersed workforce. Align your approach with your organization’s culture and values, personalize information to maximize relevance and provide ongoing support so that every employee feels informed and empowered to make the best benefits choices.

Explore how backstitch can help enhance your Total Rewards Communication Strategy. 

Kyle Gammon

Marketing Manager