Open Enrollment Communication Tips

    June 25, 2025
    12 min read
    Kyle Bolt
    Workplace Well-being
    Open Enrollment Communication Tips

    Are you ready for the annual open enrollment season? For many HR professionals, this period represents both an opportunity and a challenge. How effectively you communicate benefits options can significantly impact employee satisfaction, retention, and your company’s bottom line. Yet, many businesses struggle with clear, engaging communication that drives action during this critical time.

    Why Open Enrollment Communication Matters

    Open enrollment is more than just a procedural requirement—it’s a pivotal moment that affects your employees’ wellbeing and financial security. When communication falls short, the consequences can be serious: employees miss deadlines, make uninformed choices, or fail to take advantage of valuable benefits.

    For small to medium-sized businesses, these challenges are often amplified by limited resources and competing priorities. Without dedicated benefits specialists or extensive HR teams, the responsibility of crafting clear, compelling communications often falls on already-stretched HR generalists or business owners.

    Understanding Open Enrollment

    Open enrollment represents the designated period when employees can select or modify their benefit options for the upcoming year. This annual window typically spans two to four weeks and serves as the primary opportunity for employees to make important decisions about health insurance, retirement contributions, and additional benefits like dental, vision, and life insurance.

    For HR departments, open enrollment is a critical time that requires careful planning and execution. Your role extends beyond simply administering the process—you become an educator, advisor, and facilitator helping employees navigate complex choices that impact their wellbeing and financial security.

    HR professionals must balance multiple responsibilities during this period:

    • Explaining benefit options in accessible language
    • Highlighting changes from previous years
    • Ensuring compliance with legal requirements
    • Answering employee questions
    • Tracking enrollment progress
    • Troubleshooting technical issues

    The success of your open enrollment period largely depends on how effectively you communicate with employees throughout the process.

    Crafting Effective Open Enrollment Communications

    Simplifying Language for Employee Comprehension

    Benefits information is notoriously complex, filled with industry-specific terminology that can confuse even the most diligent employees. Your first task is to translate this complexity into language anyone can understand.

    Avoiding Jargon and Complex Terminology

    Benefits documentation is often laden with terms like “coinsurance,” “out-of-pocket maximum,” and “high-deductible health plan.” While these terms have specific meanings, they create barriers to understanding for many employees.

    Consider creating a glossary of key terms with simple definitions as part of your communication materials. For example:

    Technical TermSimple Explanation
    DeductibleThe amount you pay for healthcare services before your insurance begins to pay
    PremiumYour monthly payment to keep your insurance active
    CoinsuranceThe percentage of costs you pay after meeting your deductible
    CopayA fixed amount you pay for a covered service

    Techniques for Clear and Concise Messaging

    Break down complex information into digestible chunks. Rather than overwhelming employees with all details at once, consider a sequential approach:

    1. Start with the big picture: What’s changing? What’s staying the same?
    2. Follow with specific plan details and comparisons
    3. Conclude with action steps and deadlines

    Use concrete examples that relate to real-life scenarios. For instance, instead of simply explaining a deductible, show how it works:

    “With Plan A’s $1,500 deductible, if you have a $3,000 hospital stay, you’ll pay the first $1,500, and then your insurance will begin covering costs according to your plan’s terms.”

    Utilizing Multiple Communication Channels

    Different employees absorb information differently. A multi-channel approach ensures your message reaches everyone effectively.

    Digital Channels: Email, Intranet, and Videos

    Digital communications offer efficiency and trackability. Consider:

    • A series of targeted emails with clear subject lines like “Open Enrollment Begins Monday: Three Things You Need to Know”
    • Dedicated intranet pages with interactive tools like benefits calculators
    • Short, engaging videos explaining key concepts or changes (2-3 minutes is ideal)
    • Mobile-friendly formats for employees who primarily use smartphones

    Traditional Channels: Physical Mailers and In-Person Sessions

    Despite digital advances, traditional methods remain effective:

    • Home mailers that include family members in the conversation
    • Benefits fairs where employees can speak directly with providers
    • Small group Q&A sessions that allow for personalized attention
    • One-on-one consultations for employees with complex situations

    Innovative Approaches: Digital Postcards and Virtual Webinars

    Blend traditional and digital approaches with:

    • Digital postcards featuring eye-catching graphics and concise information
    • Interactive webinars with live Q&A sessions
    • Benefits decision support tools that guide employees through their options
    • Text message reminders for key deadlines

    Engaging Employees Through Strategic Communication

    Timing Your Communications for Maximum Impact

    Effective communication isn’t just about what you say—it’s about when you say it.

    Pre-Enrollment Preparations

    Begin your communication campaign 4-6 weeks before enrollment opens:

    • Send “save the date” notifications
    • Provide educational materials about benefits basics
    • Highlight upcoming changes to create awareness
    • Set expectations about the enrollment process

    Mid-Enrollment Engagement Strategies

    Once enrollment opens, maintain momentum:

    • Send progress updates (e.g., “50% of employees have completed enrollment”)
    • Address common questions that have emerged
    • Spotlight different benefit options each day or week
    • Share testimonials from employees who have benefited from specific plans

    Last-Chance Reminders and Urgency

    As the deadline approaches:

    • Create a sense of urgency without causing panic
    • Send countdown reminders (e.g., “3 days left to enroll”)
    • Provide extended support hours for last-minute questions
    • Prepare targeted outreach to employees who haven’t yet enrolled

    Enhancing Visual Appeal and Branding

    Visual elements significantly impact how your message is received and remembered.

    Consistent Branding Across Platforms

    Create a distinct visual identity for your open enrollment campaign:

    • Design a specific logo or theme for the enrollment period
    • Use consistent colors, fonts, and styling across all materials
    • Ensure your company’s broader brand guidelines are followed
    • Create templates that can be easily adapted for different communications

    Use of Visuals and Infographics for Engagement

    Complex information becomes more accessible through visuals:

    • Use comparison charts for different plan options
    • Create flowcharts for decision-making processes
    • Develop infographics highlighting key dates and deadlines
    • Include icons and symbols to represent different benefit categories

    Key Components of Open Enrollment Communications

    Crafting Clear Subject Lines and Headlines

    Your subject lines and headlines determine whether employees will engage with your content. They should be:

    • Specific and action-oriented: “Select Your 2024 Benefits by November 15”
    • Personalized when possible: “James, Your Health Plan Options for 2024”
    • Benefit-focused rather than deadline-focused: “New Dental Options Available During Open Enrollment”
    • Clear about urgency when appropriate: “Final Week: Complete Your Benefits Enrollment”

    Highlighting Key Dates and Deadlines

    Time-sensitive information should be unmistakable:

    • Present deadlines in multiple formats (calendar date, day of week, and “days remaining”)
    • Include deadlines in every communication
    • Create visual calendars marking important dates
    • Send specific reminders as deadlines approach

    Detailed Instructions for Enrollment Process

    Make the actual enrollment process as straightforward as possible:

    • Provide step-by-step instructions with screenshots
    • Create quick-reference guides for different enrollment platforms
    • Offer checklists of information employees need to have ready
    • Include direct links to enrollment platforms in digital communications

    Communicating Changes and New Offerings

    Changes to benefits packages require special attention:

    • Clearly distinguish between what’s changing and what remains the same
    • Explain the reasons behind significant changes
    • Highlight new benefits or enhanced coverage options
    • Address potential concerns proactively

    Providing Resources and Support Information

    Ensure employees know where to turn for help:

    • List contact information for HR team members
    • Provide schedules for information sessions or office hours
    • Include links to detailed resources and FAQs
    • Offer translation services for multilingual workforces

    Personalization and Targeted Communication

    Personalizing Messages for Greater Impact

    Generic communications often fail to resonate. Personalization can dramatically improve engagement:

    • Address employees by name in communications
    • Reference their current selections when discussing options
    • Acknowledge tenure or life events that might impact benefits decisions
    • Use data from previous enrollments to provide relevant recommendations

    Tailoring Content for Different Employee Groups

    Different workforce segments have different needs and priorities:

    • New employees may need more fundamental education about benefits
    • Employees nearing retirement may focus on healthcare and retirement options
    • Parents might prioritize dependent coverage and flexible spending accounts
    • Remote workers may need different access points for information and support

    Encouraging Family Involvement in Benefits Decisions

    Benefits decisions often affect entire families:

    • Create family-friendly explanations of benefits options
    • Schedule some information sessions outside standard work hours
    • Develop materials specifically addressing dependent coverage
    • Provide resources that help employees discuss options with family members

    Measuring and Improving Communication Effectiveness

    Tracking Engagement and Response Rates

    Data helps you understand what’s working and what isn’t:

    • Monitor email open and click-through rates
    • Track attendance at information sessions
    • Measure video view completion rates
    • Analyze enrollment platform usage patterns

    Gathering Employee Feedback Post-Enrollment

    Direct feedback provides invaluable insights:

    • Conduct brief surveys about the enrollment experience
    • Hold focus groups to discuss communication effectiveness
    • Create channels for anonymous feedback
    • Ask specific questions about which communications were most helpful

    Analyzing Data to Refine Future Strategies

    Use what you learn to improve next year’s approach:

    • Identify which channels yielded highest engagement
    • Determine which messages prompted the most action
    • Recognize patterns in employee questions or confusion
    • Compare enrollment outcomes against communication strategies

    Real-World Case Studies and Examples

    Success Stories of Effective Open Enrollment Communication

    Mid-Size Manufacturing Company Increases Enrollment with Video Strategy

    A 200-employee manufacturing company struggled with low participation rates in their voluntary benefits. By creating short, engaging videos featuring actual employees discussing how specific benefits helped them, they increased voluntary benefit enrollment by 35%. The videos were shared via email, played in break rooms, and made available through QR codes on printed materials.

    Healthcare Provider Simplifies Complex Plan Changes

    When a healthcare provider with multiple locations needed to introduce a new high-deductible health plan option, they created a series of comparison tools that showed employees exactly how different healthcare scenarios would play out under each plan. This approach, combined with in-person Q&A sessions, resulted in informed decision-making and a 40% adoption rate for the new plan.

    Lessons Learned from Common Missteps

    Retail Chain’s Last-Minute Communication Failure

    A retail chain with 500 employees waited until two weeks before open enrollment to begin communications. The rushed approach led to confusion, a flood of last-minute questions, and approximately 30% of employees missing the deadline. The following year, they implemented a six-week communication timeline and saw nearly 100% completion rates.

    Tech Company’s Jargon-Heavy Messaging

    A growing tech company used highly technical language in their benefits communications, assuming their tech-savvy workforce would understand. Employee feedback revealed widespread confusion about basic concepts. By creating a more accessible communication approach the following year, they reduced HR support tickets by 60% and improved satisfaction with the enrollment process.

    Leveraging Technology for Better Communication

    Tools and Software for Tracking Engagement

    Modern technology offers powerful ways to monitor and improve your communications:

    • Email marketing platforms that track opens, clicks, and engagement
    • Survey tools for gathering quick feedback
    • Analytics dashboards that visualize enrollment progress
    • A/B testing capabilities to compare different message approaches

    Automating Reminders and Follow-Ups

    Automation can ensure consistent communication without overwhelming your HR team:

    • Scheduled email sequences based on enrollment status
    • Triggered reminders when employees start but don’t complete enrollment
    • Automated confirmation messages after successful enrollment
    • Personalized follow-ups for employees who haven’t engaged

    Legal and Compliance Considerations

    Important Compliance Issues Around Open Enrollment

    Your communications must meet certain legal requirements:

    • Summary of Benefits and Coverage (SBC) must be provided in a standardized format
    • Plan documents must disclose specific information about coverage and limitations
    • Communications must accurately represent benefits without misleading statements
    • Certain notices, like HIPAA and COBRA information, must be included

    Ensuring Transparent and Accurate Information

    Beyond strict compliance, ethical considerations include:

    • Clearly explaining both advantages and limitations of each option
    • Providing fair comparisons between plans
    • Disclosing any changes that might negatively impact employees
    • Ensuring accessibility for employees with disabilities

    Bringing It All Together: Your Open Enrollment Communication Strategy

    Effective open enrollment communication isn’t achieved through a single email or meeting—it requires a comprehensive strategy that begins well before enrollment opens and continues through the entire process.

    Start by understanding your workforce demographics and communication preferences. Create a detailed timeline that includes pre-enrollment education, enrollment period communications, and post-enrollment follow-up. Develop a consistent visual identity and messaging framework that can be adapted across multiple channels.

    Most importantly, remember that the goal isn’t just to get employees to complete enrollment—it’s to help them make informed decisions that benefit both them and your organization. When employees understand and appreciate their benefits, they’re more likely to feel valued and remain engaged with your company.

    Moving Forward: Continuous Improvement in Benefits Communication

    Open enrollment communication shouldn’t exist in isolation. The most successful organizations view it as part of an ongoing conversation about employee benefits and wellbeing.

    After each enrollment period, take time to analyze what worked, what didn’t, and how you can improve. Gather feedback from employees about their experience and incorporate those insights into next year’s strategy. Consider how you can maintain benefits awareness throughout the year, not just during enrollment periods.

    By approaching open enrollment communication as a strategic priority rather than an administrative task, you can transform this annual process from a source of stress to an opportunity for engagement and appreciation.

    Resources for Further Learning

    The landscape of benefits and communication continues to evolve. To stay current, consider exploring:

    • Society for Human Resource Management (SHRM) resources on benefits communication
    • Employee Benefit Research Institute (EBRI) reports on trends and best practices
    • Benefits communication webinars and professional development opportunities
    • Networking with other HR professionals to share strategies and solutions

    Remember that effective benefits communication is both an art and a science. It requires creativity, empathy, and analytical thinking. By investing time and resources into your open enrollment communication strategy, you’re investing in your employees’ wellbeing and your organization’s success.

    Looking for ways to streamline your HR processes beyond open enrollment? CrewHR’s employee scheduling software can help you manage time off requests, scheduling, and other HR functions with ease. Visit CrewHR to learn more about how our solutions can support your HR team throughout the year.

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