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  1. Topics & Tools
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  3. Compensation & Benefits
  4. The No. 1 Employer Mistake in Open Enrollment and How to Avoid It
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The No. 1 Employer Mistake in Open Enrollment and How to Avoid It

Open enrollment success is all about prepping effectively.

July 17, 2025

A businesswoman giving a presentation in a meeting room.

As the saying goes, failing to plan is planning to fail. The No. 1 thing employers do wrong when it comes to open enrollment is a lack of preparation.

"Every year there are some employers for whom open enrollment starts on Oct. 15, and they're making their last benefit decision on Oct. 1 — and wondering why they can't get their materials out to employees on time," said Kim Buckey, vice president of compliance communications at Birmingham, Ala.-based DirectPath, an employee engagement and health care compliance firm.

Looking Back and Planning Forward

It's never too late to have a post-mortem of last year's open enrollment. When you think about what previously, what did you tell yourselves you would never do again? Take the following steps as part of open enrollment planning:

  • Hold a strategy meeting with key stakeholders on the team and review what worked and didn't work last year. End the meeting with action items.
  • Define objectives and how you plan to measure success. If a goal is to migrate employees from a traditional health plan to a high-deductible health plan with a health savings account, what percentage of employees should make the shift for the company to consider the migration successful?
  • Address who your audiences are and what your overall and targeted messages will be. What media are you going to use? What's your timeline? What are the barriers to achieving your goals? 
  • Decide how you will verify whether you've reached your goals.

Specialty Credential: Total Rewards

Determine Hard and Soft Goals

HR departments should set some quantifiable "hard" goals based on numbers, such as the number of new enrollees in a 401(k) plan or for the number of Gen Z employees enrolled.

However, also select a few "soft" goals to make the enrollment process easier and more understandable by asking employees questions such as:

  • How do you feel about your understanding of our company's benefits?
  • How aware of the benefits process are you?
  • How would you rate the effort required to sign up for your benefits?

Keep the number of goals limited. One to three hard and soft goals are better than eight to 10.

Leverage Benefits Use Data

HR managers can use data analytics to help employees make smarter benefits decisions. Ensure that you have year-over-year data on how benefits are being used, which will help show what training or educational materials might help employees to better understand — and take fuller advantage of — underused or under-valued offerings.

Some benefit-enrollment portals can keep track of and compare enrollment data in a way that provides meaningful insights on how employees make decisions when selecting benefits, said Jeff Bakke, chief strategy officer at Minneapolis-based WEX Health, a payments technology company. This can indicate where to focus consumer education during open enrollment meetings.

Think Like a Marketer

Effective employee communication is vital to ensuring a successful open enrollment. When devising print and online communications, "think like a marketer," said Kirk McConnell, San Francisco-based product marketing lead at Collective Health, a health benefits administration firm.

When you send an e-mail, or when printed materials are delivered to employees, "You don't have five minutes of your people's attention," he noted. "You have a maximum of 30 seconds of someone's attention. Ask yourself, what are the key things they need to know?"

Q&A: Improve Employee Retention by Reevaluating Benefits Packages

Grab employees' attention with:

  • Bold graphics. "Many brokers and consultants offer communications support, or see if you can borrow some time from your design team to create a brand for your open enrollment materials," McConnell suggested. If you can't get on their busy schedule, "try an online tool like Canva, which doesn't require Photoshop skills."
  • Concise content. "Ditch epically long e-mails and rely on a steady cadence of shorter e-mails to communicate the highlights and important dates for open enrollment," recommended Mehul Jain, a Los Angeles-based solutions consultant at Collective Health. Use snappy language and plenty of bullet points. 
  • Plain English. Whenever possible, supplement confusing health plan jargon with plain-English descriptions, McConnell noted. Provide a glossary to define terms familiar to benefits professionals but perplexing to many employees.

"Always highlight a call to action," McConnell said. "If there's a specific action item, that tells someone, 'Don't just put this aside, look at it now.' "

"Blockout a few hours each week through the end of open enrollment when employees can drop by to ask questions face-to-face," advised Mark Rader, benefits communication expert at Jellyvision. He offered a bonus tip: "Make snacks available. The good kind."

 

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