When Should Employers Prepare for Open Enrollment? 8 Steps to Take Before Fall
June 23, 2026 By Bene-Care
Preparing for open enrollment should begin long before employees receive enrollment materials. While many employers don’t start thinking about benefits until renewal documents arrive, organizations that plan ahead often experience smoother enrollments, stronger employee engagement, and fewer last-minute challenges.
If your organization is looking to avoid common enrollment challenges, review our guide on common open enrollment mistakes and learn how early planning can help employers stay ahead.
In Episode 10 of our HCM Insights Series, Scott Benson, Benefits Sales Consultant at Bene-Care, shared a simple reminder for employers:
“Open Enrollment may feel like it’s months away, but the employers who have the smoothest enrollment season start preparing now.”
For employers with January renewals, summer is the ideal time to begin preparing for open enrollment. Taking a proactive approach gives your team time to evaluate costs, gather employee feedback, review compliance requirements, and create a strategy before the busy fall season begins.
Here are eight essential steps every employer should take before fall arrives.
One of the most important aspects of preparing for open enrollment is understanding your benefits budget before renewal rates arrive.
Healthcare costs continue to rise, making it essential to review your current spending and project future expenses. Establishing a budget early helps employers avoid rushed decisions when renewal proposals are presented.
As Scott explains,
“Since you’re probably concerned with rising health care costs, I would start by reviewing your budget to avoid rushed financial decisions.”
When reviewing your budget, consider:
Early budgeting creates flexibility and allows employers to make strategic decisions rather than reactive ones.
Preparing for open enrollment should include a review of how employees are using their current benefits.
Look for trends involving:
Understanding which benefits employees value most can help shape future offerings and identify opportunities for improvement.
Employee feedback is one of the most valuable tools available when preparing for open enrollment.
Employees often provide insight into:
Even a brief survey can provide meaningful information.
As Scott later notes,
“A five-minute survey today can help shape a more effective benefits package tomorrow.”
Listening to employees helps ensure your benefits strategy aligns with workforce needs.
Employees cannot fully appreciate benefits they don’t understand.
Preparing for open enrollment means identifying the questions employees ask most frequently and creating resources that improve understanding before enrollment begins.
Consider developing:
Providing clear information empowers employees to make informed benefits decisions and reduces confusion during enrollment.
Open enrollment involves more than benefits elections—it is also an important compliance checkpoint.
Employers should review:
Addressing compliance concerns early helps avoid costly mistakes and ensures required communications are distributed on time.
Employers should also stay informed about regulations and enrollment requirements associated with the open enrollment period and other benefits-related obligations.
A strategic planning session with your benefits advisor can provide valuable guidance when preparing for open enrollment.
These conversations can help employers:
The earlier these discussions begin, the more options employers typically have available.
Successful enrollment seasons depend on strong communication.
Preparing for open enrollment should include a documented communication strategy that outlines:
Consistent communication helps improve participation rates and encourages employees to make thoughtful benefits selections.
The final step in preparing for open enrollment is creating a timeline that keeps all stakeholders aligned.
Your timeline should include:
A clear roadmap helps prevent missed deadlines and keeps the enrollment process organized from start to finish.
Preparing for open enrollment doesn’t have to be overwhelming, but it does require advance planning.
Employers who begin reviewing budgets, gathering employee feedback, evaluating compliance requirements, and building communication strategies during the summer are often better positioned for success when enrollment season arrives.
As Scott reminds employers,
“Don’t forget Open Enrollment is not just about benefits; it’s also about compliance. Start your review and create your strategy.”
By taking these eight steps before fall, your organization can create a smoother enrollment experience, improve employee understanding, and make more informed benefits decisions.
If your organization needs support preparing for open enrollment, Bene-Care’s employee benefits solutions can help you evaluate your options, navigate compliance requirements, and build a strategy that supports both your employees and your business goals.
Have questions about your benefits strategy, compliance requirements, or open enrollment planning? Contact Bene-Care today to speak with a member of our team and discover how we can support your organization.