Open enrollment is one of the busiest and most stressful times of the year for employers. With so many moving parts, it’s easy for mistakes to slip through—and those errors can lead to employee dissatisfaction, compliance issues, and even potential legal liability.
To help you prepare, here’s an open enrollment compliance checklist highlighting five of the most common mistakes employers should avoid.
Benefits change from year to year—whether it’s cost-sharing adjustments, coverage updates, or new compliance requirements. Employers should:
Clear communication ensures employees understand their benefit options and can make informed elections.
Employers are responsible for distributing certain notices during open enrollment, including:
Missing notices is one of the most common compliance mistakes during open enrollment. A best practice is to include all notices in the enrollment packet to streamline delivery and ensure compliance.
Open enrollment information must go to more than just active employees. Employers should also reach:
A multi-channel communication strategy (print, email, intranet) ensures no one is missed, while keeping records of distribution helps protect against disputes.
Deadlines are critical for compliance and employee satisfaction. Employers should:
Missed deadlines can create compliance risks under Section 125 cafeteria plan rules, leading to costly mistakes and employee frustration.
Employers offering health-contingent wellness programs (e.g., tobacco surcharges, fitness incentives) must comply with HIPAA nondiscrimination rules. This includes:
Failure to disclose alternatives has already led to lawsuits, making this a key compliance area to monitor.
To avoid penalties, confusion, and employee dissatisfaction, employers should:
✔ Communicate all benefit changes early and clearly
✔ Include all legally required notices in enrollment packets
✔ Provide materials to every eligible participant (not just active staff)
✔ Emphasize election deadlines and encourage early enrollment
✔ Ensure wellness programs include clear alternative standards
Final Takeaway
Open enrollment doesn’t have to be a compliance minefield. By proactively addressing these five mistakes, employers can streamline the process, protect against liability, and keep employees informed and satisfied.
Open enrollment isn’t just about forms and deadlines—it’s a chance to reinforce your company’s value to employees. By starting early with tailored benefits, you can turn 2026 open enrollment into a strategic win for your business.
Zinn Insurance is here to bulletproof your business with benefits strategies that actually work—no fluff, no templates, just results.
💬 Need support preparing for 2026? Let’s talk.