Open enrollment fails in two directions. Communicate too little and employees default into the wrong plan, then spend the year unhappy about a decision they did not really make. Communicate too much in one burst and nobody reads any of it.
The fix is sequencing. A single 40-page benefits guide dropped two weeks before the deadline is not a communication plan. A staged sequence — awareness, then education, then decision support, then urgency — is, and it does not require more content. It requires the same content, released in the right order.
Nothing employee-facing yet. This window is for getting your own house in order.
The single most useful preparation step: write down what is changing, in one page, in plain language. If you cannot, employees certainly cannot work it out from a benefits guide.
Short, high-level, no decisions required. The goal is that nobody is surprised.
Keep this to a single short message. Its job is to put dates on calendars.
Now the substance, released in pieces rather than as a single document.
Segment where you can. An employee enrolled in the HDHP with an HSA needs different information from one in the PPO. Generic communication to everyone is the reason engagement is low.
The confirmation statement is not optional housekeeping. It is where employees discover they elected the wrong tier, and catching that in November is trivial while catching it in March is not.
Distribution requirements sit alongside your communication plan and are not satisfied by mentioning them in the benefits guide.
The Medicare Part D notice is the one most commonly missed, because it has an unusual deadline unrelated to the plan year and it applies to Medicare-eligible individuals covered by the plan — including covered spouses and dependents, not just employees over 65.
No single channel reaches everyone. Match the channel to the workforce.
Reach the spouse. In a large share of households the benefits decision is made jointly or by the employee's partner, who never sees a work email. A home mailing or a household-directed portal link is frequently the highest-return item in the plan.
Managers are asked benefits questions constantly and are the worst possible source of benefits advice — they will guess, and their guess will be quoted back to you.
Give them:
That last point matters legally. A manager who learns about an employee's health condition through a benefits conversation has created knowledge imputed to the employer, with ADA implications. Train managers to route, not to counsel. See our Manager & Supervisor Training.
Log the questions by topic during the window. That log is your content plan for next year — the topics generating the most questions are the ones your materials explained badly.
Begin internal preparation 90 days out and employee-facing awareness messaging 60 days out, with education starting around 45 days and decision support in the final 30.
Before October 15 each year, to all Medicare-eligible individuals covered by the plan — including covered spouses and dependents, not only employees over 65.
Active enrollment produces more deliberate choices and cleaner data but requires much stronger communication, because employees who do not act lose coverage. Passive is easier but entrenches poor decisions. If you switch to active, over-communicate that specific fact.
Manager cascade, home mailings, text messaging with consent, posted materials, and live sessions on shift. Non-desk workforces need a fundamentally different channel mix, planned in advance.
Only the basics — dates, where to find materials, whether action is required. They should never advise on plan selection or discuss an employee's medical situation, which creates ADA-relevant knowledge for the employer.
Completion rate and timing, plan migration against expectation, question volume by topic, post-enrollment comprehension, and correction requests. The question log is the most useful artifact for planning next year.
Sequence the same content over 90 days instead of dropping it in one burst, lead every message with what changed, show dollars rather than percentages, reach the household rather than just the employee, and equip managers to route rather than advise. Then log the questions — they tell you exactly what to fix next year.
For structured instruction, explore our Employer Benefits resources and Section 125 training, or work through the Cafeteria Plan Checklist.
Recommended In-Person Seminars