Benefits Enrollment Made Clear and Timely

AI sends personalized enrollment notifications with plan comparisons and deadlines. HR verifies accuracy before employees see plan details.


Why this matters

Employees miss enrollment deadlines or make uninformed benefits decisions because enrollment communications are confusing, arrive too late, or are buried in long documents. When employees miss open enrollment, they're stuck with default plans for an entire year. HR teams send the same information to everyone, missing the opportunity to help individuals understand which plans best fit their situation.


How MultiMail solves this

MultiMail's AI agent sends personalized benefits enrollment notifications that include relevant plan options, deadline reminders, and year-over-year comparisons. Gated_send oversight ensures HR reviews plan details and pricing for accuracy before employees receive information that could influence their benefits decisions.

1

Detect Enrollment Period

Your AI agent is triggered when open enrollment begins, or when a new hire becomes eligible for benefits. It retrieves the enrollment window dates and plan options.

2

Personalize Plan Options

The agent analyzes each employee's current plan, family status, and usage patterns to highlight the most relevant plan changes and options for their situation.

3

Draft Notification

The AI composes a clear notification with enrollment dates, key plan changes, personalized comparisons, and direct links to the enrollment portal.

4

HR Reviews and Sends

Under gated_send, the notification enters the review queue. HR verifies plan details, pricing, and eligibility information before approving delivery.


Try it with your agent

Pick your platform, copy the prompt, and paste it to your AI agent — it sets up MultiMail and builds the whole flow. Nothing to fill in.

1. Read https://multimail.dev/llms.txt, connect the MCP server, create a free inbox, and set up a verified sender. 2. In Workday, use a Benefits custom report or Report-as-a-Service feed for the current Open Enrollment event, including employee email, enrollment status, eligible plans, prior-year elections, premiums, employer contribution, and enrollment deadline. 3. Detect employees whose enrollment is not submitted or whose current-year election differs materially from last year, then draft personalized notices with the deadline, relevant plan options, year-over-year comparison, and a clear reminder to review official Workday benefit documents before electing. 4. Schedule a cadence of launch notice, mid-window reminder, 72-hour reminder, and final-day reminder, suppressing anyone whose Workday enrollment status is submitted before the next send. 5. Run all messages in MultiMail gated_send mode so HR reviews plan names, pricing, deadline language, and disclaimers before sending; ask me only for Workday access, approved benefits copy, brand voice, and sender details when ready to go live.

What you get

Higher Enrollment Completion

Timely, clear notifications with deadline reminders drive higher enrollment completion rates. Employees who understand their options are more likely to act before the deadline.

Personalized Plan Guidance

Each employee sees changes relevant to their current plan instead of wading through a generic 40-page benefits guide. Personalization helps employees make informed decisions.

Accuracy Verified by HR

Gated send ensures HR reviews plan details, pricing, and eligibility before employees see them. Incorrect benefits information can lead to wrong plan selections and employee frustration.

ERISA/ACA Compliance

Required enrollment notices are sent on schedule with proper documentation. MultiMail's audit trail provides evidence that all eligible employees were notified within required timeframes.


Recommended oversight mode

Recommended
gated_send
Benefits communications directly influence employee decisions about healthcare, retirement, and insurance. Errors in plan details, pricing, or eligibility information could lead to wrong plan selections with year-long consequences. Gated send ensures HR verifies accuracy before delivery.

Common questions

How do I handle employees in different benefit tiers?
Your AI agent segments employees by eligibility tier (full-time, part-time, executive, union) and sends notifications with only the plans available to their tier. This prevents confusion from showing plans an employee can't select.
Can I send year-over-year cost comparisons?
Yes. Your agent can pull the employee's current premiums and compare them against next year's rates for each plan option. Include the dollar change and percentage change so employees can see the financial impact at a glance.
What if an employee has questions about a specific plan?
Employees can reply to the enrollment email with questions. Your AI agent can route these to the HR benefits team or draft responses to common questions (plan differences, coverage details, HSA eligibility) for HR review.
How many reminders should I send during enrollment?
A typical cadence is: initial notification when enrollment opens, a mid-period reminder, and a final reminder 2-3 days before close. For employees who haven't started, add an additional nudge. Your agent tracks enrollment completion and only sends reminders to those who haven't finished.

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