A six-week open enrollment timeline for a small HR team

A calm sequence for preparing materials, briefing managers, opening elections, and following up without turning every week into an emergency.

Open Enrollment1 min read · Updated Sep 2026
Six blank index cards with sage and ochre tabs laid out like a timeline on an oak desk
In this guide · 5 sections

01

A planning window is an example

A six-week planning window is an example, not a rule. Adjust it to your carrier schedule, internal approvals, and the dates in your plan documents.

02

Confirm changes, test the system

Use the first part of the timeline to confirm changes, test the enrollment system, and decide which decisions employees must make. Draft one source document before creating shorter messages from it.

03

Brief managers

Next, brief managers and anyone who fields employee questions. Give them the same dates, escalation path, and approved language so answers do not vary by department.

04

When enrollment opens

When enrollment opens, send the complete guide and a short action message. Midway through the window, answer common questions and remind employees where to review their current election.

05

Near the close

Near the close, focus reminders on the deadline and required action. After the window, reconcile elections, document unresolved items, and record improvements for the next cycle.

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Educational information only. Not legal, tax, or plan-specific advice.