checklist template · Free download

Benefits Enrollment Checklist

A benefits enrollment checklist to run open enrollment smoothly — from plan setup and communications through employee elections and confirmation deadlines.

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What you get

  • A phased checklist from pre-enrollment planning to post-close audit
  • Communication tasks and timeline to drive employee participation
  • An eligibility and elections tracker to chase outstanding sign-ups
  • Carrier-confirmation and payroll-deduction verification steps

Template preview

A preview of the structure. Download the PDF or CSV for the complete, ready-to-use version.

Enrollment details

Plan year
Enrollment windowopen and close dates
Coverage effective date
Benefits owner

Pre-enrollment (4-6 weeks before)

  • Finalise plan offerings, carriers, and rates for the new year
  • Confirm eligibility rules and waiting periods
  • Update the benefits platform / enrollment system with new plans
  • Prepare plan summaries, rate sheets, and decision guides

Communication

  • Send the open-enrollment announcement with dates and what's changing
  • Host an info session or share a recorded walkthrough
  • Publish FAQs and a where-to-get-help contact
  • Send reminder emails at midpoint and 48 hours before close

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How to use this template

  1. 1

    Plan the window

    Set enrollment dates, finalise plans and rates, and lock the communication timeline before launch.

  2. 2

    Communicate clearly

    Run the comms sequence so every employee knows what's changing, what to do, and the deadline.

  3. 3

    Track elections

    Use the tracker to monitor who has enrolled and chase anyone outstanding before the window closes.

  4. 4

    Confirm and audit

    Verify elections with carriers and check payroll deductions match before the new plan year starts.

Frequently asked questions

When should open enrollment communications start?

Begin 4-6 weeks before the window opens. Employees need time to compare plans, ask questions, and gather family information. Front-load the detail and use reminders to drive completion before the deadline.

What happens if an employee doesn't enroll?

It depends on your rules — some plans roll over current elections, others default to no coverage, and FSAs typically require active re-election each year. State the default clearly so no one is caught out.

How do I boost enrollment participation?

Communicate early and often, simplify plan comparisons with a decision guide, offer live or recorded help sessions, and send targeted reminders to anyone who hasn't completed elections as the deadline nears.