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Benefits enrollment checklist builder

Generates a step-by-step benefits enrollment submission checklist tailored to carrier, plan type, and group size — covering pre-submission data collection, eligibility verification, required forms, carrier-specific…

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Purpose

Produce a complete, sequenced enrollment submission checklist that prevents rejected applications, missed deadlines, and coverage gaps — tailored to a specific carrier, plan type, and group size so the administrator knows exactly what to collect, verify, submit, and confirm.

When to Use

Invoke this skill when the user asks to:

  • Prepare a new group's initial benefits enrollment submission
  • Build a checklist for an upcoming open enrollment cycle
  • Add a mid-year plan (dental, vision, life, disability) to an existing group
  • Onboard new hires or process qualifying life event enrollments in bulk
  • Standardize the enrollment process so submissions clear carrier review the first time
  • Hand off enrollment work to a new team member with a repeatable process

Inputs Required

Before starting, collect:

  • Carrier: The insurance carrier or benefits vendor receiving the submission
  • Plan type(s): Medical, dental, vision, life, STD/LTD, FSA/HSA, or combination
  • Group size: Number of enrolling employees (drives ACA, ERISA, and participation rules)
  • Enrollment type: New group / open enrollment / new hire / qualifying life event / mid-year plan add
  • Submission method: Carrier portal, broker platform, EDI feed, or paper/PDF
  • Effective date: Requested coverage start date
  • Existing coverage status: Replacing prior coverage, first-time coverage, or adding to current plans

If submission method or group size is not provided, default to carrier portal for groups under 50 and EDI/broker platform for 50+, and note the assumption.

Instructions

Step 1: Pre-Submission Data Collection

List every data point required before any form is touched. Organize by category:

  • Employer data: Legal entity name, EIN, physical and mailing addresses, SIC/NAICS code, prior carrier name and policy number (if replacing)
  • Employee census: Full legal name, DOB, SSN, gender, hire date, employment status (FT/PT), scheduled hours, home ZIP (for rating), salary (required for life/disability calculations)
  • Dependent data: Name, DOB, SSN, relationship, and any documentation required (marriage/birth certificates for QLE)
  • Plan election data: Plan tier chosen, coverage level (EE / EE+spouse / EE+child / family), waiver reason for declines
  • Flag which fields the specific carrier commonly rejects for incompleteness (missing SSN, ZIP not matching rating area, salary blank on life applications)

Step 2: Eligibility Verification

Confirm each enrollee actually qualifies before submitting:

  • Waiting period check: Confirm each new hire has satisfied the group's waiting period (default 30/60/90 days from hire) as of the effective date
  • Hours threshold: Verify part-time employees meet the group's minimum eligible hours
  • Participation minimums: Most carriers require 70–75% participation of eligible employees for group approval — count enrollments vs. waivers and flag if below threshold
  • QLE window: For qualifying life events, confirm the election falls within the 30- or 60-day event window and that a dated proof-of-event document exists

Step 3: Required Forms and Documents Checklist

Enumerate every form the submission needs, tailored to plan type and enrollment type:

  • Group setup forms (new groups): Master group application, employer agreement, first-month premium check or ACH authorization, wage/tax report or DE-9 to verify eligible headcount
  • Enrollment forms: Individual enrollment applications or the census file, signed and dated
  • Waiver/decline forms: Required for every eligible employee not enrolling — carriers use these to validate participation
  • Plan-specific forms: Evidence of Insurability (EOI) for life/disability above guaranteed issue, HSA banking setup, FSA election forms, beneficiary designations for life
  • Supporting documents: Prior carrier bills (for replacement/credit for deductible), dependent verification documents
  • For each form, note whether a wet signature, e-signature, or no signature is required by this carrier

Step 4: Carrier-Specific Submission Rules

Apply the submission mechanics for the named carrier and method:

  • Portal submissions: Field-level requirements, file format for census upload (typically carrier-specific CSV/Excel template), maximum file size, and known validation errors to pre-check
  • EDI feeds: 834 file format, connection setup lead time, and test-file requirement before production
  • Paper/PDF: Complete-package requirement — carriers reject partial packets — and correct submission address or secure email
  • Underwriting triggers: Note what will kick the submission into medical underwriting or extended review (small groups near participation thresholds, high EOI volume, late enrollees)

Step 5: Deadline Sequencing (Work Backward From Effective Date)

Build a dated backward timeline so nothing lands late:

  • Effective date: The target coverage start
  • Carrier submission deadline: Typically 15–30 days before effective date — confirm the carrier's cutoff
  • Employee election deadline: 5–7 days before submission to allow data cleanup
  • Open enrollment window: Communicate 2–3 weeks before elections close
  • EOI submission: Submit separately and early — approval can take 2–6 weeks and should not block base coverage
  • Present as a countdown table: task, owner, due date, dependency

Step 6: Submission Execution and Post-Submission Confirmation

Define the final actions and the proof that the enrollment is truly complete:

  • Submit: Send the complete package via the confirmed method; capture a confirmation number or timestamp
  • Confirm receipt: Obtain carrier acknowledgment within 3–5 business days; escalate if silent
  • Verify enrollment accuracy: Reconcile the carrier's confirmation roster against the census — check every enrollee, tier, and effective date
  • Distribute proof of coverage: ID cards, member portal access, and coverage confirmation to employees
  • Reconcile first invoice: Match the first premium bill line-by-line to enrolled members before payment
  • Close the loop: File confirmation, note any pending EOI or underwriting decisions, and set follow-up dates

Output Format

  • Structure: Six sequenced sections following the enrollment lifecycle, with checkbox-style task lists and one countdown table for deadlines
  • Length: 900–1,300 words
  • Format: Structured checklist document — scannable checkboxes and a deadline table, not dense prose
  • Sections: Pre-Submission Data Collection → Eligibility Verification → Required Forms and Documents → Carrier-Specific Submission Rules → Deadline Sequencing → Submission Execution and Confirmation
  • Tone: Operations specialist — precise, compliance-aware, and directive; every item is an action or a verification, not a suggestion

Quality Checklist

Before delivering output, verify:

  • [ ] All six lifecycle sections are present and in order
  • [ ] The forms checklist is tailored to the specific plan type(s) provided — not a generic list
  • [ ] Participation minimum is checked against group size and flagged if at risk
  • [ ] Deadline section works backward from the effective date with concrete day counts
  • [ ] Every checklist item is a verifiable action (collect, confirm, submit, reconcile) — no vague guidance
  • [ ] Post-submission section includes roster reconciliation and first-invoice matching, not just "submit and done"

Notes

  • The two most common causes of rejected group submissions are incomplete census data (missing SSN or salary) and failing the participation minimum — front-load both checks.
  • EOI and base coverage should always be tracked as separate timelines; blocking on EOI approval delays coverage that could have started on time.
  • For open enrollment cycles, save the completed checklist as the group's standing template and update only carrier rules and dates each year.
  • When group size is near 50, flag ACA applicable-large-employer implications so the administrator can confirm reporting obligations separately.

How to use this skill

This file is a Claude Code skill in Anthropic's standard format — markdown with YAML frontmatter at the top.

Installing in Claude Code:

  • ~/.claude/skills/<folder-name>/SKILL.md — auto-loads in every session anywhere on your machine (recommended for skills you'll use across multiple projects)
  • <your-project>/.claude/skills/<folder-name>/SKILL.md — auto-loads only when working in that project (recommended for project-specific skills)

Restart Claude Code or open a new session to register.

Using in Claude.ai, ChatGPT, Gemini, or other AI tools:

  1. Drag this file into a new chat, or copy and paste its contents
  2. Send your task or request as your next message — the AI will apply the skill where it fits

For Claude Code skill details: https://docs.anthropic.com/en/docs/claude-code/skills