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AI ERISA Compliance Calendar Agent

ERISA compliance calendar automation for 5500, notices, and multi‑client deadlines
Overview
Employee Benefits
Workflow

Automating ERISA Compliance Calendar Management with AI

Automate your entire ERISA compliance calendar workflow—from deadline computation and notice assembly to EFAST2 filing and audit-ready evidence—across your full book of business.
001
Deadline computation that accounts for real-world complexity

The agent applies statutory timing rules, weekend/holiday adjustments, and extension logic (like Form 5558) to generate accurate due dates for Form 5500, 8955-SSA, SAR, and participant notices across calendar-year and fiscal-year plans.

002
Multi-client portfolio visibility in one place

Consolidate deadlines across dozens or hundreds of clients—each with different plan years, plan types, and vendor ecosystems—into a single dashboard with configurable alerts and escalation logic.

003
Audit-ready evidence without the manual chase

Automated workflows capture EFAST2 confirmations, notice distribution proofs, and approval logs, building a compliance binder that's ready for DOL or IRS review.

How Cassidy automates this using AI

Step 1: Trigger on plan year cycle or calendar event

The Workflow activates based on plan year-end dates, upcoming statutory deadlines, or manual triggers—pulling client and plan metadata from your Knowledge Base to begin deadline orchestration.

Step 2: Compute deadlines using ERISA timing rules

Cassidy applies statutory logic (e.g., "last day of the 7th month after plan year end"), factors in weekend/holiday rules and filed extensions, and calculates accurate due dates for filings, notices, and testing windows.

Step 3: Generate task assignments and reminder cadence

The Workflow creates tasks for form preparation, notice assembly, and signature routing—assigning them to internal teams or external partners (TPAs, recordkeepers) with configurable T-60/T-30/T-7 reminders and escalation paths.

Step 4: Assemble filings and participant notices

Cassidy pulls prior-year data, vendor feeds, and plan documents to draft Form 5500 shells, 8955-SSA reports, SARs, safe harbor/QDIA notices, 404a-5 disclosures, and welfare notice packets—ready for review.

Step 5: Route for approval and execute submissions

Workflows route documents for plan administrator signature, coordinate EFAST2 e-filing, track CMS RxDC handoffs, and manage notice distribution via electronic or print channels—applying DOL safe harbor rules.

Step 6: Capture evidence and surface portfolio status

Cassidy logs EFAST2 confirmations, delivery proofs, and approval timestamps into an audit-ready evidence binder. A consultant dashboard surfaces on-time rates, open risks, and exception queues across your entire client portfolio.

Implement it inside your company

Get help from our team of specialists to quickly integrate this solution into your existing workflow and unlock new growth.
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A dedicated team to drive adoption and results

Our implementation experts work hands-on with your team to make sure you see real value - fast. From setup to optimization, we’re here to help every step of the way.

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We train your builders, support their workflows, and make sure they get the most out of Cassidy without ever waiting on engineering.

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