Cassidy for Employee BEnefits

The AI operating system for modern benefits teams

Cassidy turns census data, carrier quotes, and plan documents into intelligent Workflows your team can build and trust—so enrollment and renewals run faster, with fewer errors.
User interface displaying selections of Cassidy AI agents including Census Intake Agent, Renewal Prep Agent, and Quote Comparison Agent, with details explaining that the Quote Comparison Agent compares carrier quotes side-by-side and extracts pricing, plan details, and coverage info automatically.
Trusted by 20,000+ teams worldwide
What you are installing

A complete operating system for your employee benefits team

Not software you figure out alone. A system—with the infrastructure, the automations, and the people to make it work.
01. The Platform
AI infrastructure built on your data
02. The agents
Ready-to-run Workflows, tailored to you
Central Cassidy logo with three blue circular icons representing the Cassidy ecosystem ( Platform, Agents, Experts) connected by dotted lines on a dark background, representing settings, monitor, and user group.
03. The Experts
AI consultants who know benefits

One platform to automate the work that keeps benefits teams buried

Knowledge Base
Give AI your institutional knowledge
Connect your SOPs, carrier documents, plan summaries, and enrollment guidelines. Cassidy understands your terminology, your processes, and the nuances that generic AI misses.
AGENTS & WORKFLOWS
Automate multi-step benefits processes
Build Workflows that pull census data, compare quotes across carriers, generate benefits guides, and prep renewal packets—handling exceptions and edge cases along the way.
SECURITY & COMPLIANCE
Built for sensitive employee data
SOC 2 Type II, HIPAA, and GDPR compliant. Your data is never used to train models, and role-based access controls ensure sensitive client and employee information stays protected.
AGENCIES & PEOS

Clean census data without the manual scrub

  • Ingests census data in any format—CSV, Excel, PDF
  • Standardizes fields and flags inconsistencies automatically
  • Outputs clean files ready for quoting and enrollment
Cassidy Workflow showing steps of uploading an Excel file named Employee Census.xlsx, with a progress indicator saying Validating documents, processing, and a partial view of a CSV export report displaying columns for Zipcode, Last Name, First Name, and Enrollee Type.
Cassidy Workflow showing health plan extraction and competitor proposal analysis, with a table comparing Silver 2000, HMO Standard 2000, and PPO Choice 2000 plans including carrier names and deductibles.
Brokers & Consultants

Turn carrier quotes into client-ready comparisons

  • Ingests quotes from multiple carriers simultaneously
  • Standardizes data for accurate plan-to-plan comparison
  • Generates side-by-side comparisons across multiple plans
EMPLOYEE BENEFITS

Generate benefits guides in minutes, not hours

  • Pulls from your carrier documents and plan summaries
  • Generates branded, client-ready PDFs
  • Scales to handle your busiest renewal seasons
Cassidy Workflow with completed steps: Extract plan details from SBCs, Deduplicate insurance carriers, Generate medical plan comparison, 8+ steps completed, and a workflow output card to download Combined_Benefits_Guide.pptx PowerPoint file.

Talk to our AI benefits experts to see how Cassidy can help

Our team specializes in benefits operations. We'll show you how PEOs, brokers, and benefits teams are using Cassidy to transform how they run enrollment, renewals, and plan management.
Scale AI across your organization
  • Managed builds, implementation, and maintenance
  • Dedicated expert solutions team
  • Tailored, proven onboarding methodology
  • Regularly scheduled office hours
  • Hands-on AI learning sessions
  • Collaborative roadmap planning
Cassidy AI Workflow showing an Enrollment Audit Report for Dental with census files compared and an executive summary highlighting 83 total matched employees and 19 total discrepancies found.
PEOs & TPAs

Catch enrollment errors before they become claims issues

  • Compares enrollment data against carrier confirmations
  • Flags discrepancies in coverage, dependents, and elections
  • Generates audit reports for compliance and reconciliation
PEOs & Brokers

Build quote-ready workers comp submissions automatically

  • Ingests employee census data in any format
  • Maps job titles to NCCI classification codes
  • Outputs WC reports with employee details and class codes
Mockup of a Cassidy Workflow interface showing an uploaded Employee Census PDF file and a workers compensation Excel dataset with columns for Employee ID, Department, Job Classification, and Claim Number.

Connects to the tools your team already uses

Pull context from anywhere. Take action everywhere.
Deploy where your team works.
Grid of Cassidy integration app icons including OpenAI, Google Drive, Slack, Google Chrome, Confluence, Salesforce, Zendesk, HubSpot, Microsoft Teams, Gmail, and SharePoint with text labels Reply DM, Write Email, Update Lead.

Meet the teams getting real AI wins

From Fortune 500s to fast-scaling startups, teams rely on Cassidy for the work that matters most.

Secure, governed, and ready for enterprise

We maintain compliance with the strictest international security and privacy standards
SOC 2 Type II
GDPR
CASA
HIPAA
No model training on your data
Your information stays private and is never
used for training
Single sign-on (SSO)
Connect your identity provider for secure,
centralized access
Advanced RBAC user permissions
Fine-grained control over access across
teams and roles
Advanced data security
Row-level security and granular access controls protect against unauthorized access
Choose your model
Select from leading models from OpenAI,
Anthropic, and Google
Organization-wide instructions
Set guardrails and rules that apply across every Agent and Workflow

Frequently asked questions

Find answers to common questions about the Knowledge Base, security, and getting started. Still have questions? Talk to our team!
How is Cassidy different from other AI tools?

Cassidy isn't a generic AI chatbot—it's a platform built for benefits operations. We combine no-code Workflows your team can build on with a dedicated solutions team that helps you design, implement, and optimize automations specific to your processes.

What insurance workflows can Cassidy automate?

Cassidy can automate a wide range of benefits workflows. Common examples include:

  • Census data ingestion and normalization
  • Multi-carrier plan comparisons
  • Benefits guide generation
  • Post-enrollment reconciliation and audits
  • Workers compensation census processing

These are starting points—teams build custom Workflows for renewals, compliance, reporting, and more.

Can Cassidy connect with our existing systems?

Yes. Cassidy integrates with the tools benefits teams already use—Google Drive, SharePoint, Excel, Outlook, Slack, Microsoft Teams, Salesforce, and DocuSign. We also support connections to benefits platforms like Employee Navigator, PrismHR, and ADP via API and webhooks.

Do we need technical expertise to use Cassidy?

No. If you can describe it, you can build it. Cassidy's no-code platform lets benefits teams create Agents and Workflows without writing code or waiting on IT. Our solutions team can also build alongside you.

How does Cassidy keep our data secure?

Cassidy is SOC 2 Type II, HIPAA, and GDPR compliant. Your data is never used to train AI models. Role-based access controls ensure sensitive employee and client information stays protected.

How long does it take to get started?

Most teams are running production Workflows within days—not months. Our solutions team handles implementation, builds your first Workflows with you, and provides ongoing optimization.

Move from idea to production with Cassidy