Cassidy

Cassidy

Build AI agents that automate complex, document-heavy business workflows

78/100Safe BetFree planFreemium

Cassidy is a solid choice for enterprises drowning in document-heavy processes and industry jargon. Its knowledge base and cross-system execution are genuinely useful for insurance and benefits teams. But it's overkill for simple tasks—pick it only if you need deep integration with line-of-business tools and governance.

Verified 3h ago · liveness 78/100 · cite: rightaichoice.com/tools/cassidy-ai

Best for
  • Insurance brokers, carriers, and MGAs automating submission intake, triage, and policy comparisons
  • Employee benefits teams handling census automation and renewal marketing
  • Manufacturing and logistics firms needing instant answers from specs and SOPs with citations
  • Professional services teams drafting RFPs, proposals, and client deliverables from institutional knowledge
Not ideal for
  • Simple task automation like email forwarding or basic notifications
  • Teams without dense document workflows or industry-specific terminology
  • Organizations needing a general-purpose chatbot for casual Q&A
Visit Website

Beginner-friendlyFor small teams: under an hour to connect a few sources like Google Drive and Slack, create a basic agent, and deploy it. For complex workflows with multiple integrations and custom triggers, expect a few days to configure and test, especially with IT guardrails and permissions.WebAPI available5.4k viewsVerified 3h ago
Pricing
Free plan
FreemiumFree tier2 plans4 hidden costs
Learning curve
Beginner-friendly
For small teams: under an hour to connect a few sources like Google Drive and Slack, create a basic agent, and deploy it. For complex workflows with multiple integrations and custom triggers, expect a few days to configure and test, especially with IT guardrails and permissions.
Runs on
Web
API available · 15 integrations
Who it's for
Insurance operations managerBenefits consultantMarketing director at a professional services firm
Live sentiment
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Skip it if

Skip Cassidy if you need simple task automation like email forwarding or basic notifications, or if your team lacks dense document workflows and industry-specific terminology that require deep knowledge grounding.

The 30-second take
Biggest gripe

AI credits meter usage; going over your monthly 10,000 credits on Starter requires upgrading to a custom Business plan with no published pricing.

Price reality

Cassidy's Starter plan is free for small teams exploring document-heavy automation, but usage limits (10K credits, 30K pages, 3 seats) are tight. For production-scale needs, the Business plan is custom-priced, likely higher than per-seat tools like ChatGPT Enterprise. It's best for mid-to-large enterprises with complex workflows, not for solo makers or small startups.

In short

Cassidy — Build AI agents that automate complex, document-heavy business workflows. Best for Insurance brokers, carriers, and MGAs automating submission intake, triage, and policy comparisons, Employee benefits teams handling census automation and renewal marketing, Manufacturing and logistics firms needing instant answers from specs and SOPs with citations. Free to use.

What's new in Cassidy

Checked today

Across the latest 2 updates: 2 changelog entries.

Viability Score

78/100
Safe Bet

How well maintained and how widely used is Cassidy? Built from what the vendor actually publishes (docs, changelog, tutorials, integrations, pricing), whether the site is live, and how much real users discuss it. How we calculate this

Recent activity
90
Traction
not measured
Site health
95
User sentiment
not measured
What the vendor publishes
60

Last calculated: August 2026

How we score →

Key Features

  • Unified Knowledge Base with real-time sync from Google Drive, SharePoint, Box, and more
  • No-code agent creation with natural language
  • Deploy agents in Slack, Microsoft Teams, Chrome, Edge, Word, Excel, Outlook, Gmail, Google Chat
  • Human-in-the-loop approval steps
  • OCR document parsing for scanned PDFs
  • Document Verification for approval workflows
  • Custom event triggers from external systems (CRM updates, ticket creation)
  • Meeting recorder with real-time transcription and summaries
  • Model agnostic: supports 35+ frontier LLMs including OpenAI, Anthropic Claude, Google Gemini
  • Audit trail of all runs for compliance
  • Webhooks/API to trigger and connect workflows
  • Bulk execution across large datasets (e.g., process 1,000 docs at once)
  • Research Agent Blocks for internet navigation
  • Prompt Library for reusable templates
  • Answer Hub for pre-approved RFP responses

About Cassidy

FreemiumBeginner-friendlyAPI availableWeb

Cassidy is an AI agent platform for operationally complex industries like insurance, manufacturing, employee benefits, and professional services. Its differentiator is replacing manual multi-step processes—not providing general chatbot assistance. You can build no-code agents and workflows in natural language, and the platform executes them with human-in-the-loop approval checkpoints for compliance. The heart of Cassidy is the Unified Knowledge Base, which syncs documents from Google Drive, SharePoint, Box, and more, giving agents context on your terminology and edge cases. Agents and workflows deploy directly into the tools your team already uses: Slack, Microsoft Teams, Chrome, Edge, Word, Excel, Outlook, Gmail, Google Chat, and more. There's also a Meeting Recorder that transcribes and summarizes meetings in real time, turning conversations into automated follow-ups and searchable knowledge. Cassidy includes OCR document parsing for scanned PDFs, Document Verification for approval workflows, custom event triggers from external systems, bulk execution across datasets like processing a thousand documents at once, and a research agent block that navigates the internet. It's model-agnostic, supporting 35+ frontier LLMs including OpenAI, Anthropic Claude, and Google Gemini, with SOC 2 Type II, HIPAA, and GDPR compliance plus a full audit trail of runs. Compared to ChatGPT Enterprise or Microsoft Copilot, Cassidy focuses on automating operational decisions rather than ad-hoc assistance. It shines where accuracy and process adherence matter, but may be overkill for teams without dense document workflows or compliance constraints. If your team lives in PDFs, SOPs, and client files, Cassidy turns that into a competitive advantage. Recent updates include the May 2026 product update and the April 2026 product update, both introducing new features and improvements. The platform is also positioned against Claude and Codex, emphasizing process automation over ad-hoc AI tasks.

Behind the Verdict

Cassidy positions itself as an enterprise automation platform for document-heavy, compliance-critical industries. Its strengths lie in its Unified Knowledge Base, which syncs across Google Drive, SharePoint, Box, and other sources, and its no-code builder that lets business users create agents and workflows. The platform's ability to deploy into Slack, Teams, Chrome, and Office apps directly addresses the context-switching problem. Weaknesses include AI-credit metering, which caps usage and can surprise heavy users. Knowledge sync quality depends on the cleanliness of source documents. The workflow builder may feel constrained for very complex processes. Where it fits: insurance brokers, employee benefits teams, manufacturing, and professional services that rely on dense documents and need repeatable, governed automation. Where it doesn't: teams needing simple task automation or a general-purpose chatbot. Compared to Claude or Codex, Cassidy focuses on end-to-end process automation rather than ad-hoc assistance, making it a stronger fit for regulated industries.

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Real-world workflow fit

Concrete scenarios for the personas Cassidy actually fits — and what changes day-one when you adopt it.

Insurance operations manager

Automate submission intake and triage

Outcome: Route submissions to the right underwriter based on risk appetite and coverage type, using Cassidy's knowledge base and human-in-the-loop approvals.

Benefits consultant

Automate census data processing and renewal marketing

Outcome: Process census files, compare plans, and generate renewal marketing materials from approved templates, cutting hours of manual work.

Marketing director at a professional services firm

Draft RFP responses from an approved answer library

Outcome: Use Cassidy's Answer Hub to draft RFP responses, route for approval, and deliver faster, consistent proposals.

Use Cases

Models Under the Hood

OpenAIClaudeGemini

as of 2026-08-14

Limitations

  • AI-credit metering means usage is capped by monthly credits.
  • Knowledge sync quality depends on source material cleanliness.
  • Workflow builder may feel constrained for very complex multi-step processes.
  • Pricing page shows storage and credit limits for Starter plan, but Business pricing is custom and requires a demo.

as of 2026-08-15

Verification history

We have re-verified Cassidy 15 times since . Each pass re-reads the vendor's own pages and re-checks every listed field against that evidence; passes where nothing had changed are marked as such.

  1. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it
  2. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it
  3. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it
  4. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it
  5. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it
  6. re-verified summary, description, our verdict, our analysis, pricing model, pricing tiers, features, integrations, who it suits, who should skip it

Showing the 6 most recent of 15 verification passes.

Free to cite with attribution — this page re-verifies continuously.

12-month cost

Project the real annual outlay, including the implied monthly cost when only an annual tier is published.

Annual total
Free
Over 12 months
Effective monthly
Free
Billed monthly

Vendor list price only. Add-on usage, seat overages, and contract minimums are surfaced under Hidden costs & gotchas.

Plans compared

For each published Cassidy tier: who it actually fits, and what it adds vs. the previous tier. Cross-reference the cost calculator above for projected annual outlay.

Starter

$0/mo

Ideal for

Small teams with under 5 agents and simple document automations exploring the platform.

What this tier adds

Free entry point with 3 seats, 5 agents, 5 workflows, 10K credits/month, and 30K pages of storage.

Business

Custom

Ideal for

Enterprise teams needing unlimited agents/workflows, custom credits, and advanced features like instant sync.

What this tier adds

Custom-priced tier with unlimited agents/workflows, premium onboarding, and all features unlocked.

Hidden costs & gotchas

What the public pricing page doesn't put in bold. Captured from pricing-page footnotes, contract terms, and recurring complaints.

  • AI credits meter usage; going over your monthly 10,000 credits on Starter requires upgrading to a custom Business plan with no published pricing.
  • Knowledge Base storage is capped at 30,000 pages on Starter; larger volumes force a Business plan with custom pricing.
  • Advanced features like instant sync, custom data requests, and tailored workflows are locked behind the Business plan, which requires booking a demo and getting a custom quote.
  • Business plan costs are not published; you must talk to sales, making it hard to budget upfront.

Where the pricing makes sense

The company stage and team size where Cassidy's pricing actually pencils out — and where peers do it cheaper.

Cassidy's Starter plan is free for small teams exploring document-heavy automation, but usage limits (10K credits, 30K pages, 3 seats) are tight. For production-scale needs, the Business plan is custom-priced, likely higher than per-seat tools like ChatGPT Enterprise. It's best for mid-to-large enterprises with complex workflows, not for solo makers or small startups.

Setup time & first value

How long it actually takes to get something useful out of Cassidy — broken out by persona, not the marketing-page minute.

For small teams: under an hour to connect a few sources like Google Drive and Slack, create a basic agent, and deploy it. For complex workflows with multiple integrations and custom triggers, expect a few days to configure and test, especially with IT guardrails and permissions.

Integrations

SlackMicrosoft TeamsChromeEdgeWordExcelOutlookGmailGoogle DriveSharePointBoxSalesforceHubSpotLinkedInGong

Resources & Guides

Tutorials & Learning

Tools that pair well with Cassidy

Common stack mates teams adopt alongside Cassidy, with the specific reason each pairing earns its keep.

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Frequently Asked Questions

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