/ Research
How Cassidy and Claude Enterprise compare at a glance
| Strategic Goal | Claude Enterprise | Cassidy |
|---|---|---|
Overall positioning | AI chat and agents that make each employee more capable at ad hoc reasoning, writing, and research | AI chat and Agents for every employee, plus auditable Workflows for complex, high-stakes work Win |
Chat and agent quality | Claude's chat and Artifacts are highly regarded for ad hoc reasoning and writing | The same Claude models for chat, grounded in your Knowledge Base and extended into Workflows Draw |
Multi-step workflows and event triggers | Cowork runs scheduled tasks, and Claude Code routines can start from a schedule, API call, or GitHub events | CRM changes, meetings, forms, tickets, webhooks, and any event from the apps you use trigger Workflows directly, with every step auditable Win |
Knowledge Base and company context | Projects scope files to a piece of work, and Enterprise search queries connected tools such as Drive, SharePoint, Slack, and Gmail | A Knowledge Base that syncs continuously and grounds every Agent and Workflow Win |
Model choice and provider flexibility | Runs exclusively on Anthropic's models | The same Claude models for chat, plus GPT, Gemini, and open source models, chosen per Agent or Workflow step Win |
Deployment surfaces | Claude Tag in Slack (beta) and Microsoft 365 add-ins work directly in Word, Excel, PowerPoint, and Outlook (beta); Teams uses connectors. | Native, embedded app inside Slack, Teams, Chrome, Word, Excel, PowerPoint, and Outlook Draw |
Governance, permissions and audit logs | The Compliance API covers chats, Cowork, and Claude Code sessions, alongside audit logs and OpenTelemetry monitoring | RBAC, SSO, and audit logs cover every Agent and Workflow run Draw |
Usage Limits | Legacy seat-based plans share a rolling window and weekly cap across chat, Cowork, and Claude Code | Admins set granular, per-user credit limits, with no time-based caps that can interrupt work in progress Win |
Everyday usability and learning curve | Chat and Artifacts are well regarded for ease of everyday use | Same ease of use, extended into Workflows that don't need supervision Draw |
Desktop App & Claude Code | Desktop app for Mac and Windows where Cowork can work with local folders and a built-in browser, plus Claude Code for developer workflows | Runs in Slack, Teams, Chrome, and Office apps, without a standalone desktop app or a coding agent Lose |
Best Fit | Teams focused on sharper individual reasoning, writing, and research | Teams that need the same process to run the same way for everyone Win |
/ Data current as of October 2026
Looking for a broader view?
Multi-step workflows and event-triggered automation
What it takes to make a process run on its own, without someone opening a chat.
Claude Enterprise’s workflow automation
- Cowork can run multi-step tasks on a schedule, remotely, even when your computer is asleep
- Legacy seat-based plans share one rolling window and weekly cap across chat, Cowork, and Claude Code
- Scheduled tasks on those plans draw from the same pool
- Claude Code routines can also start from an API call or GitHub repository events
Cassidy’s workflow automation
- CRM changes, meetings, forms, tickets, webhooks, and any event from your connected apps start Workflows automatically
- Scheduled Workflows run on their own and don't compete with chat traffic for the same usage cap
- Admins decide whether a given Workflow is capped at all, independent of per-user chat limits
- A no-code Workflow builder means business teams can wire up triggers without engineering help
- Agents can run several steps on their own, and Workflows go further: real work needs auditability and control over every single step, including which model runs it
Knowledge base, integrations, and deployment surfaces
How company context reaches the model, and where employees actually use it.
Claude Enterprise’s integrations and deployment
- Claude Projects hold files scoped to a single project
- Office add-ins edit directly inside Word, Excel, and PowerPoint, with Outlook in beta
- A Slack app, Claude Tag, lets people mention Claude directly in Slack channels, in beta on Team and Enterprise
- Teams access runs through connector tools that can search and send messages, without an embedded Teams app
- Enterprise search lets Claude search connected tools such as Drive, SharePoint, Slack, and Gmail
Cassidy’s integrations and deployment
- Collections sync continuously from Drive, SharePoint, Confluence, and CRMs
- Permissions from the source system carry through automatically
- Deploys as a native, embedded app inside Slack, Teams, Chrome, Word, Excel, PowerPoint, and Outlook
- Knowledge stays current automatically, so Agents and Workflows don't depend on files uploaded project by project
- Chat, Agents, and Workflows all draw on the same Knowledge Base as one source of truth
Model choice and provider flexibility
Whether Claude is the only engine available, or one option among several.
Claude Enterprise’s model options
- Claude Enterprise runs exclusively on Anthropic's models
- Teams choose among Claude's own model options rather than models from other providers
- Strong reasoning and writing quality across Anthropic's model lineup
- A task that suits another provider's model has to be handled in a different tool
Cassidy’s model options
- Run Claude as the model behind any Agent or Workflow step, with the same chat experience your team already likes
- Switch to GPT, Gemini, or an open source model when another model is a better fit for the task, without leaving the platform
- No rebuild required when a different model becomes the better choice for a given job
- Mix providers across steps in the same Workflow, such as Claude for drafting and a faster, cheaper model for classification
- A recommended models selector, kept current by the Cassidy team, makes it easy to pick the right model for the task at hand while keeping costs efficient
- Admins decide which models are available to end users, controlling both cost and quality
Governance, permissions, and audit logs
What's actually covered when IT needs to audit or control usage.
Claude Enterprise’s governance controls
- SSO, SCIM, and a Compliance API cover chat, Cowork, and Claude Code sessions
- Audit logs and OpenTelemetry monitoring are available on Enterprise
- Role-based permissions can restrict which products and connectors each group can use, with per-tool permissions for connectors
- Primary Owners enable the Compliance API, and admins can set custom data retention
Cassidy’s governance controls
- Workflow-level permissions control who can view, run, or edit each automation
- Audit logs cover every Agent and Workflow run, including automations nobody opened a chat for
- Knowledge Base permissions carry through to what the AI can surface in any Agent or Workflow
- SOC 2 Type II, GDPR, HIPAA, and CASA certified, with no model training on your data
Implementation, onboarding, and support model
What it takes to get this live, and who's around to help once it is.
Claude Enterprise’s support model
- Admin console setup is self-serve for SSO and SCIM
- An Enterprise administrator guide and Claude Academy courses cover rollout
- Enterprise is available directly from Anthropic or through AWS Marketplace, with sales-assisted and self-serve options
- Claude Code adds its own setup path for technical teams
Cassidy’s support model
- A dedicated solutions team helps design and launch the first Workflows
- Onboarding includes hands-on training for the teams who'll own each Workflow
- SSO and provisioning setup is guided, not purely self-serve
- Support continues as new Workflows get added, not just at launch
Everyday chat and reasoning experience
What it feels like to use each tool for ad hoc thinking, writing, and research day to day.
Claude Enterprise’s everyday experience
- Chat and Artifacts are widely regarded as strong for reasoning, writing, and research
- Cowork extends that same conversational interface into longer, multi-step tasks, and the desktop app lets it work with local folders and a built-in browser
- Consistent model behavior since everything runs on Anthropic's own models
- Projects let a user scope files and instructions to a specific piece of work
Cassidy’s everyday experience
- The same Claude models available for chat and reasoning, with GPT, Gemini, and open source models also available when another model fits the task
- The same experience extends into Workflows that don't require a person to supervise each step
- Grounded automatically in the company Knowledge Base, so every employee starts from the same shared context
- One governance layer covers chat, Agents, and automation together
Choosing between Cassidy and Claude Enterprise
Match your situation to the lists below. If most of the Cassidy list describes your work, choose Cassidy. If the other list does, choose that platform and skip the demo.
Choose Cassidy if…
- You need the same process to run the same way across every employee, not just your best prompters
- You want Claude's chat experience plus the freedom to use GPT, Gemini, or open source models when they fit better
- Work needs to trigger from events, not from someone remembering to ask
- Your work is regulated or high-stakes and needs an audit trail and control, with a shared Knowledge Base and Workflows behind your chat
Choose Claude Enterprise if…
- You mainly need to make individual employees sharper at ad hoc thinking, drafting, and research
- Your team is comfortable with results varying by how well each person prompts
- You don't yet need a process to run consistently without someone opening the app
- You want a desktop app with local file access, or Claude Code for technical teams, alongside everyday chat
More enterprise AI platform comparisons
Continue exploring Cassidy
FAQ
Find answers to common questions about the platform, security, and getting started. Still have questions? Talk to our team!
Is Claude Enterprise the same as Claude Cowork now?
No. Anthropic combined chat and Cowork into one interface that automatically routes requests on consumer and Pro/Max plans, but Team and Enterprise organizations keep chat and Cowork as two separate experiences, with advance notice required before that changes. On Enterprise, choosing between chat and Cowork is still a deliberate choice, not an automatic one.
Does Cassidy replace Claude?
It can, and often does. Claude is available inside Cassidy's secure environment as the model for chat and for specific Workflow steps, so teams keep the Claude experience while adding the governed, event-triggered layer on top and GPT, Gemini, or open source models where they fit better. Some teams keep Claude alongside it.
Why does model flexibility matter if Claude is a strong model?
Claude being strong today doesn't guarantee it stays the best fit for every task. With Cassidy you can keep Claude as the model for the work it does best and use GPT, Gemini, or open source models for other steps, without rebuilding the Workflow.
Can Claude Enterprise run scheduled, unattended automations?
Yes, in part. Cowork can run scheduled tasks, and Claude Code routines can start from an API call or GitHub events. On legacy seat-based Enterprise plans, those tasks draw from the same rolling five-hour window and weekly cap as chat and Claude Code, so heavy use in one place reduces capacity in the others. Cassidy runs scheduled Workflows too, with human-in-the-loop steps built in and more triggers for background automations, including CRM changes, meetings, forms, tickets, and any event from your apps.
Does Cassidy have usage limits?
Admins can set org-wide alerts and per-user credit limits, and can choose to exclude Workflows from those caps entirely. Limits are not time-based, so a rolling window does not cut work off mid-task.
Is Cowork covered by audit logs on Claude Enterprise?
Yes, through the Compliance API. It includes Cowork and Claude Code session transcripts, and Enterprise also offers audit logs and OpenTelemetry monitoring. A Primary Owner has to enable the Compliance API first. Cassidy logs Workflow and Agent activity in one place.
What's the real difference in Knowledge Base access?
Claude Projects hold files scoped to a single project, and Claude's enterprise search queries connected tools such as Drive, SharePoint, Slack, and Gmail. Cassidy's Collections sync continuously from Drive, SharePoint, Confluence, CRMs, and meeting transcripts, with permissions carried through automatically.
Do we need both tools?
Often not for long. Teams with Claude Enterprise licenses already in place usually bring Cassidy in alongside them at first for processes that must run without someone prompting, and consolidate onto Cassidy over time since Claude is available there as well.
