OpenAI or Anthropic. The answer is a matrix, not a slogan.
ChatGPT Business and Enterprise vs. Claude Team and Enterprise. Every capability that matters to an organization, side by side. Neither wins outright. The right choice depends on which questions you are actually asking.
Point in timeThis landscape changes weekly. Several items below changed within days of publication, including Anthropic’s move of Cowork execution to the cloud (July 7) and OpenAI’s shift of Workspace Agents to token-based credit pricing (July 6). Treat this as a point-in-time assessment.
Drag any section header to reorder, click it to collapse. Your arrangement is saved on this device.
Executive summary
Both vendors now ship serious organizational agent platforms: centrally managed identity, role-based rules, shared connectors, scheduled autonomous agents, and usage tracking. Neither wins outright.
Ahead on the collaboration surface
Shared team agents in a workspace directory, genuinely collaborative Projects, real-time co-editing in Canvas, and Sites for turning outputs into shareable portals, now publishable publicly by URL. Its pooled workspace credit model also smooths costs across a team.
Ahead on execution depth and enforceability
Stronger agentic performance on long multi-step work, Claude Code in every seat, managed policies users cannot override, device-level MDM controls, and the industry’s most conservative data posture. Its historical weakness, agents tethered to a running desktop, was largely eliminated July 7, 2026 when Cowork moved to cloud execution.
The practical decision usually comes down to two questions: does the organization need mature shared, team-operated agents and collaborative editing today (OpenAI), or maximum per-user agentic capability under hard governance (Anthropic, whose new Claude Tag shared agents are beta and Slack only)? Many organizations justifiably run both.
Notable changes
20 changes in the past 60 days, newest first. Each links to the section it lives in.
- August 31, 2026
Coding ecosystem: Codex is now included in every ChatGPT Business Standard and Premium seat, reversing the June 24, 2026 closure of legacy Codex-only seats to new Business workspaces.
The add-on universe and built-in extras - August 29, 2026
Per-connector read/write restrictions: Per-connector read/write restrictions was updated.
Capability matrix - August 29, 2026
Custom agent / app store: Custom agent / app store was updated.
Capability matrix - August 29, 2026
Org-level and per-user spend caps: Org-level and per-user spend caps was updated.
Capability matrix - August 29, 2026
Per-group spend limits: Per-group spend limits was updated.
Capability matrix - August 27, 2026
Primary agent surfaces: OpenAI retired ChatGPT agent mode in favour of ChatGPT Work, an agent for longer multi-step tasks that runs in the cloud on web and mobile and can work locally in the desktop app (rolling out from late August 2026).
Agent execution architecture - August 25, 2026
Agent activity captured in audit trail: Anthropic closed the Cowork audit gap on Enterprise: the Compliance API now carries audit-log events and covers Cowork (Claude, Desktop, Mobile) and Claude Code (CLI and Desktop); Microsoft 365 add-in coverage is in beta. Claude Team has no audit logs or Compliance API at all. OpenAI Enterprise exposes agent activity through the Compliance Platform; Business gets an admin-console view of agent runs.
Capability matrix - August 22, 2026
Public URL sharing of published outputs: ChatGPT Sites (public beta) can be published to a public URL: on by default in Business workspaces, off by default in Enterprise until an admin enables public publishing and grants the role permission. Claude org plans cannot publish artifacts to public URLs at any tier; outputs must be exported as files or shared behind org authentication.
Capability matrix - August 18, 2026
Domain verification / domain capture: Domain verification / domain capture was updated.
Capability matrix - August 18, 2026
Data-layer connector (separate from add-ins): Anthropic’s Microsoft 365 connector gained admin-enabled write tools (send and organize mail, manage calendar events, create and update OneDrive and SharePoint files); Teams remains read-only and permissions stay user-delegated.
Microsoft 365 integration and where context lives - August 12, 2026
Enterprise Key Management: Enterprise Key Management was updated.
Capability matrix - August 11, 2026
Platform reach: Claude Desktop added a Linux build (beta, Ubuntu and Debian) in August 2026. Computer use remains unavailable on Linux, and on Team and Enterprise plans regardless of OS.
Agent execution architecture - August 9, 2026
Browser presence: OpenAI’s standalone Atlas browser stopped working August 9, 2026 as agentic browsing folded into the ChatGPT desktop app, the Chrome extension, and Codex.
The add-on universe and built-in extras - August 6, 2026
Daily surface: Claude Desktop added a Linux build (beta, Ubuntu and Debian) on August 6, 2026, so Cowork’s local capabilities are no longer limited to macOS and Windows. Computer Use is still absent on Linux.
Team interaction - August 6, 2026
App coverage (first-party add-ins): OpenAI’s Excel and PowerPoint add-ins are each listed separately in the Microsoft Marketplace as of August 2026; neither is labelled beta any more. Still no first-party Word or Outlook add-in.
Microsoft 365 integration and where context lives - July 30, 2026
Local file / desktop app manipulation: Both platforms reach the local machine through a desktop app. ChatGPT Work in the desktop app can use local files and desktop apps with permission. Claude Cowork reads connected local folders through the desktop app on any paid plan, but computer use (Claude clicking and typing in desktop apps) is limited to Pro and Max; Anthropic states Team and Enterprise do not have access to it at this time.
Capability matrix - July 23, 2026
Design tooling: Claude Design moved from research preview to beta on Pro, Max, Team, and Enterprise (July 23, 2026): admin toggle on Team, off by default on Enterprise, with HTML, PPTX, and PDF export and hand-off to Claude Code and design partners.
The add-on universe and built-in extras - July 22, 2026
Voice mode: Voice mode reached Claude Team and Enterprise in beta on July 22, 2026, closing a gap that had been OpenAI-only on organizational plans. On Enterprise, org owners can switch it off for the workspace.
Capability matrix - July 7, 2026
Runs with all devices off?: Anthropic moved Cowork sessions to cloud execution by default on July 7, 2026, so agents run with all devices off.
Agent execution architecture - July 6, 2026
Overage mechanics: OpenAI moved agent-run overages to token-based workspace credit pricing, effective July 6, 2026.
Credits and usage economics
Team interaction: what each platform looks like to a user
This is the largest day-to-day operating difference between the platforms, and it favors OpenAI more than the technical comparisons suggest.
Dimension
OpenAI ChatGPT
Anthropic Claude
OpenAI ChatGPT
One browser-based workspace. Nothing to install; works on any OS including Linux and Chromebooks.
Anthropic Claude
Claude app on web, desktop, and mobile. Cowork’s full local capabilities require the desktop app on macOS, Windows, or Linux (beta: Ubuntu and Debian).
OpenAI ChatGPT
A collaborative container: teammates work inside the same conversations, with shared files, shared instructions, and project-scoped memory the whole team builds on.
Anthropic Claude
A shared reference library: teammates can start their own chats grounded in its knowledge, but every chat inside stays private to its author unless shared as a snapshot.
OpenAI ChatGPT
Project memory is siloed from main chat by design; within a shared project, context compounds across the team.
Anthropic Claude
Same siloing, plus a second wall: work done inside a project largely stays with the individual who did it.
OpenAI ChatGPT
Canvas: live cursors, inline comments, version history, section assignments, on all plans as of July 2026.
Anthropic Claude
No multi-user conversation and no real-time co-editing of outputs.
OpenAI ChatGPT
Workspace Agents directory: one person builds an agent, publishes it, anyone runs it.
Anthropic Claude
Plugins and skills provisioned by admins; an activity feed for sharing chat snapshots. Claude Tag (beta) adds a shared Slack agent under an organization-level agent identity with admin-configured channel, tool, and repo access.
OpenAI ChatGPT
Sites turns work into dashboards, trackers, portals, prototypes, and reports inside ChatGPT. Excel and PowerPoint sidebars assist in Office.
Anthropic Claude
Cowork produces real files: Excel with working formulas, PowerPoint, Word. First-party add-ins for all four Office apps write in place with tracked changes. Claude Design produces prototypes, decks, and one-pagers.
OpenAI ChatGPT
Publish a Site publicly and send the URL (Business and Enterprise, July 2026).
Anthropic Claude
No public artifact URLs on Team / Enterprise. Export the file or grant org-authenticated access. Claude Code Artifacts publish to private org URLs only.
Net: for teams building compounding shared context, Claude’s Projects remain its most frustrating structural limitation, and the absence of public publishing on org plans compounds it for client-facing work. Claude’s counterweight: its outputs are real files in your real applications, not pages living inside the vendor’s walls.
Credits and usage economics: pooled vs. individual
Dimension
OpenAI ChatGPT
Anthropic Claude
OpenAI ChatGPT
Each seat includes baseline usage of chat and core features.
Anthropic Claude
Each seat includes rolling 5-hour and weekly usage limits per individual user, shared across Chat, Claude Code, and Cowork. Limits doubled May 6, 2026.
OpenAI ChatGPT
Pooled. Agentic features draw from a shared workspace credit pool after included usage. One heavy user can draw on the team’s pool.
Anthropic Claude
Individual on Team: limits are per seat and unused capacity cannot transfer between users. Enterprise is usage-based against an organization balance, with organization, group, and per-user caps instead of per-seat limits.
OpenAI ChatGPT
Token-based credit pricing for agent runs (input, cached input, output tokens) effective July 6, 2026. Admins buy workspace credits and view breakdown by user, product, and model.
Anthropic Claude
Admin-enabled extra usage billed at standard API rates, with admin-set per-user spend caps. Enterprise adds per-group spend limits.
OpenAI ChatGPT
Credit purchases from the workspace pool.
Anthropic Claude
Premium seats ($100/seat/mo on Team) for users needing significantly more.
Working assumption on burn rate
Assume Claude consumes usage allocation materially faster than ChatGPT for equivalent work. Anthropic’s own documentation notes Cowork tasks consume significantly more usage than chat. This may converge, so budget for it now. For a 10-person team with 2 heavy agentic users, plan on premium seats or extra-usage budget on Claude from day one; on ChatGPT, plan a workspace credit budget and set spend alerts before enabling Workspace Agents.
Microsoft 365 integration and where context lives
A genuine Anthropic advantage, and the asymmetry is larger than most comparisons acknowledge. Ironically, given OpenAI’s Microsoft partnership, Anthropic ships the more complete first-party Office integration; Microsoft reserves the deep native slot for Copilot.
Dimension
OpenAI ChatGPT
Anthropic Claude
OpenAI ChatGPT
Excel and PowerPoint only, each a separate Microsoft Marketplace add-in. No first-party Word or Outlook add-in.
Anthropic Claude
All four: Excel, Word, and PowerPoint generally available (May 7, 2026), Outlook in public beta. Deployable by admins from the Microsoft admin center.
OpenAI ChatGPT
None. Add-in chats operate separately from ChatGPT.com conversations, do not sync with chat history, and Memory is unavailable in the add-ins.
Anthropic Claude
One conversation thread carries across all four apps: triage an email in Outlook, draft the memo in Word, build the model in Excel, generate the deck in PowerPoint, without re-explaining.
OpenAI ChatGPT
Add-in sessions are siloed by design; connector reads (OneDrive, SharePoint, Outlook, Teams) pull data into the main ChatGPT context under workspace policies.
Anthropic Claude
Cross-app context lives in the conversation thread, processed on Anthropic’s backend and deleted within 30 days. Claude only sees files that are currently open.
OpenAI ChatGPT
Admins enable the add-in and connectors per workspace; connector write actions are admin-gated and off by default.
Anthropic Claude
Cross-app work is default OFF for Team / Enterprise; an org owner must enable it. OpenTelemetry can stream prompts, tool calls, and document references to your collector.
OpenAI ChatGPT
Add-in activity governed under standard workspace compliance.
Anthropic Claude
The Office add-ins do NOT inherit org custom retention settings, and add-in activity is not currently in Enterprise audit logs, the Compliance API, or data exports. Same gap pattern as Cowork.
OpenAI ChatGPT
OneDrive, SharePoint, Outlook, and Teams connectors; read plus admin-gated write actions since March 2026.
Anthropic Claude
M365 connector reads Outlook, OneDrive, SharePoint, and Teams; admin-enabled write tools cover mail, calendar, and OneDrive / SharePoint files (Teams stays read-only). User-delegated permissions, nothing cached beyond the session.
Operating summary: on Claude, one working session follows the work across email, memo, model, and deck. On ChatGPT, each Office app is a separate assistant and consolidation happens in the ChatGPT window via connectors. For regulated clients, note that both of Claude’s most differentiated surfaces (Cowork and the Office add-ins) currently sit outside its audit and retention framework.
The add-on universe and built-in extras
Dimension
OpenAI ChatGPT
Anthropic Claude
OpenAI ChatGPT
Apps SDK and connectors (60+ first-party); apps in ChatGPT from consumer brands; Agent Builder and ChatKit for custom agents.
Anthropic Claude
Model Context Protocol (MCP), an open standard: connector directory plus any custom MCP server. Skills (portable procedure files) and plugins bundle skills, connectors, slash commands, and sub-agents.
OpenAI ChatGPT
GPT Store with millions of custom GPTs. For niche tasks a GPT usually already exists. Workspace-internal GPT sharing for orgs.
Anthropic Claude
Plugin directory is much smaller (11+ official role plugins: Sales, Legal, Marketing, Finance). Strength is custom internal plugins, not breadth.
OpenAI ChatGPT
Internal-only GPTs shared within the workspace; admin RBAC over who creates and publishes.
Anthropic Claude
Private plugin marketplaces synced from a Git repository, assignable to directory groups; vertical agent template packs.
OpenAI ChatGPT
No dedicated design product; native image generation plus a Canva app cover some ground.
Anthropic Claude
Claude Design (beta): prompts, docs, or codebases become prototypes, decks, one-pagers, and landing pages, exported to HTML, PPTX, or PDF, or handed off to Claude Code, Canva, Miro, or Vercel. Team: admin toggle. Enterprise: off by default.
OpenAI ChatGPT
Image generation, voice mode, and video (Sora) built in.
Anthropic Claude
No image generation and no voice mode in the core product; visual work routes through Claude Design or external tools.
OpenAI ChatGPT
Agent mode’s virtual browser handles web tasks in a sandbox; the standalone Atlas browser stopped working August 9, 2026.
Anthropic Claude
Claude in Chrome operates the user’s actual browser with their logged-in sessions; powerful, but a different risk profile, and admin-disableable.
OpenAI ChatGPT
Codex app with plugin sharing (admin-gated); DigitalOcean droplet workspaces. Codex is now included in Standard and Premium Business seats; legacy Codex-only seats closed to new workspaces on June 24, 2026.
Anthropic Claude
Claude Code in every seat with skills, hooks, MCP servers, subagents, and a plugin ecosystem. Claude Code Artifacts publish session results as live pages (Team / Enterprise beta).
Pattern: OpenAI’s ecosystem is broad and consumer-scale: millions of GPTs, native media, brand apps. Anthropic’s is narrower but deeper and more governable: open MCP standard, Git-based private marketplaces, design-system-aware tooling. For an agency building client-specific capability, Claude’s plugin and skills model is the stronger raw material; for end users who want something off the shelf today, the GPT Store usually has it.
Agent execution architecture
Dimension
OpenAI ChatGPT
Anthropic Claude
OpenAI ChatGPT
Workspace Agents (cloud, shared), ChatGPT Work (cloud on web and mobile, local option in the desktop app), Codex (cloud + local host machine).
Anthropic Claude
Cowork (cloud sessions by default as of July 7, 2026; local desktop execution still available), Claude Code (local + cloud web), Claude in Chrome.
OpenAI ChatGPT
Yes. Workspace agents are cloud-hosted; schedules fire with no one in ChatGPT.
Anthropic Claude
Yes, as of July 2026. Cowork sessions and scheduled tasks run on Anthropic’s servers; no device needs to be awake.
OpenAI ChatGPT
Codex local work requires an awake host Mac / Windows machine; the mobile app steers it remotely.
Anthropic Claude
Local file access, local connectors, and browser use require the desktop app open; computer use is limited to Pro and Max plans; sessions otherwise continue in the cloud.
OpenAI ChatGPT
Agent mode runs in a virtual browser / VM; locked computer-use controls for admins.
Anthropic Claude
Per-session isolated sandboxes, destroyed at session end; mandatory egress proxy with allow-listed destinations; connector tokens never enter the sandbox.
OpenAI ChatGPT
Fully browser-based; Linux and Chromebook friendly.
Anthropic Claude
Desktop app on macOS, Windows, and Linux (beta: Ubuntu and Debian); computer use is unavailable on Linux and on Team / Enterprise plans; web / mobile Cowork closes most of the gap.
Capability matrix: all four plans, side by side
Read across any row to compare vendors and tiers directly. Red means the capability is unavailable at that tier; amber means a partial or qualified version. Expand any flagged row for the context behind it.
Available
Partial / qualified
Unavailable
39 of 39 capabilities
| Capability | OpenAI ChatGPT Business | OpenAI ChatGPT Enterprise | Anthropic Claude Team | Anthropic Claude Enterprise |
|---|---|---|---|---|
| What it makes and does out of the box | ||||
Updated Jul 2026 | Image gen + Canva app; no dedicated tool | Image gen + Canva app; no dedicated tool | Claude Design (beta), admin toggle | Claude Design (beta); off by default, admin enables |
Context Claude Design (research preview, April 2026) turns prompts, docs, or codebases into interactive prototypes, decks, one-pagers, and landing pages, and builds a design system from your codebase and brand files so output stays on-brand. Exports to PPTX, PDF, HTML, URL, or Canva. | ||||
Yes | Yes | Not offered | Not offered | |
Context | ||||
Updated Jul 2026 | Yes | Yes | Yes (beta) | Yes (beta); org owners can disable |
Context Voice mode reached Claude Team and Enterprise in beta on July 22, 2026, closing a gap that had been OpenAI-only on organizational plans. On Enterprise, org owners can switch it off for the workspace. | ||||
Updated Aug 2026 | GPT Store + Plugin directory (since July 9, 2026) | GPT Store, Plugin directory, workspace-internal GPTs | Plugin directory (smaller) | Plugins + private Git-based marketplaces |
Context | ||||
Updated Aug 2026 | Desktop app browser + Chrome extension (Atlas retired 8/9/26) | Desktop app browser + Chrome extension | Claude in Chrome (user’s real browser) | Claude in Chrome (admin can disable) |
Context OpenAI’s standalone Atlas browser stopped working August 9, 2026; agentic browsing folded into the ChatGPT desktop app, the Chrome extension, and Codex. Claude in Chrome operates the user’s actual browser with their logged-in sessions; powerful, but a different risk profile. | ||||
Workspace Agents run in Slack | Workspace Agents run in Slack | Claude Tag (beta) | Claude Tag (beta) | |
Context Claude Tag (beta, June 23, 2026) adds Claude to Slack as a shared team member: an organization-level agent identity with admin-configured channel, tool, and repository access, running Opus 4.8. It replaces the prior Claude in Slack app. | ||||
| Working together and sharing results | ||||
Collaborative conversations | Collaborative conversations | Shared knowledge only; chats stay private | Shared knowledge only; chats stay private | |
Context In ChatGPT, teammates work inside the same conversations with shared files, instructions, and project-scoped memory. In Claude, a shared project is a reference library; every chat inside it stays private to its author unless shared as a snapshot. | ||||
Canvas: cursors, comments, versions | Canvas: cursors, comments, versions | Not offered | Not offered | |
Context Canvas co-editing (live cursors, inline comments, version history, section assignments) reached all ChatGPT plans in July 2026. Claude has no multi-user conversation and no real-time co-editing. | ||||
Sites | Sites | Artifacts, org-internal only | Artifacts, org-internal only | |
Context | ||||
Updated Aug 2026 | Yes (Sites, beta) | Yes; off by default, admin enables | Free / Pro / Max only | Free / Pro / Max only |
Context ChatGPT Sites (public beta) can be published to a public URL: on by default in Business workspaces, off by default in Enterprise until an admin enables public publishing and grants the role permission. Claude org plans cannot publish artifacts to public URLs at any tier; outputs must be exported as files or shared behind org authentication. | ||||
Updated Aug 2026 | Excel and PowerPoint only; no Word or Outlook | Excel and PowerPoint only; no Word or Outlook | Excel, Word, PowerPoint (GA) + Outlook (beta) | Excel, Word, PowerPoint (GA) + Outlook (beta) |
Context | ||||
Add-in chats siloed from ChatGPT history | Add-in chats siloed from ChatGPT history | One thread across all four apps | Default OFF; org owner must enable | |
Context On Claude, one conversation thread follows the work across Outlook, Word, Excel, and PowerPoint. On Claude Enterprise this is off by default until an org owner enables it. ChatGPT’s add-in sessions are siloed by design. | ||||
| What it costs the team | ||||
Workspace credit pool | Workspace credit pool | Per-seat limits | Usage-based; org balance, no per-seat limits | |
Context Claude Enterprise is now usage-based: the seat fee covers access only, all usage is billed at API rates against an organization balance, and there are no per-seat limits (org, group, and per-user caps instead). Claude Team stays per-seat, so a Team power user still hits an individual ceiling while the rest of the team has headroom. OpenAI pools workspace credits on both tiers. | ||||
Updated Aug 2026 | Plan credit pool | Workspace, group, and per-user monthly limits | Yes | Yes |
Context | ||||
Updated Aug 2026 | No | Group defaults with per-user overrides | No | Yes |
Context | ||||
Yes | Yes | Yes | Yes | |
Context | ||||
No | Yes | No; Enterprise only | Yes | |
Context Anthropic’s Analytics API is an Enterprise feature: Anthropic’s Enterprise plan page lists it, and the API documentation states it is available to Claude Enterprise organizations. Claude Team keeps the in-product analytics dashboard but no API. OpenAI’s Compliance API is likewise Enterprise-only. | ||||
| Agents: what runs on its own | ||||
Updated Aug 2026 | ChatGPT Work | ChatGPT Work | Cowork | Cowork |
Context | ||||
Yes | Yes | Cloud, device-independent | Cloud, device-independent | |
Context | ||||
Updated Jul 2026 | Via desktop app, local files and desktop apps with permission | Via desktop app, local files and desktop apps with permission | Local files via desktop app; computer use is Pro / Max only | Local files via desktop app; computer use is Pro / Max only |
Context Both platforms reach the local machine through a desktop app. ChatGPT Work in the desktop app can use local files and desktop apps with permission. Claude Cowork reads connected local folders through the desktop app on any paid plan, but computer use (Claude clicking and typing in desktop apps) is limited to Pro and Max; Anthropic states Team and Enterprise do not have access to it at this time. | ||||
Updated Jul 2026 | Yes | Yes | Beta, rolling out | Beta, rolling out |
Context Anthropic’s historical weakness, agents tethered to a running desktop, was largely eliminated on July 7, 2026 when Cowork sessions moved to cloud execution by default. Still in beta, rolling out by plan. | ||||
Workspace Agents | Workspace Agents | Claude Tag, Slack only (beta) | Claude Tag, Slack only (beta) | |
Context OpenAI still leads on scope: Workspace Agents publish to a directory and run anywhere in ChatGPT. Claude Tag (beta, June 23, 2026) narrows the gap with a shared team agent that operates under an organization-level agent identity, but it lives in Slack only today. | ||||
Updated Aug 2026 | Codex included in Standard and Premium seats | Codex, usage-billed | Claude Code, every seat | Claude Code, every seat |
Context Codex is now part of every ChatGPT Business seat: OpenAI’s Business FAQ states that Standard and Premium seats both include ChatGPT, ChatGPT Work, and Codex. The legacy usage-billed Codex-only seat closed to new Business workspaces on June 24, 2026. Claude Code ships in every seat on both Anthropic tiers. | ||||
Feature toggle | Per role, per app, per action | Org-wide all-or-nothing toggle | Per group via custom roles | |
Context | ||||
Updated Aug 2026 | App enable/disable plus per-action approval rules | Per action | Org-wide, per tool | Per group, per tool |
Context | ||||
No | Per-action safeguards and confirmation flows | Managed settings, MDM keys | Managed settings, MDM keys | |
Context Anthropic’s managed policies are enforced at the device level via MDM keys; users cannot override them. OpenAI Enterprise offers per-action safeguards and confirmation flows rather than hard device-level enforcement. | ||||
| Audit, retention, and data controls | ||||
Usage analytics only | Yes | No | Yes | |
Context | ||||
No | Yes | No | Yes | |
Context | ||||
Updated Aug 2026 | Admin console view of agent runs | Agent activity + audit / export | No audit logs on Team | Cowork and Claude Code via Compliance API |
Context Anthropic closed the Cowork audit gap on Enterprise: the Compliance API now carries audit-log events and covers Cowork (Claude, Desktop, Mobile) and Claude Code (CLI and Desktop); Microsoft 365 add-in coverage is in beta. Claude Team has no audit logs or Compliance API at all. OpenAI Enterprise exposes agent activity through the Compliance Platform; Business gets an admin-console view of agent runs. | ||||
Not offered | Not offered | Yes | Yes | |
Context | ||||
Updated Aug 2026 | No | Yes | Not offered | Yes |
Context | ||||
No | Yes | Not offered | US-only inference (usage-based Enterprise) | |
Context OpenAI Enterprise offers data residency in ten regions and inference residency in three. Anthropic offers US-only inference on usage-based Enterprise plans (not Team or legacy seat-based Enterprise) and no selectable data-at-rest region for Claude.ai organizations. | ||||
No | Retention policies | No | Custom retention, 30-day minimum; no ZDR | |
Context Claude Enterprise supports custom retention with a 30-day minimum; by default data is retained indefinitely until a period is set, and zero data retention is not offered for the Claude app (ZDR exists on the API platform and cloud-provider routes). OpenAI Enterprise offers configurable retention; neither vendor offers it on the lower tier. | ||||
Yes | Yes | Yes | Yes | |
Context | ||||
| Sign-in and provisioning | ||||
Yes | Yes | Yes | Yes | |
Context | ||||
No | Yes | No | Yes | |
Context | ||||
Updated Aug 2026 | No | Yes | Verify only, no capture | Yes |
Context | ||||
Owner / admin / member only | Yes | Admin / user only | Groups, manual or SCIM | |
Context Both vendors gate real role granularity behind Enterprise. Claude Enterprise groups can be managed manually or synced from your identity provider via SCIM. | ||||
No | Yes | Not offered | Not offered | |
Context Anthropic does not offer IP allowlisting at any tier. If network-level access control is a hard requirement, this is an OpenAI Enterprise capability only. | ||||
What it makes and does out of the box
AI design workspace
Updated Jul 2026ChatGPT Business
Image gen + Canva app; no dedicated tool
ChatGPT Enterprise
Image gen + Canva app; no dedicated tool
Claude Team
Claude Design (beta), admin toggle
Claude Enterprise
Claude Design (beta); off by default, admin enables
Claude Design (research preview, April 2026) turns prompts, docs, or codebases into interactive prototypes, decks, one-pagers, and landing pages, and builds a design system from your codebase and brand files so output stays on-brand. Exports to PPTX, PDF, HTML, URL, or Canva.
Native image generation
ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Not offered
Claude Enterprise
Not offered
Voice mode
Updated Jul 2026ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Yes (beta)
Claude Enterprise
Yes (beta); org owners can disable
Custom agent / app store
Updated Aug 2026ChatGPT Business
GPT Store + Plugin directory (since July 9, 2026)
ChatGPT Enterprise
GPT Store, Plugin directory, workspace-internal GPTs
Claude Team
Plugin directory (smaller)
Claude Enterprise
Plugins + private Git-based marketplaces
Browser agent
Updated Aug 2026ChatGPT Business
Desktop app browser + Chrome extension (Atlas retired 8/9/26)
ChatGPT Enterprise
Desktop app browser + Chrome extension
Claude Team
Claude in Chrome (user’s real browser)
Claude Enterprise
Claude in Chrome (admin can disable)
OpenAI’s standalone Atlas browser stopped working August 9, 2026; agentic browsing folded into the ChatGPT desktop app, the Chrome extension, and Codex. Claude in Chrome operates the user’s actual browser with their logged-in sessions; powerful, but a different risk profile.
Slack coworker agent
ChatGPT Business
Workspace Agents run in Slack
ChatGPT Enterprise
Workspace Agents run in Slack
Claude Team
Claude Tag (beta)
Claude Enterprise
Claude Tag (beta)
Working together and sharing results
Shared Projects
ChatGPT Business
Collaborative conversations
ChatGPT Enterprise
Collaborative conversations
Claude Team
Shared knowledge only; chats stay private
Claude Enterprise
Shared knowledge only; chats stay private
Real-time co-editing of outputs
ChatGPT Business
Canvas: cursors, comments, versions
ChatGPT Enterprise
Canvas: cursors, comments, versions
Claude Team
Not offered
Claude Enterprise
Not offered
Publish outputs as interactive apps / portals
ChatGPT Business
Sites
ChatGPT Enterprise
Sites
Claude Team
Artifacts, org-internal only
Claude Enterprise
Artifacts, org-internal only
Public URL sharing of published outputs
Updated Aug 2026ChatGPT Business
Yes (Sites, beta)
ChatGPT Enterprise
Yes; off by default, admin enables
Claude Team
Free / Pro / Max only
Claude Enterprise
Free / Pro / Max only
ChatGPT Sites (public beta) can be published to a public URL: on by default in Business workspaces, off by default in Enterprise until an admin enables public publishing and grants the role permission. Claude org plans cannot publish artifacts to public URLs at any tier; outputs must be exported as files or shared behind org authentication.
First-party Microsoft Office add-ins
Updated Aug 2026ChatGPT Business
Excel and PowerPoint only; no Word or Outlook
ChatGPT Enterprise
Excel and PowerPoint only; no Word or Outlook
Claude Team
Excel, Word, PowerPoint (GA) + Outlook (beta)
Claude Enterprise
Excel, Word, PowerPoint (GA) + Outlook (beta)
Cross-app context carry between Office apps
ChatGPT Business
Add-in chats siloed from ChatGPT history
ChatGPT Enterprise
Add-in chats siloed from ChatGPT history
Claude Team
One thread across all four apps
Claude Enterprise
Default OFF; org owner must enable
What it costs the team
Usage pooling across the team
ChatGPT Business
Workspace credit pool
ChatGPT Enterprise
Workspace credit pool
Claude Team
Per-seat limits
Claude Enterprise
Usage-based; org balance, no per-seat limits
Claude Enterprise is now usage-based: the seat fee covers access only, all usage is billed at API rates against an organization balance, and there are no per-seat limits (org, group, and per-user caps instead). Claude Team stays per-seat, so a Team power user still hits an individual ceiling while the rest of the team has headroom. OpenAI pools workspace credits on both tiers.
Org-level and per-user spend caps
Updated Aug 2026ChatGPT Business
Plan credit pool
ChatGPT Enterprise
Workspace, group, and per-user monthly limits
Claude Team
Yes
Claude Enterprise
Yes
Per-group spend limits
Updated Aug 2026ChatGPT Business
No
ChatGPT Enterprise
Group defaults with per-user overrides
Claude Team
No
Claude Enterprise
Yes
Usage analytics dashboard
ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Yes
Claude Enterprise
Yes
Analytics API
ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
No; Enterprise only
Claude Enterprise
Yes
Anthropic’s Analytics API is an Enterprise feature: Anthropic’s Enterprise plan page lists it, and the API documentation states it is available to Claude Enterprise organizations. Claude Team keeps the in-product analytics dashboard but no API. OpenAI’s Compliance API is likewise Enterprise-only.
Agents: what runs on its own
Personal agentic sessions
Updated Aug 2026ChatGPT Business
ChatGPT Work
ChatGPT Enterprise
ChatGPT Work
Claude Team
Cowork
Claude Enterprise
Cowork
Scheduled autonomous tasks
ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Cloud, device-independent
Claude Enterprise
Cloud, device-independent
Local file / desktop app manipulation
Updated Jul 2026ChatGPT Business
Via desktop app, local files and desktop apps with permission
ChatGPT Enterprise
Via desktop app, local files and desktop apps with permission
Claude Team
Local files via desktop app; computer use is Pro / Max only
Claude Enterprise
Local files via desktop app; computer use is Pro / Max only
Both platforms reach the local machine through a desktop app. ChatGPT Work in the desktop app can use local files and desktop apps with permission. Claude Cowork reads connected local folders through the desktop app on any paid plan, but computer use (Claude clicking and typing in desktop apps) is limited to Pro and Max; Anthropic states Team and Enterprise do not have access to it at this time.
Cloud execution with all devices off
Updated Jul 2026ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Beta, rolling out
Claude Enterprise
Beta, rolling out
Shared team agents (build once, whole org runs them)
ChatGPT Business
Workspace Agents
ChatGPT Enterprise
Workspace Agents
Claude Team
Claude Tag, Slack only (beta)
Claude Enterprise
Claude Tag, Slack only (beta)
Coding agent included in standard seat
Updated Aug 2026ChatGPT Business
Codex included in Standard and Premium seats
ChatGPT Enterprise
Codex, usage-billed
Claude Team
Claude Code, every seat
Claude Enterprise
Claude Code, every seat
Codex is now part of every ChatGPT Business seat: OpenAI’s Business FAQ states that Standard and Premium seats both include ChatGPT, ChatGPT Work, and Codex. The legacy usage-billed Codex-only seat closed to new Business workspaces on June 24, 2026. Claude Code ships in every seat on both Anthropic tiers.
Agent access control granularity
ChatGPT Business
Feature toggle
ChatGPT Enterprise
Per role, per app, per action
Claude Team
Org-wide all-or-nothing toggle
Claude Enterprise
Per group via custom roles
Per-connector read/write restrictions
Updated Aug 2026ChatGPT Business
App enable/disable plus per-action approval rules
ChatGPT Enterprise
Per action
Claude Team
Org-wide, per tool
Claude Enterprise
Per group, per tool
Non-overridable managed agent policies
ChatGPT Business
No
ChatGPT Enterprise
Per-action safeguards and confirmation flows
Claude Team
Managed settings, MDM keys
Claude Enterprise
Managed settings, MDM keys
Audit, retention, and data controls
Full audit logs
ChatGPT Business
Usage analytics only
ChatGPT Enterprise
Yes
Claude Team
No
Claude Enterprise
Yes
Compliance API (programmatic content access)
ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
No
Claude Enterprise
Yes
Agent activity captured in audit trail
Updated Aug 2026ChatGPT Business
Admin console view of agent runs
ChatGPT Enterprise
Agent activity + audit / export
Claude Team
No audit logs on Team
Claude Enterprise
Cowork and Claude Code via Compliance API
Anthropic closed the Cowork audit gap on Enterprise: the Compliance API now carries audit-log events and covers Cowork (Claude, Desktop, Mobile) and Claude Code (CLI and Desktop); Microsoft 365 add-in coverage is in beta. Claude Team has no audit logs or Compliance API at all. OpenAI Enterprise exposes agent activity through the Compliance Platform; Business gets an admin-console view of agent runs.
OpenTelemetry / SIEM event streaming
ChatGPT Business
Not offered
ChatGPT Enterprise
Not offered
Claude Team
Yes
Claude Enterprise
Yes
Enterprise Key Management
Updated Aug 2026ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
Not offered
Claude Enterprise
Yes
Multi-region data residency
ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
Not offered
Claude Enterprise
US-only inference (usage-based Enterprise)
Configurable retention / Zero Data Retention
ChatGPT Business
No
ChatGPT Enterprise
Retention policies
Claude Team
No
Claude Enterprise
Custom retention, 30-day minimum; no ZDR
Claude Enterprise supports custom retention with a 30-day minimum; by default data is retained indefinitely until a period is set, and zero data retention is not offered for the Claude app (ZDR exists on the API platform and cloud-provider routes). OpenAI Enterprise offers configurable retention; neither vendor offers it on the lower tier.
Sign-in and provisioning
Single sign-on (SSO / SAML)
ChatGPT Business
Yes
ChatGPT Enterprise
Yes
Claude Team
Yes
Claude Enterprise
Yes
SCIM provisioning from identity provider
ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
No
Claude Enterprise
Yes
Domain verification / domain capture
Updated Aug 2026ChatGPT Business
No
ChatGPT Enterprise
Yes
Claude Team
Verify only, no capture
Claude Enterprise
Yes
Custom roles and user groups (RBAC)
ChatGPT Business
Owner / admin / member only
ChatGPT Enterprise
Yes
Claude Team
Admin / user only
Claude Enterprise
Groups, manual or SCIM
Reading the matrix: Claude’s Enterprise gates are concentrated in identity and compliance (SCIM, RBAC, audit logs, Compliance API, retention). OpenAI’s Business tier is generous on collaboration (and, since August 2026, includes Codex in every seat) but gates identity automation, granular roles, and audit. Two red flags cut across tiers: Claude org plans cannot publish outputs to public URLs, and Cowork activity does not appear in Claude’s audit trail.
Verdict (September 2026)
Choose ChatGPT when the priority is shared team automation and collaboration
Build-once-run-everywhere Workspace Agents, collaborative Projects, Canvas co-editing, Sites publishing, the GPT Store’s off-the-shelf breadth, native image, voice, and video, pooled credits that smooth team costs, and zero-install browser deployment. Its shared-agent model remains more mature and broader in scope than Anthropic’s newly launched, Slack-only Claude Tag beta.
Choose Claude when the priority is per-user agentic capability under hard enforcement
Deeper multi-step execution, Claude Code in every seat, non-overridable managed policies, device-level controls, the only complete first-party Office integration, Claude Design for on-brand prototypes and decks, and the strongest data-privacy posture. Self-serve Enterprise (since February 2026) also makes procurement faster.
Watch items for the next two quarters
Whether Anthropic closes the audit gap that spans both Cowork and the Office add-ins, and adds public artifact publishing for org plans.
Whether Claude Team follows Enterprise from per-seat limits to usage-based billing.
Whether OpenAI ships Word and Outlook add-ins to match Claude’s Office coverage.
How OpenAI’s per-action RBAC filters down from Enterprise to Business.
Changelog
Recent and upcoming changes tracked in this comparison, newest first. Each entry links to the section it affects.
- Aug 2026
Coding ecosystem in The add-on universe and built-in extras
Codex is now included in every ChatGPT Business Standard and Premium seat, reversing the June 24, 2026 closure of legacy Codex-only seats to new Business workspaces.
- Aug 2026
Per-connector read/write restrictions in Capability matrix: all four plans, side by side
Per-connector read/write restrictions was updated.
- Aug 2026
Custom agent / app store in Capability matrix: all four plans, side by side
Custom agent / app store was updated.
- Aug 2026
Org-level and per-user spend caps in Capability matrix: all four plans, side by side
Org-level and per-user spend caps was updated.
- Aug 2026
Per-group spend limits in Capability matrix: all four plans, side by side
Per-group spend limits was updated.
- Aug 2026
Primary agent surfaces in Agent execution architecture
OpenAI retired ChatGPT agent mode in favour of ChatGPT Work, an agent for longer multi-step tasks that runs in the cloud on web and mobile and can work locally in the desktop app (rolling out from late August 2026).
- Aug 2026
Agent activity captured in audit trail in Capability matrix: all four plans, side by side
Anthropic closed the Cowork audit gap on Enterprise: the Compliance API now carries audit-log events and covers Cowork (Claude, Desktop, Mobile) and Claude Code (CLI and Desktop); Microsoft 365 add-in coverage is in beta. Claude Team has no audit logs or Compliance API at all. OpenAI Enterprise exposes agent activity through the Compliance Platform; Business gets an admin-console view of agent runs.
- Aug 2026
Public URL sharing of published outputs in Capability matrix: all four plans, side by side
ChatGPT Sites (public beta) can be published to a public URL: on by default in Business workspaces, off by default in Enterprise until an admin enables public publishing and grants the role permission. Claude org plans cannot publish artifacts to public URLs at any tier; outputs must be exported as files or shared behind org authentication.
- Aug 2026
Domain verification / domain capture in Capability matrix: all four plans, side by side
Domain verification / domain capture was updated.
- Aug 2026
Data-layer connector (separate from add-ins) in Microsoft 365 integration and where context lives
Anthropic’s Microsoft 365 connector gained admin-enabled write tools (send and organize mail, manage calendar events, create and update OneDrive and SharePoint files); Teams remains read-only and permissions stay user-delegated.
- Aug 2026
Enterprise Key Management in Capability matrix: all four plans, side by side
Enterprise Key Management was updated.
- Aug 2026
Platform reach in Agent execution architecture
Claude Desktop added a Linux build (beta, Ubuntu and Debian) in August 2026. Computer use remains unavailable on Linux, and on Team and Enterprise plans regardless of OS.
- Aug 2026
Browser presence in The add-on universe and built-in extras
OpenAI’s standalone Atlas browser stopped working August 9, 2026 as agentic browsing folded into the ChatGPT desktop app, the Chrome extension, and Codex.
- Aug 2026
Daily surface in Team interaction: what each platform looks like to a user
Claude Desktop added a Linux build (beta, Ubuntu and Debian) on August 6, 2026, so Cowork’s local capabilities are no longer limited to macOS and Windows. Computer Use is still absent on Linux.
- Aug 2026
App coverage (first-party add-ins) in Microsoft 365 integration and where context lives
OpenAI’s Excel and PowerPoint add-ins are each listed separately in the Microsoft Marketplace as of August 2026; neither is labelled beta any more. Still no first-party Word or Outlook add-in.
- Jul 2026
Local file / desktop app manipulation in Capability matrix: all four plans, side by side
Both platforms reach the local machine through a desktop app. ChatGPT Work in the desktop app can use local files and desktop apps with permission. Claude Cowork reads connected local folders through the desktop app on any paid plan, but computer use (Claude clicking and typing in desktop apps) is limited to Pro and Max; Anthropic states Team and Enterprise do not have access to it at this time.
- Jul 2026
Design tooling in The add-on universe and built-in extras
Claude Design moved from research preview to beta on Pro, Max, Team, and Enterprise (July 23, 2026): admin toggle on Team, off by default on Enterprise, with HTML, PPTX, and PDF export and hand-off to Claude Code and design partners.
- Jul 2026
Voice mode in Capability matrix: all four plans, side by side
Voice mode reached Claude Team and Enterprise in beta on July 22, 2026, closing a gap that had been OpenAI-only on organizational plans. On Enterprise, org owners can switch it off for the workspace.
- Jul 2026
Runs with all devices off? in Agent execution architecture
Anthropic moved Cowork sessions to cloud execution by default on July 7, 2026, so agents run with all devices off.
- Jul 2026
Overage mechanics in Credits and usage economics: pooled vs. individual
OpenAI moved agent-run overages to token-based workspace credit pricing, effective July 6, 2026.
- Jul 2026
Co-editing outputs in Team interaction: what each platform looks like to a user
Canvas real-time co-editing reached all ChatGPT plans in July 2026.
- Jun 2026
Distributing team know-how in Team interaction: what each platform looks like to a user
Claude Tag (beta, June 23, 2026) gives Claude Team and Enterprise a shared team agent in Slack under an org-level agent identity, replacing the prior Claude in Slack app.
This landscape changes weekly. We track it so you do not have to.
We run this evaluation for organizations deciding between, or combining, the two platforms.