Enterprise LLM applications — comparison

Executive summary

This document assesses the LLM applications suitable for individual productivity.

Recommended: Claude Team. It ranks first on both axes assessed: power — the app, the harness and the models combined — and adoption by a non-technical user. It reaches Microsoft 365 through connectors: reads mail, calendar, files and Teams, writes to mail, calendar and files.

Assessment

high medium POWER app + harness + models complex USER ADOPTION workflows, organising work, templates, training friendly Claude ChatGPT Gemini Copilot Grok Integration to MS 365 native connectors, read and write connectors, write in preview

Power: what can be achieved with the app, the harness and the models together.

Adoption: ease of adoption for a non-technical user — building workflows, organising work, templates, training.

Integration: native, or through connectors authorised in the tenant.

Assessment table

Anthropic Google Microsoft OpenAI xAI
PlanClaude TeamGemini Enterprise BusinessMicrosoft CopilotChatGPT BusinessSuperGrok Business
ModelsOpus 5 · Sonnet 5 · Haiku 4.5. Fable runs on credits on a standard seat; only a Premium seat carries it inside the limitGemini 3.7 Flash and the rest of the Gemini modelsThe seat names none. Its picker offers Auto, Quick response, Think deeper. The named roster — GPT 6 Astra · GPT 5.6 Sol · GPT 5.6 Terra · Claude Opus 5 · Claude Sonnet 5 · Claude Fable 5.1 — belongs to Copilot Cowork, which is paid above the seatGPT-5.6 Sol · Sol Pro · Terra · Luna · GPT-5 Thinking MiniAll Grok models
Document handlingRead whole into context. 200k or 1M tokens — Anthropic's own pages state both. PDF to 1,000 pages, images read to page 100. Projects switch to retrieval near the windowIndexed and retrieved. No context window published for this edition; 25 GiB of indexing per seatIndexed and retrieved — Microsoft's Retrieval API returns "relevant text chunks". No context window published. 512 MB per file, five files per action in OneDriveRead whole into context. 54K and 256K on the pricing page, 128K and 272K on the models page — OpenAI's own pages state both. Images are discarded from uploads500k token context on Grok 4.6. 150 MB a file, about 100 files on web
Coding agentClaude Code, in the seat. Same usage pool as the appNot included. Gemini Code Assist is Standard or Plus, or $19 a seat standaloneNot included. GitHub Copilot is a separate product, $19 a seatCodex, in the seat. Shared usage poolGrok Build, in the seat. Shared usage pool
Ready to use templatesIndustry packages — financial services, legal, life sciences, small business — connectors, skills and agent templatesDeep Research, Gemini Notebook, Data Insights. Partner agents and an Agent DesignerSales, Service and Finance agents. Researcher, Analyst, Facilitator. An Agent StoreNone found. Apps and plugins, built by the customerSolution pages only. No package found
Training materialClaude Academy — courses, quizzes, webinars, completion badgesSkillshop courses and a resources hubSuccess Kit, Copilot Academy, Microsoft Learn pathsOpenAI Academy — three course tracks and live eventsProduct guide only; no programme found
Training in SpanishYesNot found on SkillshopYes——
MS 365 integrationAdd-ins for Excel, Word and PowerPoint; Outlook in beta. Reads SharePoint, OneDrive, Outlook and Teams. Writes to mail, calendar and files. Anthropic's own pages disagree on writing to Teams: the July release note says read-only, the current connector article lists sending Teams messagesNo add-ins. Reads SharePoint, OneDrive, Outlook and Teams. Write actions are generally available: upload to SharePoint and OneDrive, send mail, message TeamsNativeAdd-ins for Excel and PowerPoint. Reads and writes SharePoint, OneDrive, Outlook and Teams. Calendar is read and write — create, update, RSVP, cancelNo add-ins. Connectors read and write SharePoint, OneDrive, Outlook and Teams. SharePoint and OneDrive need the Business tier
Single sign-onYes, SAML 2.0. Just-in-time provisioning; no SCIM—Yes, through the Microsoft 365 accounts the company already hasYes, SAML and OIDC, enforceable; no SCIM—
Audit logsNo. Usage analytics only — connector read and write counts, file operations, spend export—Yes, Purview. Prompts, responses and file access, 180 daysAdmin activity only; conversation content is EnterpriseYes, a team log of API and admin activity
Per user, annual / monthly$20 / $25 standard · $100 / $125 premium$21 / not published$30 / —$20 / $25 standard · $100 / $125 premiumNot published
Paid above the seatOptional credits past the limitNone foundYes. Cowork agents and workflows are not included in the seat. $0.01 per creditOptional credits past the limitOptional credits past the limit

Sourced to each vendor's own pages, read 21 and 22-Aug-2026.

Product comparison

Power Adoption
Anthropic · Claude TeamFrontier models. A document is read whole in chat, images included to page 100 of a PDF. One skill runs in the app, in the Office add-ins and in Claude CodeWorkflows built by describing them, or by recording yourself doing one. Projects hold documents and instructions. Templates for the file types it produces. Courses, quizzes and four certifications, in English
Google · Gemini Enterprise BusinessGemini 3.7 Flash and the rest. Documents are indexed and retrieved, not read whole; no context window is published for this edition. Gems hold instructions; they do not run workflowsFour steps from Agents to a working agent in Agent Designer. Deep Research is included. Gems belong to the consumer Gemini app, not to this edition. No course found on Skillshop
Microsoft · CopilotFrontier models, bought from OpenAI and Anthropic, but the seat neither names nor lets the user select one; the named roster sits in Cowork, billed on credits. Documents are indexed and retrieved, not read whole, and no context window is published. Acting on a service outside Microsoft 365 needs Copilot Studio, a separate product with its own billingCopilot Notebooks hold up to 300 files with standing instructions. Agent Builder configures an agent from eight named fields; an agent that acts on an external service is outside the seat. 21 agent templates. Training material published in Spanish
OpenAI · ChatGPT BusinessFrontier models. Images are discarded from uploads, so a scan returns text only. Custom GPTs run in the ChatGPT app only; anything beyond is the APIDescribe what you want and ChatGPT drafts it. Projects hold documents. No templates and no worked example published. Three course tracks, in English
xAI · Grok BusinessAll Grok models. Five built-in skills produce documents, spreadsheets, decks and PDFs. No context window, document limit or build procedure appears on any Business pageSkills created by describing them in conversation; no build procedure is published. Projects and Collections hold document sets, built around data rooms. No training material

Claude Team — Details

Included. Frontier models. A document read whole in chat. Claude Code in the seat — terminal and the main code editors, on the same usage pool as the app. One skill runs in the app, in the Office add-ins and in Claude Code. Projects. Single sign-on.

Not included.

  • Audit logs. Enterprise only. Team sees usage counts, with no per-user trail.
  • Writing to Teams. Anthropic's own pages disagree: the July release note says read-only, the current connector article lists sending Teams messages.
  • Scoping SharePoint. All sites the user can already see, or none.
  • Fable on a standard seat. It runs on usage credits; only a Premium seat carries it inside the limit.

Annex

Not compared

Grok Bot, launched 11-Aug-2026 in beta, is sold to SuperGrok Plus and Heavy and to Cursor tiers. Enterprise is no longer waitlist-only, and it is sold through Cursor's plan structure rather than xAI's; Business is not listed. Each bot runs on its own cloud machine with its own logins.