$30/user/mo (annual commit)
- Model
- GPT family + Anthropic Claude (Cowork integration in Frontier program / E7)
- Context
- 64K (Chat); larger via Cowork
- Integration
- Microsoft Graph β M365 docs, mail, calendar, Teams, SharePoint
- Compliance
- Inherits Azure: FedRAMP, HIPAA, PIPEDA, SOC 2, ISO 27001/27701/42001
Strongest at: Productivity-suite tasks; M365-native workflows; enterprise governance depth
Weakest at: Free-form reasoning; abstract problem solving; brand-distinctive originality
When it wins: When the customer is M365-resident and governance matters. Inherits Entra ID, Purview, DLP, and the entire Microsoft compliance estate. The integration depth in Word / Excel / PowerPoint / Outlook / Teams is unmatched. The "safe default" sale.
Volume-priced (~$60/user/mo at typical scale)
- Model
- GPT-5.2
- Context
- 1M tokens
- Integration
- Connectors; weaker native depth in M365/Workspace than the platform-native options
- Compliance
- SOC 2; growing enterprise certifications; HIPAA-eligible
Strongest at: General conversation; broad utility; deep ecosystem of plug-ins (Custom GPTs, code interpreter, image gen)
Weakest at: M365 integration depth; tenant-grounded enterprise search; Microsoft compliance estate
When it wins: For general-purpose flexibility across a mixed-tool workforce. 78% of Global 2000 now run OpenAI in production. Strong for engineering, research, writing tasks where the platform-native depth of Copilot is not the deciding factor.
Volume-priced (~$60/user/mo at typical scale)
- Model
- Claude Opus 4.7, Sonnet 4.7
- Context
- 200K (1M beta)
- Integration
- Connectors; growing native integrations; embedded inside Microsoft Copilot via Cowork
- Compliance
- SOC 2, ISO 27001 / 42001; HIPAA-eligible
Strongest at: Long-form reasoning; complex coding (Claude Code is the preferred professional dev tool as of April 2026); large-document analysis; polished writing with structured outputs
Weakest at: M365 integration depth (mitigated by Cowork)
When it wins: For nuanced writing, complex coding, large-document analysis, and tasks requiring polished output with citations. Buyers who have standardized on Claude for sensitive content reasoning (legal, medical) can now use the same model from inside Microsoft's governance perimeter via Cowork.
Bundled with Google Workspace tiers
- Model
- Gemini 3 Pro
- Context
- 1M tokens
- Integration
- Google Workspace native β Docs, Sheets, Slides, Gmail, Meet
- Compliance
- Google Cloud certs
Strongest at: Multimodal (image, video, audio); RAG; agents in the Google ecosystem
Weakest at: M365 integration depth; tenant-grounded enterprise search across Microsoft surfaces
When it wins: In Google-native organizations and for multimodal RAG use cases. The collaboration UX in Docs / Sheets / Slides for simultaneous multi-user editing is genuinely better than Office's web equivalents. The Workspace sale is the default for creative agencies, marketing teams, design shops, and education.