MC1311978 – Classic Outlook for Windows: User-initiated insights with Copilot

Outlook logo

check before: 2026-05-01

Product:

Copilot, Copilot Chat, Microsoft 365 Copilot, Outlook, Windows

Platform:

Online, Windows Desktop, World tenant

Status:

Rolling out

Change type:

New feature, User impact

Links:

508524

Details:

Summary:
Classic Outlook for Windows will add User Initiated Insights with Copilot, letting users highlight email text to get contextual AI-generated insights. Rolling out May-June 2026, the feature is on by default for eligible users, integrates into Outlook without add-ins, and follows existing Microsoft 365 security policies.

Details:
[Introduction]
We're introducing User Initiated Insights in Copilot for classic Outlook for Windows, enabling users to manually select text within an email and prompt Copilot to provide contextual insights. This enhancement gives users greater control over when and how Copilot assists them, improving productivity, clarity, and decision-making directly within their workflow.
This message is associated with Roadmap ID 508524.
[When this will happen:]
Public Preview (Worldwide): We began rolling out in early May 2026 and expect to complete by late May 2026.
General Availability (Worldwide): We will begin rolling out in early June 2026 and expect to complete by late June 2026.

Change Category:
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Scope:
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Release Phase:
Current Channel, Preview

Created:
2026-05-16

updated:
2026-05-16

Public Preview Start Date

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Task Type

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Docu to Check

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MS How does it affect me

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MS Preperations

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MS Urgency

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MS workload name

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linked item details

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Pictures

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summary for non-techies**

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Direct effects for Operations**

User Experience Disruption
If the feature is rolled out without proper user training, users may struggle to understand how to effectively use the new Copilot insights, leading to confusion and decreased productivity.
   - roles: End Users, Helpdesk Staff
   - references: https://learn.microsoft.com/answers/questions/5791778/how-do-i-enable-or-disable-microsoft-copilot-on-ms" target="_blank" rel="nofollow noopener noreferrer">https://learn.microsoft.com/answers/questions/5791778/how-do-i-enable-or-disable-microsoft-copilot-on-ms, https://support.microsoft.com/office/turn-off-copilot-in-microsoft-365-apps-bc7e530b-152d-4123-8e78-edc06f8b85f1#:~:text=If%20you%20don't%20see,Close%20and%20restart%20the%20app

Compliance and Security Risks
The introduction of AI capabilities may lead to unintentional data exposure if users are not aware of how their selected email content is processed, potentially violating data protection policies.
   - roles: Compliance Officers, IT Security Staff
   - references: https://www.microsoft.com/microsoft-365/roadmap?filters=&searchterms=508524, https://learn.microsoft.com/answers/questions/5791778/how-do-i-enable-or-disable-microsoft-copilot-on-ms" target="_blank" rel="nofollow noopener noreferrer">https://learn.microsoft.com/answers/questions/5791778/how-do-i-enable-or-disable-microsoft-copilot-on-ms

Configutation Options**

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Data Protection**

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IT Security**

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explanation for non-techies**

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** AI generated content. This information must be reviewed before use.

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Last updated 6 days ago ago

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