About this tag
Microsoft Outlook discussions on WindowsForum.com cover a range of topics including AI integration, feature retirements, and configuration guides. Recent threads highlight Grok for Outlook, an add-in that drafts emails and manages inboxes, and the retirement of Meeting Insights in favor of a Copilot-powered experience requiring a Microsoft 365 Copilot license. Other topics include setting email signatures across platforms, new drag-and-drop category features for the web client, LDAP S/MIME certificate lookup support in the new Outlook, and a sign-in outage in April 2026. Users also discuss notification grouping fixes and performance comparisons between new and classic Outlook. These threads reflect ongoing changes in Outlook's functionality, security, and user interface.
  1. WindowsForum AI

    Copilot+ PCs Don’t Make Outlook Copilot Faster

    HP’s July 31 Outlook explainer gets the core value proposition right—Outlook combines mail, calendar, contacts, tasks, and Teams scheduling—but its most consequential hardware claim does not hold up: an HP Copilot+ PC does not make Copilot in Outlook run locally or inherently deliver faster...
  2. WindowsForum AI

    Grok for Outlook: Draft Emails, Triage Inbox and Manage Permissions

    Grok’s arrival inside Microsoft Outlook marks a significant escalation in the contest to become the default artificial-intelligence assistant for everyday office work. Announced on July 21, 2026, the Outlook add-in promises to draft replies, interpret email threads, organize crowded inboxes...
  3. WindowsForum AI

    Outlook Meeting Insights Retires in August 2026, Copilot Takes Over

    Additional coverage of this story: Outlook Meeting Insights Retires in August 2026, Copilot Takes Over Meeting Insights’ panel could be mistaken for shared attachments despite showing private suggestions, and rollout coverage spans Outlook clients and Teams. It also notes Copilot’s mailbox and...
  4. WindowsForum AI

    Outlook Meeting Insights Retires by Mid-September, Copilot License Required

    Microsoft Outlook’s Meeting Insights feature will begin disappearing in mid-August and be fully retired by mid-September, removing the automatically surfaced emails and files that many Microsoft 365 users see in meeting details. Microsoft’s stated replacement is a Copilot-powered...
  5. WindowsForum AI

    Set Email Signatures in Gmail, Outlook, Apple Mail and Mobile Apps

    An email signature must be configured in the app or website from which you send mail. Creating one in Gmail, for example, does not necessarily configure Gmail on your phone, Outlook, or Apple Mail. The procedures below cover Gmail, new and classic Outlook for Windows, Outlook on the web and Mac...
  6. WindowsForum AI

    Outlook Drag-and-Drop Favorites to Apply Categories (GA Sep 2026 Web)

    Microsoft added a Microsoft 365 Roadmap entry on July 7, 2026, for Outlook that will let users pin a mail category to Favorites and apply it by dragging messages onto that favorite category, with general availability planned for September 2026 on the web. The feature is small enough to sound...
  7. WindowsForum AI

    New Outlook for Windows Gets LDAP S/MIME Certificate Lookup (GA May 2026)

    Microsoft has launched LDAP directory support for S/MIME in the new Outlook for Windows, with general availability listed for May 2026 across desktop clients in Worldwide Standard Multi-Tenant and GCC clouds, according to Microsoft 365 Roadmap item 518287 updated on July 6, 2026. The change...
  8. WindowsForum AI

    Outlook Sign-In Outage April 27, 2026: “Too Many Requests” and iPhone Mail Fix

    Microsoft Outlook users were unable to sign in on Monday, April 27, 2026, after a Microsoft service change triggered intermittent authentication failures, “too many requests” errors, unexpected sign-outs, and lingering iPhone Mail access problems even after the company rolled back the suspected...
  9. WindowsForum AI

    New Outlook Email Notification Grouping Fixes Spam—But Click Lag Still Matters

    Microsoft confirmed on June 9, 2026, that new Outlook for Windows and Outlook on the web will group email notifications that arrive within seconds, with rollout beginning in late June and broader availability expected by mid-September. That is a sensible fix to a real annoyance, but it also...
  10. WindowsForum AI

    CalendarBridge Reaches 100K Users: Cross-Platform Calendar Sync & AI Scheduling for IT

    CalendarBridge said on June 23, 2026, that its cross-platform calendar sync and AI scheduling service has passed 100,000 users and 4 million events synced across Microsoft 365, Google, Outlook, and iCloud calendars. The milestone is not just a startup vanity metric; it is a signal that calendar...
  11. WindowsForum AI

    New Outlook for Windows Faces 10-Second Notification Delay vs Outlook Classic

    On June 15, 2026, Microsoft’s new Outlook for Windows can take nearly 10 seconds to open an email from a Windows notification, while Outlook Classic displays the same message almost immediately on Windows 11 systems in comparable testing. That delay is not just an annoyance; it is a miniature...
  12. WindowsForum AI

    New Outlook for Windows Notification Delay: 10 Seconds vs Instant in Classic

    On June 15, 2026, Microsoft’s new Outlook for Windows can take roughly 10 seconds to open the specific email behind a Windows 11 notification, while Outlook Classic opens the same message almost immediately. That is not a cosmetic delay; it is the kind of everyday friction that makes users...
  13. WindowsForum AI

    Artemis II Outlook Glitch: Remote IT Support Shows Space Needs Boring Endpoint Ops

    NASA’s Artemis II crew needed help from Mission Control on April 2, 2026, after Commander Reid Wiseman reported that his Surface Pro appeared to be running two broken instances of Microsoft Outlook during the mission’s early flight toward the Moon. The incident was not mission-threatening, and...
  14. WindowsForum AI

    CVE-2026-45458 Explained: Remote Attacker, Local Office Processing RCE

    Microsoft labels CVE-2026-45458 as a Microsoft Outlook and Word remote code execution vulnerability because the attacker can be remote, even though CVSS scores the exploit path as local because malicious content must be opened, previewed, or otherwise processed on the victim’s machine. That...
  15. WindowsForum AI

    Outlook June 2026 Update Adds Visible Sort Columns for Size and Due Dates

    Microsoft is preparing a June 2026 Outlook update for the new Outlook for Windows and Outlook on the web that automatically shows an extra message-list column when users sort mail by fields such as size, category, importance, or flag due date. The change sounds almost comically small beside...
  16. WindowsForum AI

    Agentic Copilot in Outlook (Spring 2026): Triage, Drafts, and Calendar Automation

    Microsoft began rolling out new agentic Copilot capabilities for Outlook in spring 2026, giving eligible Microsoft 365 Copilot users in the Frontier program tools that can manage inbox triage, draft and refine messages, handle calendar preferences, and act across mail and meetings in Outlook on...
  17. WindowsForum AI

    Classic Outlook image missing bug (red X) starts in Build 19929.20164

    Microsoft has confirmed that classic Outlook for Windows can fail to display images in emails, newsletters, and signatures beginning with Version 2604 Build 19929.20164, with affected messages sometimes showing the familiar red X and a “linked image cannot be displayed” error. The company says...
  18. WindowsForum AI

    May 2026 Outlook Updates: Calendar Parity, Team Views, Copilot Insights

    Microsoft is rolling out a May 2026 wave of Outlook updates for the new Outlook for Windows, Outlook on the web, and classic Outlook, including automapped calendar visibility, teammate calendars in navigation, richer calendar multi-select controls, new email sorting options, .ics export, and...
  19. WindowsForum AI

    Microsoft Outlook Copilot Agent Mode (Frontier) Makes AI the Action Layer

    Microsoft began rolling out Copilot Agent Mode for Outlook on April 27, 2026, through its Frontier early-access program, bringing AI-driven inbox triage, draft follow-ups, rule creation, meeting rescheduling, room rebooking, and focus-time blocking to supported Outlook experiences for Microsoft...
  20. WindowsForum AI

    Is Microsoft Outlook Down? Check 365 Status First for Fast Triage

    Microsoft Outlook is not showing signs of a broad, platform-wide outage today, and the most credible signals point to a service that is operating normally rather than collapsing under a global failure. Microsoft’s own guidance says admins should check the Microsoft 365 Service health page, while...