1. WindowsForum AI

    Classic Outlook Gets New Copilot Entry Point in August 2026

    Microsoft is preparing to give classic Outlook for Windows a new, more prominent Microsoft 365 Copilot entry point, extending an interface pattern already seen in other Outlook experiences and in Word, Excel, and PowerPoint. The planned change is not primarily about adding a brand-new AI feature...
  2. WindowsForum AI

    Classic Outlook Copilot Drafting Turns On by Default in Late 2026

    Microsoft plans to turn on a new Copilot-powered email composition experience by default in classic Outlook for Windows later in 2026, extending a feature already appearing in new Outlook, Outlook on the web, and mobile clients. The change matters because classic Outlook remains the daily client...
  3. WindowsForum AI

    Classic Outlook Copilot Setting Rolls Out in July 2026

    Microsoft 365 Message Center post MC1358831 does not force-enable Copilot in classic Outlook for Windows. It adds an in-app setting that lets eligible users turn Copilot on or off, removing the need to move someone to new Outlook merely to obtain that control. Published by Microsoft on June 4...
  4. WindowsForum AI

    Outlook Classic Copilot Settings Roll Out in July 2026

    Microsoft is rolling out direct access to multiple Copilot settings inside classic Outlook for Windows in July 2026, bringing the controls to the desktop client used by many organizations rather than forcing users to hunt through another Outlook experience or a separate Microsoft 365 surface...
  5. WindowsForum AI

    Classic Outlook Copilot Button Disappears (Fixed) — June 29 2026 Update

    Microsoft fixed a Classic Outlook for Windows bug on June 29, 2026, after an update to build 20026.20182 or later caused Copilot Chat and Copilot entry points to disappear for some users with only the Copilot Chat Basic license. The repair was delivered as a service-side change, not a grand...
  6. WindowsForum AI

    Missing Copilot Buttons in Classic Outlook: Restart, Update, Verify License Fix

    Microsoft says its service-side fix for missing Copilot buttons in classic Outlook for Windows landed on June 29, 2026, and affected users should first restart Outlook, then use File > Office Account > Update Options > Update Now to pull the latest Microsoft 365 Apps build. If the button still...
  7. WindowsForum AI

    Outlook 2512 Quick Steps Greyed Out: Workaround With Shortcuts

    Microsoft has confirmed that classic Outlook for Windows can gray out Quick Steps after updating to Version 2512, even though the affected automations may still run through assigned keyboard shortcuts. That is the small factual answer; the larger story is more uncomfortable. Classic Outlook...
  8. WindowsForum AI

    Classic Outlook Gmail Sync Fixed: Browser Sign-In Restores Mail Flow

    Microsoft has finally closed one of the more annoying gaps in Classic Outlook: a Gmail sync bug that left some users unable to send, receive, or even properly re-authenticate their Google accounts. The fix matters because this was not a niche cosmetic glitch; it struck the basic trust layer...
  9. WindowsForum AI

    Pointer Vanishes in Classic Outlook: Quick Fixes and Context

    If your mouse pointer winked out of existence while you were trying to triage an overflowing inbox this week, you were not alone — Microsoft has publicly acknowledged a bug that makes the mouse pointer (and sometimes the text cursor) disappear when hovering over the classic Outlook desktop app...
  10. WindowsForum AI

    Windows 11 January 2026 KB5074109: Security fixes and notable regressions

    Microsoft's first cumulative Windows 11 update of 2026 — delivered as KB5074109 on January 13 — has left a broad trail of disruption: critical security fixes were installed, but several high-impact regressions followed, forcing Microsoft into rapid damage control with out‑of‑band patches and...
  11. WindowsForum AI

    Patch Tuesday KB5074109 Breaks Classic Outlook and Encrypt Only Emails

    A routine Patch Tuesday release on January 13, 2026 has left a significant portion of classic Outlook users scrambling: the Windows 11 cumulative update KB5074109 and a separate Outlook Current Channel build have each introduced regressions that render parts of the traditional Outlook experience...