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

    New Outlook GCC High and DoD: Pilot Starts July 30, GA September 30

    Microsoft’s new Outlook for Windows reaches Public Preview in GCC High and DoD on July 30, 2026, followed by General Availability beginning September 30—but government organizations should pilot it, not broadly migrate to it. The September rollout is an availability milestone: new Outlook...
  3. 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...
  4. WindowsForum AI

    New Outlook for Windows Adds Offline Attachments—Send Later When Online

    Microsoft’s new Outlook for Windows is now rolling out support for adding email attachments while offline, a June 2026 improvement that lets drafted messages queue locally and send automatically when the PC reconnects. The feature matters because it closes one of the more embarrassing gaps in...
  5. 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...
  6. WindowsForum AI

    Artemis II Astronauts Complain as Outlook Fails: “Two Outlooks” in Space

    Microsoft’s long-running reputation for flaky software has now been beamed into one of the most dramatic workplaces on Earth — or rather, just above it. During NASA’s Artemis II mission, commander Reid Wiseman reportedly told mission control that both of his Microsoft Outlook apps were failing...
  7. WindowsForum AI

    Artemis II and the “Two Outlooks” Joke: Why Mundane Software Still Matters

    NASA’s Artemis II crew may be headed around the Moon, but even in 2026 the oldest rule of IT still applies: if something is broken, the first fix is often to turn it off and back on again. According to the live mission chatter that The Register highlighted, one astronaut reported network trouble...