Microsoft is finally removing one of the most frustrating email-composition interruptions in Outlook for Windows. The automatic “/” Context IQ file suggestion, an intrusive prompt that often appears whenever users type a slash, is on the way out. Of course, Microsoft can’t admit it made a mistake and has ‘weasel words’ to explain the change.
In Outlook for Windows (classic or new) for Microsoft 365 hosted mailboxes (work / education) there’s a “Context IQ” feature available when writing an email.
Type a slash “/” and a list of documents and files appears to be added to the email.
Type the @ symbol and a list of contacts will appear to let you choose one.
From March 16, 2026 the / slash option will be dropped from both Outlook’s.
The @ Context IQ option to show contacts will keep working.
There is no change to attachment storage, file handling, or Editor capabilities in either Outlook.
You can still add files using other long-standing methods:
- Paste a file or URL directly into the message body.
- Drag and drop files into the compose window.
- Use Insert | Attach file to see suggested files, browse, and attach content.
According to Microsoft (our bold text):
“We are retiring this capability to streamline the compose experience and reduce duplication with other supported attachment and editor workflows.”
The real reason is that the “/” Context IQ option was driving customers crazy. Anytime a user typed “/” a list of files appeared whether they wanted it or not. Others were confused by the appearance of an attachments list in the middle of their typing.
Rather than make Context IQ an option, Microsoft has decided to drop the feature completely. They can’t admit a mistake so have to talk about “streamline” and “reduce duplication” ignoring that Microsoft itself added the interruption to the ‘compose experience’ and ‘duplication’ in the first place.
