Slack for Mac Loses Ability to Attach Files After Days Without Restart
A Slack user on Mac reports that after several days without restarting their laptop or quitting the app, file attachment stops working until Slack is fully quit and relaunched, suggesting a session or memory-state issue that builds up over prolonged uptime.
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Similar Problems
surfaced semanticallySlack Silently Stops Delivering New Messages Until App Is Restarted
On systems that have not been restarted in several weeks, Slack silently stops receiving new messages without any error or alert. Users only discover the failure when they restart the app and see unread messages that should have arrived earlier. This silent delivery failure is a high-severity reliability issue for teams that depend on Slack for real-time communication.
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The file and photo attachment button in the Slack mobile app fails to respond, preventing users from sharing files in conversations. This is a core communication feature that affects anyone using Slack on mobile. The issue appears to be a persistent app-level bug with no in-app workaround.
Slack Attachments Sometimes Fail to Send Due to File Size
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Slack Attachment Button Stops Working After App Update
After a Slack update, the plus/attachment button in chat becomes unresponsive, preventing users from sending files or images. The issue appears to be a regression introduced in the update with no in-app workaround available.
Slack Update Broke Attachment Sending for Over a Week
A Slack update in March 2026 broke the ability to send attachments on mobile, with the issue persisting unresolved for at least 9 days. The regression directly blocks file-sharing workflows for users dependent on mobile Slack for work communication.
Problem descriptions, scores, analysis, and solution blueprints may be updated as new community data becomes available.