Feature Requests

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Two-Way Slack DM and ClickUp Comment Sync Based on Task Assignment
Summary: Make it possible for ClickUp comments to automatically send as direct messages in Slack to the task’s assignees — and for Slack replies in that DM thread to automatically sync back into the ClickUp task’s comment section. Current Limitations: ClickUp Agents can post to Slack channels, but cannot send direct messages (DMs) to specific users. (It works in automations but its finicky) AI Agents and automations can’t open or manage direct Slack conversations between the commenter and assigned team members. Even when users receive notifications in Slack, replies don’t sync back into ClickUp, causing manual back-and-forth. Use Case: Many of our clients and collaborators don’t use ClickUp directly; they prefer to communicate only through Slack. For our internal workflow, all project discussions need to be documented in ClickUp for record-keeping and tracking. Currently, we must manually copy/paste Slack replies into ClickUp comments or the description, which is inefficient and error-prone. Proposed Solution: Enable automations or AI Agents to send Slack direct messages (DMs) to all assignees (that are not you) whenever a new comment is made in the task. The Slack DM should include the full comment text, the task name, and link back to the ClickUp task. Allow the recipient to reply to that Slack DM and have their response posted automatically into the ClickUp task as a comment. Optionally allow message threading to keep Slack ↔️ ClickUp context linked. Impact: This would keep client and team communication fluid, eliminate redundant copy/paste, and ensure all correspondence tied to a task is preserved in one place. It bridges the gap between Slack-first clients and ClickUp-first teams.
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