Automating Clickup: Posting Attachments to Chat

Hey everyone,

I’m pulling my hair out trying to set up an automation for Clickup. What I want is simple: when someone adds an image to a task, it should automatically show up in the Clickup chat. Sounds easy, right?

Well, I’ve been at it for two days now. I tried using Zapier and Make (formerly Integromat) but no luck. Make doesn’t have a way to post comments, and Zapier keeps giving me this annoying loop error.

Has anyone cracked this code? I’d love to hear your solutions or even just some pointers. I’m open to other automation tools too if they can get the job done.

Thanks in advance for any help. My sanity depends on it!

I’ve been down this rabbit hole before, and I can tell you it’s not as straightforward as it should be. One workaround I found that actually works is using Automate.io. It’s less known than Zapier or Make, but it has a direct integration with ClickUp that allows posting to task chats.

Here’s what I did:
I set up a trigger for when an attachment is added to a task.
I used the ‘Post to ClickUp chat’ action.
I configured it to post the attachment URL and any additional info you want.

It took some trial and error, but it’s been running smoothly for months now. The key is to use the task ID in the action to ensure it posts to the right chat.

If you’re comfortable with a bit of coding, you could also look into using ClickUp’s API with a custom script. It gives you more control, but it’s definitely more time-intensive to set up initially.

Hope this helps! Let me know if you need any more details on the Automate.io setup.

hey alex, i feel ur pain! clickup can be tricky. have u tried using the clickup API directly? might be a bit more technical but could give u more control. or maybe check out n8n - its pretty flexible for stuff like this. good luck man, hope u figure it out soon!

I’ve encountered similar challenges with ClickUp automations. One solution that worked well for me involved combining Integromat (now Make) with Slack integration. I set up a trigger for new attachments in ClickUp and then configured a method to post the image directly into a designated Slack channel. The next step was to utilize ClickUp’s Slack integration to have that message automatically appear in the task chat. Although this approach requires some extra configuration, it provides a reliable workaround. This method may need adjustments based on your specific setup, but it has proven effective in resolving the issue.