Zapier is only triggering the first time an email is labeled, which is why follow-up messages aren’t being picked up. For the second Zap, missing attachments might be due to how they’re recognized. You can check if the trigger is set to fire for every new message in the thread, and try using different filters to ensure all attachments are captured. You might also want to explore using looping in Zapier to handle multiple attachments at once.

Hi @Niels_F 

Help links for using Gmail in Zaps: https://zapier.com/apps/gmail/help

For us to have more info, post screenshots showing how your Zap steps are outlined and configured in EDIT mode so we can see the field mappings.

A labeled email applies to all the messages in the email thread.

Zap trigger: Gmail - New Email Matching Search

You can use Gmail search operators to indicate a label: https://support.google.com/mail/answer/7190?hl=en

Zap trigger: Gmail - New Attachment

thank you, @Troy Tessalone (and @mitrio)! 

Re your point about search operators, are you suggesting that as a way to automatically apply filters to emails when they meet certain conditions? I’m currently applying the filters manually when I get the first email in a relevant thread.

And are you suggesting using New Email Matching Search instead of New Labeled Email? I’m not sure why you included that there.

Here are screenshots of the Labeled Email trigger:
 

And for the Upload Attachments trigger:

@Niels_F 

If you want to upload attachments individually, then use this Zap trigger:

Gmail - New Attachment

thank you, @Troy Tessalone. I’ve made that adjustment. Should that now capture all attachments on relevant emails?

And can you see what might be going wrong with my other Zap?

Hi there @Niels_F,

The trigger should now capture the attachments on the relevant emails. Additionally, I don’t see any issues with the other Zap setup. You can try using the “New Email Matching Search” to see if the Zap will trigger on follow up emails.

I'll be keeping an eye out for your response!