Hello there @fatiguely,
Are you adding the files to a files column in the subitem or to the gallery directly (opening a subitem, going to the “files” tab and adding the file there)?
Hi @Matias.Monday
Adding files to the gallery directly. I can add files to the column through the gallery view which triggers the webhook I mentioned previously, but adding columns to the gallery does not appear to have a webhook (or at least as far as I could tell).
For context, the interface I’m referencing

Hello @fatiguely,
What you said is correct then.
You can use the webhook “When a column changes, send a webhook” and choose the files column from your subitems. This webhook will be triggered if you upload the file directly to your column and also if you upload the file to your column from the gallery.
The webhook will not be triggered if you add the file to the gallery (and not to the column) and there is no webhook for that as of today.
Let me know if you have any other questions!
Cheers,
Matias