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Can a workflow not remove buttons that I added within the same workflow? I only see the ability to remove standard buttons.

I normally just make the criteria on the button addition specific to what it needs to be to show

Instead of trying to add a second action to remove that button

Hmm, what do you mean? I'll try to replicate that. I have a button that acts as a override approval with approval status changing when hitting the button or by using a saved search filter (collecting approval email) and the button will disappear if you click it, but not when it changes states by the other way (saved search).

Well - for example - if I have a button that needs to show to approve it - I make the condition that status is unapproved

Then it doesn't add the button after it's been used.