Automation Troubleshooting - Bad Expression for Filter?

[mykrobinson]

I am trying to create an automation to push a message to Google Chat when a patient is flagged for CCM (chronic care management).

I have performed similar tasks in the recent past but am not sure why this one seems to not be firing off.

My criteria for the event: If the patient was not previously flagged for CCM but that flag has been enabled (the column is [Nonmedical Flags] and is an enum list, currently set to Quick Edit on the view in question), trigger a webhook to facilitate the chat menu.

My condition looks like this:

AND(
NOT(IN("CCM",[_THISROW_BEFORE].[NonMedical Flags]))
,
IN("CCM",[_THISROW_AFTER].[NonMedical Flags])
)

this looks correct to me, but when i check the Monitor, i don't see the automation being triggered at all.
what am i missing here?