Notification Automations Not Sending

I’m running into a bizarre issue where the automations I have set up to send deadline reminders, assignment notifications, new work request submissions, etc., are not actually sending, but the automations activity panel says they have. What’s weird is the notification is the only part of the automation not working. Has anyone run into this issue before? Screengrabs attached for reference

We ran into this issue after making changes to the board notifications. As it turns out, if you want “Kurt” to be notified, either he has to be assigned to the item or he will need to have “Receive all notifications” selected on the board notification settings. You should also make sure Kurt has the selected to receive notifications from automations on his notification settings (located in the user profile sections).