I'm having issues sending email alerts from a saved search off a custom record when a new result shows in the search. Under the email preferences subtab, I checked send email alerts when records are created/updated but this does not work. Recipients under the specific recipients subtab are also filled and have the 'Send on Update' field filled to 'Yes'.

Is the record actually “created” at the same time as it meets the search criteria? Maybe try a scheduled search if it’s older records