Confirm that you setup SQL agent to use the profile created in database mail. For example:
Attached screenshot1.jpg: Profile, "questtest", as seen in database mail. Note that 'Account Name' is "Ben".
screenshot2.jpg: SQL agent setup to use that "questtest" profile (which you have already tested works via the “send test email” process)
screenshot3.jpg: Litespeed must also use the correct operator. Operator selected in Litespeed is "Ben".
screenshot4.jpg and screenshot5.jpg: Operator "Ben" with email address defined in SQL agent.