In https://en.uesp.net/wiki/Tamriel_Rebuilt:A_Message_from_Mister_Delagia, there's a timer that's supposed to update your journal a day after you escort the merchant Karandia Corrux to the Salty Futtocks.

However, this timer runs in the NPC's local script, meaning the journal update is likely to not appear at all until you come back to the Salty Futtocks interior. It should be moved to a global script, like the other timers that update your journal.