This Long Vigil by Rhett C. Bruno
My rating: 4 of 5 stars
Do not read the goodreads synopsis, it gives away too much of the story.
Our protagonist Orion is a „monitor“ on a generation ship with 1000 humans in a deep sleep. His sole companion is the ship‘s AI Dan. Orion does menial tasks that Dan can‘t perform himself. Dan serves as his father, friend, teacher, entertainer and sole social contact. Which is why I believe that the story premise is faulty and could never happen like this. Alas, I would spoil you, if I told you more. This is only 20 pages, so have a look yourself. Despite my reservations I enjoyed reading this story.