Timeline

Legacies: Season 1

 * Gabriel is now 17 years old. It has been a year since his father's death and only returned to school about two months prior to the beginning of the series. He is now best friends with Theo Raeken, with whom he shares a room back at the school
 * He and Alaric go to Atlanta, Georgia, to recruit a new werewolf student named Rafael Waite and meets his foster brother, Landon Kirby, an old acquaintance of Gabe's.
 * At the end, Gabriel jumps into Malivore where he spends a year being tormented by countless monsters and realistic illusions before eventually escaping and learning that only a month has passed.

Legacies: Season 2

 * He intends to leave but is stopped by a monster which he then kills after enrolling at Mystic Falls High School. Everyone's memories of him are eventually returned by Josie.
 * Josie is later consumed by a parasitical magical force similar to the Hollow that manifests as an evil version of Josie. Gabriel is forced to go inside her mind and save her by destroying her evil self, but his subconscious is paralysed.
 * Malivore possesses Landon and Gabriel is forced to lock him in a Prison World before escaping through Malivore's last portal, which kills both Landon and Malivore, as well as releases all of their monsters and erases everyone's memories of Gabe yet again.
 * This time he decides to leave and is drawn to Beacon Hills.