In Round 8 of the 2020 AFL season Serong was awarded the Rising Star nomination after being one of Fremantle's best players in their 32 point loss to Geelong,[8] and won the award overall at the season's conclusion. A thrilling Western Derby in round 22 of the 2021 AFL season saw Serong win Goal of the Year after kicking a remarkable off-the-canvas banana from an 'impossible angle' deep within Optus Stadium’s south-east pocket. He was awarded the Glendinning–Allan Medal for best on ground.[9]
The 2022 AFL season saw Serong play 22 out of a possible 24 games, missing Fremantle's Round 3 Western Derby due to a sore knee,[10] as well as their clash against GWS the following week. He was arguably best-afield during Fremantle's round 23 clash against GWS at Manuka Oval in Canberra, collecting a game-high 32 possessions, 11 clearances, eight score involvements and kicking a goal.[11] Serong again had a stand out performance the next week during Fremantle's elimination final against the Western Bulldogs at Optus Stadium, racking up 33 disposals, 10 clearances and a goal.[12] Following the 2022 season Serong was named co vice-captain of Fremantle alongside Andrew Brayshaw.[13]
In round 3 of the 2023 season, Serong won the Glendinning–Allan Medal for best on ground in the Western Derby against the West Coast Eagles with 35 disposals and 9 score involvements, and tallying a perfect 10 coaches votes.[14] Serong collected 37 disposals and was best afield during Fremantle's round 5 game against Gold Coast, which was played at Norwood Oval in Adelaide, due to the AFL's inaugural Gather Round.[15] Serong was among Fremantle's best in round 20, during their 7 point win over Geelong at Kardinia Park, collecting a game-high 29 disposals.[16] He finished the season having played all but one game and won Fremantle's Best and fairest award the Doig Medal.[17] Serong was awarded his first All-Australian selection at the season's end named on the interchange bench of the 2023 All-Australian team.[18] Serong was also the league leader in disposals with 675 across 22 games and an average of 30 disposals a game.[19]
Fremantle's opening match of the 2024 AFL season saw Caleb break the Fremantle Football Club record for most disposals in a single game, tallying 46 disposals against the Brisbane Lions at Optus.[20] He was again one of Fremantle's best players the next round against North Melbourne at Marvel Stadium, collecting 35 disposals and eight clearances.[21] The fourth round saw Fremantle travel east for a two week stint in Adelaide, first facing Carlton in the AFL's annual Gather Round, and Port Adelaide the following week. Serong collected a club record 17 clearances and 37 disposals in round eight during Fremantle's 24 point win over the Western Bulldogs at Optus.[22] Serong won the Glendinning–Allan Medal for best on ground in Western Derby 59 collecting 32 disposals, 10 clearances and kicking a goal.[23] He played his 100th game the next week against the Essendon Bombers at the MCG. He broke the league record for most consecutive games with 20 or more disposals during the match with 71 consecutive games, the record was previously held by Jack Macrae at 70 games.[24][25] After the 2024 season, Serong was selected once again for a spot in the All-Australian team and also won his second Doig Medal, joining fellow Fremantle greats Peter Bell, Matthew Pavlich and Nat Fyfe as back-to-back winners of the Fremantle best & fairest award.[26]
^The 2020 season was played with 17 home-and-away matches per team (down from 22) and 16-minute quarters with time on (down from 20-minute quarters with time on) due to the impact of the COVID-19 pandemic.