*Club domestic league appearances and goals, correct as of 23:30, 29 October 2024 (UTC) ‡ National team caps and goals, correct as of 23:24, 19 November 2024 (UTC)
In June 2023, Cuéllar transferred to Club Always Ready halfway through the season, in a deal involving the trade of another player.[2] On his debut on 25 June, he scored the first goal of a 2–0 home win over Club Blooming;[3] in his next game on 9 July he scored from 35 metres in a 3–1 comeback win over Club Aurora at the Estadio Municipal de El Alto.[4]
Cuéllar made his debut for the Bolivia national team on 27 August 2023 in a 2–1 friendly loss to Panama in Cochabamba. He played the first 64 minutes before being replaced by Julio Herrera.[7][8] On 8 September, he made his competitive bow in a 5–1 loss away to Brazil in the 2026 FIFA World Cupqualifiers; he came into the game in place of Diego Bejarano around the hour, and was praised for his performance by manager Gustavo Costas.[9]
Cuéllar was named in the 29-man preliminary squad for the 2024 Copa América in the United States.[10] On 15 June, in a pre-tournament friendly against Colombia, he committed a foul on Luis Díaz that caused a brawl that led to a player on each team being sent off, though Cuéllar received only a yellow card.[11]
In Bolivia's first game of the tournament, Cuéllar debuted as a half-time substitute with his country losing 2–0 to the United States at the AT&T Stadium; there were no more goals from either side.[12] He then started in defence in further defeats to Uruguay and Panama in a group-stage elimination.[13][14]