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After having success at the 2019 FIBA Under-16 Americas Championship in June 2019, Montero received offers from clubs in Spain and high schools in the United States. He ultimately decided to continue his career with the Spanish club Gran Canaria. Later that month, Montero was named most valuable player (MVP) of the Basketball Without Borders Americas camp in Medellín, despite being a year younger than the other participants. In late December 2019, he averaged 21.3 points, 4.8 rebounds, four assists and 1.8 steals for U18 Gran Canaria at Adidas Next Generation Tournament (ANGT) Valencia. He was named most valuable player (MVP) of the competition after posting 30 points, six rebounds and seven assists in an 88–72 win over U18 Unicaja Málaga for the championship.

In the 2019–20 season, Montero began playing for Gran Canaria B, the reserve team of Liga ACB club Gran Canaria, in the third-tier LEB Plata. He immediately became a key player for his team. In his debut on 15 December 2019, Montero recorded 12 points, four assists and six steals in an 84–65 win over Menorca. One week later, he scored a season-high 28 points in a 97–89 victory over Benicarló On 18 January 2020, Montero collected 27 points with six three-pointers and six rebounds in a 98–82 win over Pardinyes.

In August 2019, at age 16, Montero was one of 17 players to join the Dominican Republic senior national team for training camp in preparation for the 2019 FIBA Basketball World Cup in China. He played three exhibition games for the team but did not compete in the World Cup.

In December 2018, at the Centrobasket Under-15 Championship in Hermosillo, Montero was named tournament MVP after averaging 25.8 points, eight rebounds and five assists and winning a gold medal. He helped his team win the bronze medal at the 2019 FIBA Under-16 Americas Championship in Belém. Montero led the tournament in points (30.3) and steals (3.3) per game while also averaging 9.5 rebounds and 3.2 assists. In the bronze medal game against Argentina, he recorded 49 points, 12 rebounds and six steals. He was named to the all-tournament team. In July 2018, Montero led the Dominican Republic to fourth place at the Centrobasket Under-17 Championship in San Juan, Puerto Rico. He was the tournament's leading scorer (28.2 points per game) and averaged six rebounds, 4.4 assists and 4.2 steals.

Shortly before turning 14 years old, Montero made his national team debut for the Dominican Republic at the 2017 FIBA Under-16 Americas Championship in Formosa, Argentina. In five games, he averaged 9.2 points, 3.6 rebounds and 1.8 assists per game, leading his team to fifth place and a spot in the 2018 FIBA Under-17 World Cup in Argentina. At the Under-17 World Cup, Montero was two years younger than most of his opponents but played well against the competition. In seven games, he averaged 15.4 points, 4.9 rebounds and 2.9 assists, while leading the tournament in steals (4.1 per game). He helped the Dominican Republic to ninth place, one of its best finishes in a global tournament.

Jean Claudio Montero Berroa (born 3 July 2003) is a Dominican professional basketball player for Gran Canaria B of the LEB Plata.