Together with Charles Berthelot, George Scoones, and the Gastiger brothers (Maurice and Pierre), Caballero was a member of the Stade Rennais team that reached the 1922 Coupe de France final, scoring a hat-trick[1] in the semifinals against Olympique, but then losing the final to Red Star (2–0).[2][3][4][5] The following day, the journalists of the French newspaper L'Auto (the forerunner of L'Équipe) described him as "a fiery but imprecise centre-forward",[6] while those of L'Écho des sports stated that "it seemed as though Caballero was there to reap the rewards of the hard work put in by each wing".[7]
Together with Ernest Gravier, Billy Cornelius, and Georges Kramer, Caballero was a member of the Sète team that reached the 1924 Coupe de France final, which ended in a 3–2 loss to Olympique de Marseille.[8][9] He contributed to his team's first goal, shooting from close range to allow his teammate Louis Cazal to score on the rebound.[10]