and one doubles title out of two finals at Futures level. In July, Gil entered the main draw of a Challenger tournament for the first time in Tolyatti. He played regularly at that level the rest of the season and reached his first doubles final in Bogotá. At ATP Tour level, Gil entered again in the Estoril Open doubles event and lost in the first round with Leonardo Tavares. At Davis Cup, Gil consolidated his place in the National team with 3 more participations. He won six matches out seven against Estonia, Algeria and Slovenia teams, with his only loss coming against Algeria's Lamine Ouahab. His performance contributed for Portugal's promotion to the Europe/Africa Zone Group I. In 2006, Gil made his ATP Tour debut in a singles event at the 2006 Estoril Open. After defeating David Luque-Velasco in the first round, Gil upset world no. 33 Dmitry Tursunov in the second round. He fell in the quarterfinals to then world no. 4 and eventual champion David Nalbandian. In the doubles event, Gil teamed up with Gonçalo Nicau and lost in the first round. In June, he won his first Challenger singles titles in Sassuolo and was runner-up in the doubles event at the Milan Challenger. Earlier in May, Gil played his last Futures tournaments until 2013. At this level, he added two more singles titles and one doubles title in 2006. At the Davis Cup, Gil entered two rounds. After losing his two matches against Luxembourg in the first round, he helped Portugal remain in the Europe/Africa Zone Group I for the following season with three wins over Morocco. Gil made his first attempt to enter the main draw of a Grand Slam tournament at the 2007 French Open, but lost in the final match of the qualifying rounds. He entered his first ATP tournament outside of Portugal at the Grand Prix Hassan II, where he lost in the first round to Julien Benneteau. At the Estoril Open, Gil was defeated by Richard Gasquet in the second round. The Challenger Tour remained Gil's main focus in 2007. He won one singles titles in Seville in September, and reached four doubles finals (Bogotá, Karlsruhe, Fürth and Manerbio). The 2007 Davis Cup edition was not successful for Gil, as he lost all his five matches against Georgia and Netherlands. Consequently, Portugal was relegated to the Europe/Africa Zone Group II in 2008.