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On 6 January 2020, De Rossi announced his retirement from professional football citing family reasons for his decision. Boca eventually finished the 2019–20 season as Primera División champions.

On 14 May 2019, Roma announced that they would not renew De Rossi's contract, and that he will leave the club at the end of the 2018–19 season, after 18 seasons with the team. He made his 616th and final appearance for the club on 26 May in a 2–1 home win over Parma, making him the club's second-most capped player of all time, after Totti.

While still at Roma, De Rossi expressed his lifelong admiration for Argentine club Boca Juniors and its fans, which led to speculation surrounding a future move to the club, which were also fueled by the presence of former teammate Nicolás Burdisso as the club's sporting director. Negotiations started following his departure from Roma and he was officially signed by Boca on 26 July 2019 on a one-year contract. On 13 August 2019, De Rossi made his debut for Boca Juniors against Club Almagro in the Copa Argentina, marking the occasion by scoring his first goal for the club in an eventual 1–1 draw; Boca Juniors were ultimately eliminated from the competition, however, following a 3–1 loss on penalties. He made his Primera División debut on 19 August, starting in a 2–0 home win over Aldosivi at La Bombonera. He made his debut in the Copa Libertadores on 28 August, coming on as a second-half substitute in a 0–0 home draw against L.D.U. Quito, which saw Boca progress to the semi-finals of the competition following a 3–0 win on aggregate; Boca were eliminated in the following round, after a 2–1 aggregate loss to domestic rivals River Plate, a tie in which De Rossi did not appear, however.

Following Francesco Totti's retirement, De Rossi inherited the captain's armband ahead of the 2017–18 season. On 10 April 2018, he scored from the penalty spot during a 3–0 Champions League win over FC Barcelona to help Roma overturn a 4–1 deficit from the first leg. The result was the joint-second largest comeback in the tournament's history and saw Roma advance to the semi-finals for the first time in the Champions League era.

On 26 September 2018, De Rossi made his 600th appearance for Roma in a 4–0 home win over Frosinone, becoming only the second player after Totti to reach this landmark.

On 28 May 2017, De Rossi scored in a 3–2 home win against Genoa, which enabled Roma to finish in second place in Serie A and secure a Champions League group stage spot for the following season. On 31 May, De Rossi signed a new 2-year contract with Roma.

On 24 March 2017, De Rossi scored his 20th goal for Italy from the penalty spot in a 2–0 home win over Albania in a 2018 World Cup qualifying match; with the goal, he equalled Paolo Rossi as Italy's twelfth-highest goalscorer of all time. On 28 March, De Rossi made his 112th appearance for Italy in a 2–1 friendly away win over the Netherlands, equalling Dino Zoff as Italy's joint fifth-highest appearance holder; he was later forced off in the 35th minute, however, due to sustaining an injury, and was subsequently replaced by debutant Roberto Gagliardini.

In March 2016, he put his World Cup winner's medal in the coffin of Pietro Lombardi, who had been the kitman of the Italian national team in the 2006 World Cup.

During the 2015–16 season, De Rossi scored in a 3–1 home win over Empoli, in his 500th appearance for Roma in all competitions, on 17 October 2015. On 20 October, he scored twice in a 4–4 away draw against Bayer Leverkusen in the 2015–16 Champions League.

On 26 December 2015, De Rossi married his partner, English-born Italian actress and model Sarah Felberbaum, in a private ceremony in the Maldives; the couple had been in a relationship since 2011, and have a daughter together, Olivia Rose, born on 14 February 2014, and a son together, Noah, born on 3 September 2016.

During the 2014–15 season, De Rossi scored his first goal in almost a year on 29 October 2014 in a 2–0 Serie A win over Cesena. On 20 January, he scored the decisive penalty in extra time, which allowed Roma to overcome Empoli and advance to the quarter-finals of the 2014–15 Coppa Italia.

De Rossi was included in Cesare Prandelli's final 23-man squad for the 2014 World Cup in Brazil, the only Roma player to be selected to the national team. In Italy's 2–1 opening win against England, De Rossi had a dominant match in the Italian midfield, playing in front of the defence for the entire match. He completed the most passes of any player, after Andrea Pirlo, completing 99 passes out of 105 attempts, finishing the match with a 94 percent pass completion rate. Italy dominated the possession, and with a 93.2 pass percentage, Italy also managed to record the highest pass accuracy percentage of any team in a World Cup match since Denmark in the 1966 FIFA World Cup, completing 561 of their 602 passes. Italy lost their other two group matches 1–0, however, against Costa Rica and Uruguay, and were eliminated in the first round for the second consecutive World Cup, finishing third in their group. De Rossi also participated in the second group match against Costa Rica, but was unable to play in Italy's 1–0 loss against Uruguay due to injury.

On 4 September, under Italy's new manager Antonio Conte, De Rossi wore the captain's armband in a 2–0 friendly home win over the Netherlands in Bari, also scoring a goal from a penalty. On 16 November 2014, in a UEFA Euro 2016 qualifying match against Croatia at the San Siro in Milan, De Rossi earned his 100th cap in a 1–1 draw. On 6 September 2015, he scored from a penalty at the six-minute mark in Italy's 1–0 victory over Bulgaria in a Euro 2016 qualifying match in Palermo, and was later sent off during the match for a reactionary foul; this was his second red card with Italy, which made him Italy's most red carded player ever, alongside Giancarlo Antognoni and Franco Causio. On 31 May 2016, he was named to Conte's 23-man Italy squad for UEFA Euro 2016. On 27 June, De Rossi limped off the field in the eventual 2–0 victory round of 16 match up against Spain, which caused him to miss out on the quarter final match against Germany on 2 July, in an eventual 6–5 penalty shoot-out defeat. Many believed an unfit De Rossi would have come on just for the shoot-out, but when accused of refusing to take a kick he responded, "Do I look like the type who would refuse to step-up to the spot? ... Conte didn't ask me, and that's it. I hadn't even warmed-up during the game."

Roma started the 2013–14 season under manager Rudi Garcia winning each of their first 10 Serie A games. He scored the first goal of the season for Roma against Livorno. In the game against Napoli, De Rossi played a crucial role in the first half when the score was still 0–0; Roma went on to win through two Miralem Pjanić goals. He captained Roma after Francesco Totti was sidelined with a hamstring injury, playing three successive draws against Torino, Sassuolo and Cagliari, and slipped to second place, one point behind Juventus. On 10 November 2013, De Rossi made his 318th appearance in Serie A in a 1–1 draw with Sassuolo, equalling Roma legend Giuseppe Giannini's number of caps; the match was also his 400th starting appearance for Roma. Due to this series of draws, De Rossi admitted that he was not sure whether Roma could seriously challenge for the Scudetto in the long run, believing that both Juventus and Napoli had stronger squads with greater depth. He also stated in an interview that he was close to joining Manchester United in the summer, but the transfer did not happen because it was too late in the transfer window. He also mentioned that he was happy that he stayed at Roma for now, believing moving to United would not have been the best idea at the current time, due to Roma's solid start. De Rossi was unceremoniously sent off in the first game after the winter break against league leaders Juventus, as Roma suffered their first defeat of the season in a 3–0 drubbing on 5 January 2014. The defeat left them in second place, eight points behind the Bianconeri. On 11 May 2014, with 338 league appearances, De Rossi reached and later overtook legendary Roma goalkeeper Guido Masetti, becoming the third-highest appearance holder in Serie A history for Roma.

After having been disqualified for four matches, De Rossi returned to the pitch in the World Cup final against France, coming on as a substitute in the 61st minute, for Roma teammate Francesco Totti. After a 1–1 deadlock following extra time, the match went to a penalty shoot-out; De Rossi scored Italy's third penalty to help his team win the shoot-out, and their fourth World Cup title. At the age of 22, De Rossi was the youngest player in Italy's World Cup squad.

In June 2013, De Rossi was called up for 2013 FIFA Confederations Cup in Brazil, and he scored in a 4–3 win over Japan in Italy's second group game. The victory allowed Italy to progress to the semi-finals of the tournament for the first time in their history. Italy eventually finished the tournament in third place after a penalty shoot-out victory over Uruguay in the bronze medal match, in which De Rossi appeared.

On 10 November, he made his 117th international appearance in a 1–0 away defeat to Sweden, in the first leg of the World Cup play-offs, overtaking Pirlo as Italy's fourth-most capped player of all time; this proved to be his final international appearance. Following a 0–0 home draw in the second leg on 13 November, Italy failed to qualify for the 2018 FIFA World Cup after a 1–0 aggregate loss to Sweden. Immediately following the match, De Rossi announced his retirement from the national team. Although De Rossi did not feature during the second leg, he was at the centre of media attention due to a controversial incident which occurred while he was on the bench: when he was asked to warm up late on during the game, he appeared to protest the decision and instead pointed angrily at Napoli forward Lorenzo Insigne, a player whom the national side's manager, Gian Piero Ventura, had neither started nor brought on, in spite of pressure from the Italian media and criticism from the fans; following the match, De Rossi commented on the incident, stating: "We have this tendency to warm up three at a time, then after five minutes we change and another three go. I just said we were near the end and had to win, so send the strikers to warm up! I pointed to Insigne too. It wasn't up to me whether it was a tactical issue and the Prof [Ventura] is a lovely guy, so I'm sorry if I offended anyone. I just thought perhaps it was better that Insigne come on instead."

In February 2012, De Rossi signed a new five-year contract with Roma. Under new club president Thomas R. DiBenedetto, he became the highest-paid Italian footballer in Serie A at €10 million (gross) per annum. Roma's previous record for an Italian player was Francesco Totti (€8.9 million in 2009–10 season). De Rossi finished the 2011–12 season with 32 appearance and four goals as Roma finished the season in seventh place under manager Luis Enrique.

In the 2012–13 season, De Rossi received less playing time and featured in just 25 matches. His manager Zdeněk Zeman was often critical of De Rossi's performances, and as a result he was used with less frequency. After Aurelio Andreazzoli's arrival, however, De Rossi started playing with more regularity, although he did not manage to score any goals.

In May 2012, De Rossi was named to Prandelli's final 23-man squad for UEFA Euro 2012. Due to Andrea Barzagli's pre-tournament injury, however, De Rossi played as a central defender in a three-man defence in Prandelli's 3–5–2 formation, alongside Giorgio Chiellini and Leonardo Bonucci, during Italy's opening two group matches of the competition against Spain and Croatia, which both ended in 1–1 draws, receiving praise for his performances in the media; he was temporarily replaced by Thiago Motta and Riccardo Montolivo alongside Pirlo and Marchisio in Italy's three-man midfield. He then played a more regular midfield-role against the Republic of Ireland in the last group match, partnering with Claudio Marchisio and Andrea Pirlo. He continued to play as a midfielder against England in the quarter-final, in which Italy went through after a penalty shootout victory. De Rossi also played the entire semi-final against Germany, as Italy won the match 2–1, and also played all 90 minutes in Italy's 4–0 defeat to Spain in the final. De Rossi was included in the Team of the Tournament for his performances.

The 2010–11 season proved less successful, as Roma were defeated by Inter in the 2010 Supercoppa Italiana and finished the Serie A season in sixth place, also suffering a semi-final elimination in the Coppa Italia. On 4 February 2011, however, De Rossi was elected the best Italian Athlete of the Year, alongside swimmer Federica Pellegrini, by the Foreign Press Association in Italy.

De Rossi scored Italy's first goal of the 2010 FIFA World Cup against Paraguay, as they drew their opening match 1–1. In the second match, against New Zealand, after Italy were trailing by a goal, he drew a foul in the penalty area, from which Vincenzo Iaquinta equalised, as Italy once again drew 1–1. The decision to give the penalty was criticised by some in the media, who perceived that De Rossi had dived. Despite the controversy, De Rossi received the FIFA Man of the Match award. The defending champions lost their final match against Slovakia 3–2, and were eliminated in the first round of the tournament, finishing in last place in their group, without a victory.

Following Lippi's departure after the 2010 World Cup, in Italy's first match under new manager Cesare Prandelli, a friendly against the Ivory Coast, De Rossi was named captain, due to the injury of newly appointed captain Gianluigi Buffon, as well as the absence of acting captain Andrea Pirlo; Italy lost the match 1–0. On 7 September, he scored his tenth goal for Italy in a 5–0 home win over the Faroe Islands in a UEFA Euro 2012 qualifying match; the goal allowed him to overtake Totti as Roma's highest goalscorer with the national side.

Roma were unable to defend the Supercoppa Italiana against Inter the following season, losing the final 8–7 on penalties after a 2–2 draw following extra time. During the match, De Rossi managed a goal in regulation time, and also converted one of Roma's penalties in the resulting shoot-out. He scored his first goal in the Rome Derby on 11 April 2009, in a 4–2 "away" defeat to cross-city rivals Lazio. Roma finished the 2008–09 Serie A season in sixth place, reaching the quarter-finals of the Coppa Italia. In 2009, De Rossi was named Italian Footballer of the Year.

During the 2009–10 season, De Rossi made his 200th Serie A appearance against Lazio in the Rome Derby of 6 December 2009. He was a key player in midfield under manager Claudio Ranieri, scoring a crucial goal in a 2–1 home win over rivals Inter on 27 March 2010, as Roma went on a 24-game unbeaten streak, narrowly missing out on the league title to Inter. De Rossi also scored the decisive goal in a 1–0 win over Catania on 26 January 2010, in the Coppa Italia quarter-finals, as Roma reached the 2010 Coppa Italia final, losing out to Inter once again.

De Rossi was named to Lippi's Italy squad for the 2009 FIFA Confederations Cup, and was handed the number-10 shirt for the tournament once again. In Italy's opening fixture of the competition on 15 June, De Rossi scored against the United States in the 71st minute with a low long-range strike. The goal put Italy 2–1 up after Giuseppe Rossi had equalised, following Landon Donovan's opener from a penalty in the first half. Italy went on to win the match 3–1, after Andrea Pirlo set up Rossi for his second of the game; De Rossi was named Man of the Match. Italy lost their following two games against Egypt and Brazil, however, and were eliminated in the first round of the tournament, following a three-way, three-point tie in their group with the United States and Egypt.

After missing out on Italy's opening 3–0 defeat to the Netherlands, De Rossi featured in all of Italy's remaining matches at UEFA Euro 2008. On 17 June, he scored from a free kick which was deflected off of Thierry Henry's left boot, as Italy defeated France 2–0 in their final group match; this was his fifth international goal, and the win guaranteed Italy's progress to the quarter-finals. De Rossi was named Man of the Match. In the quarter-final penalty shoot-out against eventual champions Spain, his shot was saved by Iker Casillas as Italy lost the shoot-out 4–2 after a 0–0 draw following extra-time. He scored his first double with the national team in a 2–0 home win against Georgia on 10 September 2008, in a 2010 FIFA World Cup qualifying match.

Due to his performances and dedication at international level, De Rossi was tipped by several in the media to be a possible candidate for Italy's captainship after the retirement of Fabio Cannavaro. His ability to perform well and score in important matches and his pivotal role in breaking down the opposition's play as a box-to-box midfielder won him admiration from the Italian fans. Indeed, De Rossi scored several crucial goals for Italy in their Euro 2008 and 2010 FIFA World Cup qualifying campaigns; at the international level, De Rossi's goal ratio was much greater than at club level during this period, as he played mainly as a defensive midfielder for Roma, whereas he was able to play in more advanced positions for Italy, due to the presence of Gennaro Gattuso in the team's holding midfielder role.

De Rossi was chosen as a Pringles spokesperson for Euro 2008, along with other top European football players such as Thierry Henry, Fernando Torres, Alexander Frei, Philipp Lahm and Michael Owen. He also appears in an Adidas "Dream Big" Commercial along with Steven Gerrard, Michael Ballack and David Beckham.

De Rossi is featured on the cover of the Italian edition of EA Sports' FIFA 09 video game. The picture on the cover is taken from De Rossi's emphatic goal-scoring celebration after scoring against Internazionale in the Supercoppa Italiana in 2008.

The following season, under manager Luciano Spalletti, Roma won the Supercoppa Italiana over Serie A champions Inter, with De Rossi scoring the decisive goal from a penalty in a 1–0 victory in Milan on 19 August 2007. De Rossi also played a key role as the club defended their Coppa Italia title that season, defeating Inter once again in the final 2–1, on 24 May 2008, although they finished second in Serie A behind Inter.

He soon established himself as a permanent member of the starting line-up in the holding midfield position during the next few seasons, and was considered one of the most promising young Italian players in the league, helping Roma to a second-place finish in Serie A during the 2003–04 season, and consecutive Coppa Italia finals in 2005 and 2006. Due to his maturity, tenacity and leadership on the pitch, on 15 March 2006, De Rossi wore the captain's armband for the first time in an UEFA Cup match against Middlesbrough. Despite earning several cautions and a reputation as a hard-tackling player during the 2005–06 season, on 19 March 2006, De Rossi was praised by referee Mauro Bergonzi for fair play. Roma were trailing 1–0 in a Serie A match against Messina, when De Rossi scored a goal from a header, which had been deflected off of his hand; Bergonzi did not see the incident and allowed the equaliser to stand. However, De Rossi immediately told the referee that he had pushed the ball in with his hand, leading to the goal being disallowed. Roma went on to win 2–1, although De Rossi endured an injury to his ankle during the match, which ruled him out for two weeks. At the end of the season, he was named the 2006 Serie A Young Footballer of the Year for his performances.

In the 2006–07 season, De Rossi continued to be a decisive player for the team, scoring from 40 yards against Fiorentina on 5 November 2006, with Sébastien Frey in goal. This was the first of three goals of the night for Roma, as they won the match 3–1. He also scored the lone Roma goal in Roma's Champions League quarter-final defeat against Manchester United in the 2006–07 season. On 9 May 2007, De Rossi scored in Roma's 6–2 first leg victory of the 2007 Coppa Italia final over Internazionale, as Roma went on to win the trophy on aggregate.

De Rossi was named to Marcello Lippi's 23-man Italian squad for the 2006 FIFA World Cup, producing a notable performance in Italy's opening 2–0 win against Ghana, but also picking up a booking in the tenth minute. He started once again in the second group match against the United States; however, he received a straight red card after he elbowed Brian McBride in the face. McBride left the pitch bloodied, but returned after treatment, later receiving three stitches. The BBC stated that De Rossi had "disgraced himself with a sickening, needless elbow on Brian McBride." De Rossi later apologised to McBride, who subsequently praised him as "classy" for approaching him after the match. Because of the incident, De Rossi was banned for four matches, and was fined CHF 10,000.

De Rossi played in all of Italy's Euro 2008 qualifying games under new manager Roberto Donadoni, scoring a goal in Italy's 3–1 away win against Georgia on 12 October 2006. After Totti decided to retire from international football following Italy's victorious 2006 World Cup final, De Rossi was also given the honour of wearing the number 10 shirt. He also captained the team on three occasions: two friendly matches, against South Africa on 17 October 2007 (his first starting appearance as Italy's captain), and Portugal on 6 February 2008, respectively, and in the Euro 2008 qualifier against the Faroe Islands.

De Rossi was born in Rome. He is the son of Alberto De Rossi, former Roma player and Roma's Primavera coach. He married Tamara Pisnoli on 18 May 2006, the mother of his daughter Gaia and ex-dancer of Mediaset, Sarabanda. The couple separated in early 2009. On 29 December 2006, according to a survey for the Italian edition of Men's Health, he was named Italian athlete of the year for 2007. De Rossi made his debut for Roma wearing the number 27 shirt, which he wore for two seasons. He then switched to the number 4, which he also wore during the 2006 World Cup. With the birth of his daughter on 16 June 2005, he changed to number 16 during the 2005–06 season, which one of his idols, Roy Keane, had also worn.

De Rossi represented Italy at under-19, under-20, under-21 and senior levels, winning the 2004 UEFA European Under-21 Football Championship, and also represented Italy at the 2004 Olympics, winning a bronze medal. From his senior international debut in 2004, until his retirement from the national team in 2017, he earned 117 caps, and is Italy's fourth-highest capped player of all time. With 21 goals, he is the highest scoring midfielder for Italy post-World War II, and Italy's all-time second most prolific midfielder behind Adolfo Baloncieri. He was part of the 2006 FIFA World Cup-winning squad and has also participated at UEFA Euro 2008, the 2009 FIFA Confederations Cup, the 2010 FIFA World Cup, UEFA Euro 2012 (finishing in second place), the 2013 FIFA Confederations Cup (finishing in third place), the 2014 FIFA World Cup, and UEFA Euro 2016. De Rossi was named in the Euro 2012 Team of the Tournament for his performances. Along with Mario Balotelli and Giuseppe Rossi, De Rossi is Italy's top scorer in the Confederations Cup, with two goals. In 2009, the French sports magazine L'Équipe named De Rossi as the eighth-best midfielder in the world.

De Rossi played 16 matches for the Italy national under-21 football team and was a regular first-team member of the squad that won the 2004 UEFA European Under-21 Football Championship, scoring the opening goal in Italy's 3–0 win over Serbia and Montenegro in the final. In the same year, he also won a bronze medal in football with the Italy national football team at the 2004 Summer Olympics in Athens.

A few weeks after returning from Greece, De Rossi earned his first cap with the Italy senior squad on 4 September 2004, scoring on his international debut in a 2–1 win against Norway in a 2006 World Cup qualifying match, at the age of 21. He wore Italy's captain's armband for the first time in the second half of a 0–0 friendly draw against Iceland on 30 March 2005.

De Rossi made his professional debut with Roma during the 2001–02 season, and made his Serie A debut the following year. With the club, he won the Coppa Italia twice in 2007 and 2008, and the 2007 Supercoppa Italiana. He was named Serie A Young Footballer of the Year in 2006, and the Serie A Italian Footballer of the Year in 2009. De Rossi inherited the captaincy of Roma at the start of the 2017–18 season, following the retirement of Francesco Totti, during which he helped Roma to the Champions League semi-final for the first time in the Champions League era. At the end of the 2018–19 season, he left Roma after 18 seasons with the team. With 616 appearances for Roma in all competitions, he is the club's second-most capped player of all time, behind Totti. He subsequently joined Argentine club Boca Juniors in the summer of 2019, and retired from professional football in January of the following year.

De Rossi joined the Roma youth system from Ostia Mare, where he had played as a striker, in 2000. He made his first-team debut for Roma under manager Fabio Capello on 10 October 2001 against Belgian side Anderlecht in the UEFA Champions League. In his first season with the club, he also made three appearances in the Coppa Italia. The following season, he made his Serie A debut on 25 January 2003 against Como. Later that season, his first Serie A start, along with his first league and career goal, came on 10 May 2003 against Torino.

Daniele De Rossi Ufficiale OMRI (Italian pronunciation: [daˈnjɛːle de ˈrossi] ; born 24 July 1983) is an Italian former professional footballer who played as a defensive midfielder. He is mostly known for his time playing with his hometown club Roma in Serie A. He is also a former Italy national team player.