As a youth, he played tennis at the Hacoaj JCC sport club.
In 2010 at the age of 17 he won the Bolivia F3 Futures (CL), and in 2011 he won the Chile F14 Futures (CL). In 2012, Schwartzman won titles at the Peru F2 Futures (CL), Argentina F11 Futures (CL), Argentina F14 Futures (CL), Argentina F20 Futures (CL), Argentina F21 Futures (CL), Argentina F22 Futures (CL), and Buenos Aires Challenger (CL). At the 2013 Australian Open, he lost in the final round of qualifying.
Schwartzman made his first appearance in the main draw of a Grand Slam event at the 2014 French Open; he came through qualifying before making it to the second round, where he lost to Roger Federer. He lost in the first round of the 2014 US Open to Novak Djokovic.
In the ATP Challenger Tour, he won four titles at Aix-en-Provence, Prague, Campinas, and San Juan. In the ATP Challenger Tour Finals, he won over João Souza, Simone Bolelli, and Guilherme Clezar to claim the title. At the end of 2014 he was ranked # 61 in the world.
Schwartzman's best result of the season came at the 2015 Istanbul Open, where he reached the semifinals, beating former top-ten player Jürgen Melzer along the way. In the semis he faced tennis legend Roger Federer. Schwartzman won the first set decisively, before ultimately falling 7-5 in the final set. He was also part of the Argentine Davis Cup Team, which reached the semifinals in 2015.
Schwartzman won his first-ever singles title at the 2016 Istanbul Open - an outdoor 250 clay court event. He impressively defeated established top player Grigor Dimitrov in the final, coming back to win 6-0 in the final set after losing the first set in a tie-break. Later, Dimitrov apologized for his behavior during the match, after he smashed three rackets, which ultimately led to a warning, a point penalty, and then another point penalty. The second and final point penalty came with Dimitrov down 5-0 and gave the game, set, and match to Schwartzman.
In October Schwartzman reached his second final at the 250 level, in Antwerp. He lost to Richard Gasquet 6-7, 1-6 in the final.
Schwartzman reached the 3rd round at the 2017 French Open, where he faced Novak Djokovic. He had a 2-1 set lead, but eventually Djokovic won in five sets.
In the 2017 Canadian Open the 25-year-old saved four match points to pull off a remarkable 4-6, 7-6(7), 7-5 upset of No. 3 seed Dominic Thiem (No. 7 in the world), his first-ever win over a top-10 player. As of mid-August 2017, he was leading the ATP tour in winning percentage in return games at 36 per cent (192/532), with Nadal in second place and Djokovic in fourth place.
On September 1, he defeated world No. 7, and 5th seed, Marin Cilic in the third round at the 2017 US Open to equal the biggest win of his career. On September 3, he beat world No. 20, and 16th seed, Lucas Pouille in the fourth round to reach his first career major quarterfinal. At 5' 7" (170 cm), Schwartzman was the shortest Grand Slam quarterfinalist since Jaime Yzaga (5' 7" at the 1994 US Open). Schwartzman said: "It’s not just for the big guys here."
Schwartzman’s 2017 season proved to be the best of his career to that point. He finished the year ranked world No. 25, in addition to making his first major quarterfinal; he also made two quarterfinals at the Masters 1000 level. He won 39 singles matches and earned $1,536,000 over the course of the season, easily besting his previous records of 17 match wins and $441,000 in the 2016 season. Finally, he scored his first win over a top-10 player, and then just two weeks later he racked up a second top-10 win.
In his first 17 Grand Slam tournaments, Schwartzman had only reached the 3rd round one time. However, at the 2018 Australian Open, he advanced to the 4th round, where he played world No. 1 Rafael Nadal. For the first time in his career, Schwartzman made the second week at a major for the second consecutive time, following his quarterfinal showing at the 2017 US Open. Despite going into the match with an 0-3 head-to-head record, 0-7 in sets, Schwartzman took the second set tiebreak 7-4 before eventually going down in 4 sets. By virtue of his performance, he reached a new career-high singles ranking of No. 24 on January 29, 2018.
He then went on to capture the title at the 2018 Rio Open, a clay ATP 500 level tournament, defeating Fernando Verdasco 6-2, 6-3. The Rio Open marked the biggest title of Schwartzman's career thus far. He reached a new career-high singles ranking of No. 15 on April 2, 2018, and was the first Jewish male player to break into the singles top 20 since Brad Gilbert was fourth in 1990. At the 2018 French Open, Schwartzman made it into his second Grand Slam quarterfinal. He didn't drop a set on his run to the 4th round where he faced 6th seed Kevin Anderson and managed to win in just under four hours, after coming back from two sets to love down for the first time in his career. In the quarterfinals he took the first set of Rafael Nadal, but it started raining and the next day Rafa won the next three sets. His quarterfinal showing marked his 3rd consecutive grand slam where he made it to the second week of competition.
Schwartzman participated in only two grass court events in 2018 they included Eastbourne International and Wimbledon. Although Schwartzman was the #1 seed at Eastbourne, he fell in the first round to Mirza Bašić in three sets. At Wimbledon, Schwartzman got his first career grass win by defeating Mirza Bašić in straight sets before falling in the 2nd round to Jiří Veselý.
Schwartzman managed to reach the quarter-finals of the German Open, but fell to the eventual finalists, Leonardo Mayer in three sets.
Schwartzman started his 2019 season by defeating Rudolf Molleker in 4 sets and American Denis Kudla in a 5 set thriller. He was knocked out in the 3rd round by former Wimbledon finalist, Tomáš Berdych.
Following his 3rd round defeat at the Australian Open, Schwartzman participated in the 2019 Cordoba Open making the Quarter-finals. Schwartzman went on to make the finals at the 2019 Argentina Open, a clay ATP 250 level tournament. Along his way to the finals Schwartzman defeated world #8, Dominic Thiem, 2-6, 6-4, 7-6. Schwartzman lost in straight sets to Marco Cecchinato in the finals. Schwartzman was unable to defend his title at the 2019 Rio Open retiring in the second set with a right leg injury in the 1st round. Schwartzman defeated Kei Nishikori in the Quarterfinals of the 2019 Italian Open before being defeated by Novak Djokovic in three-sets.
Schwartzman then captured the title at the 2019 Los Cabos Open, defeating Taylor Fritz in the final, 7–6(8–6), 6–3, marking his first-ever title at a hard
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