Tsitsipas is a former world No. 1 junior.

[13] He began playing on the ITF junior

circuit in 2013 at the age of 14. He did not play in any high-level Grade A
tournaments until the Abierto Juvenil Mexicano in November 2014, but was able to
make it all the way to the final of his second career Grade A event at the Orange
Bowl a month later.[13][14] Tsitsipas had entered the tournament ranked outside of
the top 100 in the junior rankings.[15] In 2015, Tsitsipas got his first
opportunity to play in the junior Grand Slam tournaments. In these four events, a
quarterfinal at the Australian Open was his best result.[13] He did not win any
singles finals that year, but he did have another runner-up finish at the Orange
Bowl, this time losing to Miomir Kecmanović in a third set tiebreak.[13][16] He
finished the season as the No. 14 ranked junior in the world.[17]

In 2016, Tsitsipas had a breakout year, reaching at least the quarterfinals of all
eight tournaments that he played, including all four Grand Slams.[13] He became the
top-ranked junior in the world after winning his first Grade A title at the Trofeo
Bonfiglio.[18] Tsitsipas also won the European Junior Championships later in the
year.[19] Tsitsipas's biggest title of the season came in doubles, when he
partnered with Estonian player Kenneth Raisma to win his only junior Grand Slam
event at Wimbledon.[20] He became the first male Greek to win a junior Grand Slam
in the Open Era, and the second overall after Nicky Kalogeropoulos won both the
French Open and Wimbledon in 1963.[5] Besides his doubles triumph, Tsitsipas also
had his two best finishes in the Grand Slam singles events that year, making the
semifinals of both Wimbledon and the US Open.[21][22] He ended the year as the No.
2 ranked junior in the world, behind only Kecmanović who had played several more
events.[23]Tsitsipas began playing low-level ITF Futures events in Greece in 2013
shortly after turning 15, not long after he started competing on the junior tour.
[24] He qualified for his first event on the ATP Challenger Tour at the Burnie
International in early 2015 while still 16 years old, but lost his only main draw
match to Benjamin Mitchell.[25] Tsitsipas won his first Futures title later that
year and would go on to win a total of eleven such titles, five in singles and six
in doubles, through the end of 2016.[24] He also won his first Challenger match
near the end of 2015 in Mohammedia in Morocco.[25] Tsitsipas returned to Morocco a
year later and reached his first two Challenger finals in back-to-back weeks at
Mohammedia and Casablanca.[26] This success in Africa helped him crack the top 200
later that October.[27] Towards the end of that month, Tsitsipas was granted a
qualifying wild card into the Swiss Indoors in Basel, his first ATP Tour
appearance. He defeated Rajeev Ram in the opening round, but was unable to qualify
after a loss to Robin Haase.[28]

Tsitsipas played in his first ATP main draw at the 2017 Rotterdam Open, where he
lost his debut match to the eventual champion Jo-Wilfried Tsonga.[29] He also made
his Grand Slam debut later that year as a qualifier at the French Open, but lost to
Ivo Karlović in his first match.[30] After losing in qualifying at the US Open,
Tsitsipas won his first Challenger title in Genova.[31] Overall, he qualified for a
tour-best eight events during the season, including Wimbledon and the Shanghai
Masters.[30] However, he did not win a tour-level match until the very end of the
season when he defeated fellow Next Generation player Karen Khachanov in Shanghai.
[32] At the European Open in Belgium the following week, Tsitsipas reached his
first ATP semifinal as a qualifier. During the event, he upset hometown favorite
and world No. 10 David Goffin for his first career top-10 victory.[32] With this
run, Tsitsipas became the first Greek player to be ranked in the top 100 of the ATP
rankings, accomplishing the feat at the age of 19. He also reached a high enough
ranking to be named an alternate for the Next Gen ATP Finals.[33][34][35] Tsitsipas
closed out the season with another Challenger final, this time in Brest.[36]