Stracqualursi started his playing career in 2007 with Unión de Sunchales in the 3rd division of Argentinefootball. In 2008, he joined Gimnasia y Esgrima de La Plata, he scored his first goal for the club in a 1–0 win over Colón de Santa Fe. On 3 February 2010 Stracqualursi scored 2 goals to help Gimnasia win the Clásico Platense 3–1, ending Estudiantes' run of five consecutive victories. Stracqualursi joined Tigre for the 2010–11 Argentine Primera División season on a one-year loan with the option to buy. While Gimnasia struggled to find the net, scoring only 13 goals in total during the 2010 Apertura tournament Stracqualursi scored freely for Tigre. His 11th and last goal of the Apertura came in the postponed game with Independiente that was played on 6 February 2011. His tally of 11 goals made him the joint top scorer along with Santiago Silva of Vélez Sársfield, making him the first Tigre player ever to become top scorer in the Argentine Primera División. Straqualursi continued his good goalscoring form in the Clausura tournament with nine goals in the first ten games including a hat-trick against Boca Juniors at the Bombonera on 17 April 2011 meaning that he had scored the same number of goals as the whole Gimnasia team combined at that stage of the tournament.
In August 2011, Stracqualursi signed a season-long loan deal with Premier League club Everton and was given squad number 11. Stracqualursi made his first appearance as a substitute in a home game against Wigan. He assisted in the third goal of a 3–1 victory. Stracqualursi made his first full start for Everton in a 2–1 League Cup home victory against West Brom. He had to wait until 4 January 2012, to make his first league start as he played the full game in a 2–1 defeat to Bolton Wanderers. Stracqualursi scored his first goal for Everton against Fulham in a 2–1 victory in the 4th round of the FA Cup. In the next game Stacqualursi received a standing ovation from the Goodison Park crowd after his key role in the 1–0 win over league leaders Manchester City. He scored his first Premier League goal in a 2–0 win against Chelsea at Goodison Park on 11 February. Stracqualursi continued his good run of scoring by netting his second goal in the FA Cup and third in five games against Blackpool in the fifth round. Despite only being at the club for one season, Stracqualursi became a cult hero amongst the Everton fans due to his hard work and commitment.
In July 2012, Stracqualursi moved on a free transfer from Tigre to fellow Argentine Primera División side San Lorenzo. His first goal was the winner in a 2–1 league victory over Colónin September. When the league began its two-month winter break in December, Stracqualursi had scored seven goals and made four assists in eighteen games to help San Lorenzo to 11th in the league. In April, Stracqualursi was sent off in the 38th minute of a league match against Godoy Cruz with the score at 0–0. The match went on to finish 1–1.
