Being in the US Navy, the Pringle family spent time in Korea and Japan. Stanley started playing basketball in a Japanese youth Navy league at the age of six. Because his basketball talent and skills were beyond those of his age group abroad, Stanley competed against older kids. After moving back to Virginia with his family, he was picked up by the Virginia Beach Heat, a local Amateur Athletic Union team coached by Steve Strausbaugh and Norman Hassell. Pringle was the starting point-guard of Landstown High School in Virginia Beach for four years. As a senior, he averaged 18.3 points and 6.1 assists per game to lead his team to a 22-3 record and the Virginia Class AAA state tournament final. For these exploits, he was named first-team all-state by the coaches, second team by the Associated Press, and was named the Virginia Beach Player of the Year. Pringle scored 1,100 career points in his high school career and was the captain of the team for two years.
College career
Pringle spent his first two years of college basketball at Pasco-Hernando State College, being the team captain under coach Bobby Bowman. As a freshman, he led the Conquistadors to a third-place finish on a 15-15 record in the Suncoast Conference. This with per-game averages of 16.5 points and 3.8 assists earned him 2006 Suncoast Conference Freshman-of-the-Year and first-team all-conference honors. As a sophomore, he was 2007 Suncoast Conference Player-of-the-Year, first-team Florida Community College Athletic Association All-State selection, and earned an honorable-mention National Junior College Athletic Association All-American for leading his team to a 19-12 record on 18.9 points, 5.5 assists, 5.0 rebounds, and 1.2 steals per game. He then transferred to play two years at Penn State. For the 2007-2008 season, Pringle played in all 31 games, starting 12 of them. He averaged 6.9 points and 2.3 assists per game, shot a team-best 40.9 percent from three-point range, and had seven double-digit scoring games. In 2008-09, Pringle helped his team win the National Invitation Tournament while averaging 12.75 points, 3.1 rebounds and 2.8 assists while shooting 45.3% from the field and ranking 6th in the Big Ten in three point shooting percentage with 45%. Described as one of the quickest and fastest players in the conference, Pringle had his team's highest vertical leaping ability at 37 inches and won a pre-season Nittany Lion slam-dunk contest. In 2008, Pringle was charged by the Penn State Police for an incident involving public masturbation. He graduated in 2009 with a degree in Labor Studies and Employment Relations with a concentration in Human Resources.
Professional career
In 2009, Pringle tried out in a camp for Filipino-American prospects of the Smart Gilas-Philippine national basketball team in Las Vegas. Shortly after, he signed up with the Leuven Bears in Belgium. He spent the next season with Siarka Tarnobrzeg in Poland, where he averaged 12.3 points, 3.3 rebounds, 2.5 assists and 2.4 steals per game. Pringle then played for Dnipro Azot in Ukraine, averaging 15.0 points, 4.6 assists, 3.5 rebounds and 1.3 steals per game. In 2012, he played for the Indonesia Warriors, leading them to the championship with 18.6 points, 4.8 rebounds and 6.2 assists per game. In 2014, Pringle decided to apply for the 2014 PBA draft. He was predicted by many sports analysts to be that year's first overall selection. In August 24, he was picked by GlobalPort Batang Pier who held the first pick. At age 27, he was also the oldest player to be picked first overall in the PBA draft until 28 year old Christian Standhardinger was drafted by the San Miguel Beermen three years later. Pringle won the 2015 Rookie of the Year award in the PBA. On June 22, 2018, he scored a career-high 50 points including 9 three-pointers in a 133–115 win against Columbian Dyip. In June 2019, Pringle was traded to Brgy. Ginebra and was a vital part of the team where they won the 2019 PBA Governors' Cup championship. He averaged 18.4 points a game in the Finals series.
International career
Pringle debuted for the Philippine national basketball team on the 2018 Asian Games Mens Basketball which finished fifth place. Pringle is not eligible to play for the Philippine national basketball team as a local player under FIBA guidelines since he failed to secure a Philippine passport before he turned 16 years old. As a holder of a Philippine passport, Pringle is eligible to play for the country's 3x3 side as a local unlike in the full 5-a-side national team which has stricter requirements. In June 2018, Pringle debuted for the country's 3x3 basketball national team which played in the 2018 FIBA 3x3 World Cup in Bocaue.