History of Gary Trent Jr. in Timeline

By Popular Timelines Editorial Team · Updated: July 16, 2026

Gary Trent Jr. is a professional basketball player known primarily for his role as a sharpshooting perimeter threat in the NBA. Drafted in 2018, he spent his early career with the Portland Trail Blazers before being traded to the Toronto Raptors, where he established himself as a high-volume three-point shooter and a disruptive defender. Following his tenure in Toronto, he joined the Milwaukee Bucks. Throughout his career, Trent Jr. has gained recognition for his streakiness as a scorer, his ability to heat up quickly from beyond the arc, and his capacity to provide significant offensive production off the bench or as a starter. He is the son of former NBA player Gary Trent, continuing his family's basketball legacy in the professional ranks.

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Full Timeline Career & Achievements

1993: Gary Trent Sr. wins gold at U.S. Olympic Festival

In 1993, Gary Trent Sr., the father of Gary Trent Jr., was a member of the U.S. Olympic Festival North Team that achieved a perfect 4-0 record and secured the gold medal.

1996: NBA Plus-Minus Stat Tracking Commencement

In 1996, the NBA officially began tracking the plus-minus statistic, which later highlighted Gary Trent Jr.'s record-setting performance in 2021.

January 18, 1999: Birth of Gary Trent Jr.

On January 18, 1999, Gary Dajaun Trent Jr. was born, marking the beginning of the life of the future professional basketball player.

Others born on this day/year

November 10, 2016: Signing Letter of Intent for Duke University

On November 10, 2016, Gary Trent Jr. officially signed his letter of intent to play basketball for Duke University. He joined a highly touted recruiting class that was ranked as the best in the nation at the time.

December 9, 2017: Scoring Milestone vs Boston College

On December 9, 2017, Gary Trent Jr. scored 25 points during a game against Boston College and successfully tied the Duke University freshman record by making six three-point shots.

2017: Senior Year Achievements and All-Star Selections

During 2017, following a successful senior season at Prolific Prep where he averaged 31.8 points, 6.4 rebounds, and 3.8 assists per game with a 29-3 team record, Gary Trent Jr. was selected to participate in the 2017 Jordan Brand Classic and the 2017 McDonald's All-American Boys Game.

2017: High School Recruiting Ranking

In 2017, Gary Trent Jr. achieved significant recognition as a five-star recruit, being ranked as the No. 8 overall recruit and the No. 1 shooting guard in his high school class by major scouting outlets including Scout.com, Rivals.com, and ESPN.

January 13, 2018: Victory Over Wake Forest

Despite dealing with an illness, Gary Trent Jr. contributed 19 points to lead Duke to a victory against Wake Forest on January 13, 2018.

January 22, 2018: ACC Weekly Honors

On January 22, 2018, Gary Trent Jr. was officially recognized as the Atlantic Coast Conference Co-Player and Rookie of the week for his performance on the court.

January 29, 2018: Double-Double Performance Against Notre Dame

On January 29, 2018, Gary Trent Jr. achieved a double-double, recording 22 points and 10 rebounds during an 88-66 win against Notre Dame.

June 21, 2018: NBA Draft Selection and Trade

On June 21, 2018, Gary Trent Jr. was selected by the Sacramento Kings as the 37th overall pick in the 2018 NBA draft, though he was immediately traded to the Portland Trail Blazers.

2018: Duke's 2018 NCAA Tournament Run

During the 2018 NCAA men's basketball tournament, Duke competed as a #2 seed in the Midwest region. Throughout the tournament in 2018, the team successfully defeated Iona, Rhode Island, and Syracuse to reach the fourth round, ultimately concluding their run with an Elite Eight overtime loss against Kansas.

2019: 2019-2020 NBA Season Performance

During the 2019 season, Gary Trent Jr. began a period of significant growth in his NBA career, eventually averaging 22 minutes and 8.9 points per game throughout the 2019-2020 season.

2020: Completion of the 2019-2020 NBA Season

By the conclusion of the 2020 NBA season, Gary Trent Jr. established himself as a developing talent, having maintained averages of 22 minutes and 8.9 points per game across the campaign.

March 25, 2021: Trade to the Toronto Raptors

On March 25, 2021, Gary Trent Jr. and Rodney Hood were traded to the Toronto Raptors in exchange for Norman Powell.

August 2, 2021: Contract Renewal with Raptors

On August 2, 2021, Gary Trent Jr. secured his future with the Toronto Raptors by signing a three-year contract extension valued at $54 million.

January 25, 2022: High-scoring performance against the Charlotte Hornets

On January 25, 2022, Gary Trent Jr. delivered an impressive offensive performance, scoring 32 points to lead the Toronto Raptors to a 125–113 victory over the Charlotte Hornets.

June 20, 2023: Gary Trent Jr. exercises player option with Toronto Raptors

On June 20, 2023, Gary Trent Jr. made the decision to exercise his $18.56 million player option, officially committing to remain with the Toronto Raptors for the duration of the 2023–24 NBA season.

December 18, 2023: First Career Double-Double

On December 18, 2023, Gary Trent Jr. reached a significant career milestone by recording his first-ever double-double, finishing the game against the Charlotte Hornets with 22 points and 10 rebounds in a 114–99 victory.

March 7, 2024: Season-High Scoring Performance

On March 7, 2024, Gary Trent Jr. delivered an impressive individual performance by scoring 30 points, which marked his highest point total for the season, though his team ultimately fell to the Phoenix Suns with a final score of 120–113.

April 5, 2024: Raptors End Losing Streak Against Bucks

On April 5, 2024, Gary Trent Jr. played a pivotal role in ending the Toronto Raptors' 15-game losing streak by scoring 31 points during a 117–111 victory against the Milwaukee Bucks.

July 20, 2024: Signing with the Milwaukee Bucks

On July 20, 2024, Gary Trent Jr. officially joined the Milwaukee Bucks by signing a one-year veteran minimum contract.

February 9, 2025: Season-High Performance Against Philadelphia

On February 9, 2025, Trent Jr. delivered a standout performance by scoring a season-high 23 points to help lead the Milwaukee Bucks to a victory over the Philadelphia 76ers.

July 8, 2025: Gary Trent Jr. re-signs with the Milwaukee Bucks

On July 8, 2025, Gary Trent Jr. officially agreed to a two-year contract with the Milwaukee Bucks valued at $7.5 million, which includes a player option for the second year of the deal.