Boucher had the best season of his career in 2020-21, and he set career highs essentially across the board. The big man averaged 13.6 points, 6.7 rebounds, 1.9 blocks and 1.1 assists in 24.2 minutes. He started 14 of his 60 appearances. He shot 51.4 percent from the field, 38.3 percent from three and 78.8 percent from the charity stripe. On Dec. 26 against the Spurs, Boucher double-doubled with 22 points and 10 assists while also providing a career-high seven blocks in 28 minutes. On April 2 against the Warriors, Boucher provided a career-high four steals in 25 minutes. Against the Bulls on April 8, Boucher secured career highs in both points (38) and rebounds (19) while also posting one assist, one steal and one block in 36 minutes. Boucher had 12 double-doubles. He scored at least 20 points 13 times and grabbed at least 10 rebounds 13 times. He had multiple steals in seven games and at least three blocks in 16 contests. He also had multiple assists in 18 games.

Boucher saw his role off the bench grow in his third NBA campaign (and second with the Raptors). He averaged 13.2 minutes across 62 games off the bench -- both career highs -- resulting in personal bests in points (6.6) and rebounds (4.5) per game as well as in field-goal percentage (47.2). The Oregon product delivered double-digit points on 15 occasions, including five double-doubles. He put up back-to-back double-doubles on Nov. 18 and 20, netting 11 points with 11 rebounds in just 18 minutes against Charlotte, then 14 points and 11 boards against Orlando. Boucher exceeded his old career high of 15 points five times over the course of the campaign. On Dec. 22, he set a new personal best with 21 points versus Dallas, only to exceed it three days later with 24 points against Boston. On Mar. 3, Boucher posted 19 points along with a career-high 15 rebounds against the Suns. Arguably his best game of the year came in the bubble Aug. 10 against the Bucks, when Boucher put up a career-high 25 points, 11 rebounds, two steals and two blocks. He went on to make six appearances off the bench over the course of Toronto's 11 playoff games. In Game 5 of the second round against Boston, Boucher blocked two shots, hit a three and collected four rebounds.

After a one-game cameo with Golden State the prior season, Boucher moved to Toronto for the 2018-19 campaign. He got his first real taste of NBA action with the Raptors, playing in 28 games as a reserve. His appearances came in fits and starts, as he spent the bulk of the season with Toronto's G League squad, Raptors 905. In the G League, Boucher was dominant, averaging 27.2 points, 11.4 rebounds and 4.1 blocks in 28 games. He was named the 2018-19 NBA G League Most Valuable Player and NBA G League Defensive Player of the Year, becoming the first player to win both awards in the same season. When he played with the Raptors, the Oregon product logged 5.8 minutes per contest. Despite the limited playing time, he put up per-game averages of 3.3 points and 2.0 rebounds. Defensively, he averaged almost one block per game. In the final contest of the regular season, the Raptors gave Boucher by far his most playing time. He played 24:37 that night and picked up his first career double-double with 15 points and 13 boards. That helped power the Raptors to a 20-point win over the Timberwolves.

Chris Boucher was unable to work out for teams before the 2017 NBA Draft due to his left knee injury. That led to Boucher being undrafted. But he eventually signed a two-way contract with the Golden State Warriors. On Jan. 17, he made his G League debut and scored 11 points in a loss to Reno. Boucher played in 20 G League games for the Santa Cruz Warriors and delivered per game averages of 11.8 points, 7.5 rebounds and 2.1 blocks. On Feb. 28, Boucher collected a season-high 19 rebounds during a win over the Northern Arizona Suns. On Mar. 10, the 6-foo-10 big man scored a season-high 25 points, plus 12 rebounds and three blocks, in a win over the Memphis Hustle. The rookie had three G League games in which he swatted four shots. On Mar. 21, Boucher made is NBA debut for the Golden State Warriors. He received only one minute of run and grabbed one rebound. Due to his two-way contract, Boucher was unable to join the Warriors for their extended playoff run. The Golden State Warriors made it to the 2018 NBA Finals, where they swept the Cleveland Cavaliers to win the NBA Championship.