Dinwiddie set career best marks in almost every category during the COVID-19-shortened 2019-20 season -- his fourth year with Brooklyn. The 6-foot-5 guard averaged 20.6 points, 6.8 assists, 3.5 rebounds and 1.9 three-pointers over 31.2 minutes per game, which were all career highs. Dinwiddie's first 20-point game of the season was the second game of the year, on Oct. 25 against the Knicks, with Dinwiddie posting 20 points on 5-of-12 shooting. On Nov. 8 against the Trail Blazers, Dinwiddie had his first 30-point game of the campaign, posting 34 points on 11-of-18 shooting. Nov. 27 marked Dinwiddie's first double-digit assist game, which he achieved against the Celtics with 11 dimes. The guard scored a career-high 41 points, plus added five assists, on Dec. 19 against the Spurs. His career-high 14 assists, plus 26 points, happened during a victory over the Heat on Jan. 10. Dinwiddie had nine double-doubles for the season. In terms of NBA ranks, at the Mar. 12 sports stoppage, the Colorado product ranked 13th in made free-throws (347), 15th in assists (432) and 20th in usage (29.2 percent). After the NBA returned from the coronavirus hiatus, Dinwiddie did not participate in the restart. Still, he finished first on the team in points (1,318) and assists (432) and second in minutes played (1,994).

Entering his fifth NBA season, Spencer Dinwiddie earned a large role with the Brooklyn Nets and had a breakout campaign. He averaged 16.8 points (a career high), 4.6 assists, and 2.4 rebounds while shooting 44 percent from the field and 34 percent on three-point attempts. The 6-foot-6 guard finished fourth in Sixth Man of the Year voting and may have secured a top-three finish if not for a thumb injury that cost him 14 games. Dinwiddie's strong season was driven by a dominant December where he racked up 20 points and six assists per game. In the 49 games before his thumb injury, the University of Colorado product averaged 17.2 points and 5.0 assists on 46 percent shooting. That stretch also featured all four of his 30-point performances and both of his double-doubles for the season. His breakout season was enough to earn him a three-year extension with the team in December. Dinwiddie remained fairly consistent in the postseason where he averaged 14.6 points on 43.5 percent shooting. He scored double-digit points in each of the Nets' first four playoff games. Dinwiddie's Nets would lose to the 76ers in the first round of the playoffs.

2017-18 marked Dinwiddie's first full season in Brooklyn. The fourth-year guard would go on to set career-highs in games played and started while averaging 12.6 points and a personal-best - and NBA 11th-best - 6.6 assists. The Colorado product would go on to record 14 games with double-digit dimes. Dinwiddie earned a larger role and dropped the most three-point shots of his career by knocking down 141 of 433 attempts. He provided had his best game of the season by recording a double-double with 20 points and 10 assists while matching his career-high with nine rebounds in a win at Atlanta on Jan. 12. Dinwiddie racked up a career-high 12 assists five days later at home to San Antonio. He took a career-high 15 free-throw attempts and knocked down 13 on his way to a 27-point effort against Philadelphia on Jan. 31. He scored a season-high 31 while adding eight assists versus Toronto on Jan. 8. Dinwiddie would eventually register seven double-doubles on the campaign, including a 24-point, 10-assist effort versus New Orleans on Feb. 10. He'd also manage a career-high three blocks against Atlanta on Dec. 2.

The summer and fall of 2016 was professionally challenging for Spencer Dinwiddie. In June, he was traded by Detroit to the Chicago Bulls for Cameron Bairstow. On Jul. 7, he was waived by the Bulls, but re-signed with Chicago three weeks later. On Oct. 21, the Bulls acquired Michael Carter-Williams and chose to release Dinwiddie. Dinwiddie then joined Chicago's D-League squad, the Windy City Bulls, for nine games. With Windy City, the guard averaged 19.4 points, 8.1 assists, 3.7 rebounds and 1.3 made three-pointers per contest. This caught the attention of the Brooklyn Nets, who inked Dinwiddie to a three year contract in early December. The 6-foot-6 guard would spend the rest of the season in Brooklyn, appearing in 59 of 61 games. On Feb. 15, he scored a season-high 19 points and dished a season-high eight assists in a loss to the Bucks. On Apr. 8, Dinwiddie would again drop 19 points along with four assists and two steals during a win over his former Bulls' teammates. Dinwiddie would score in double-digits for Brooklyn 23 times. He also had 14 games with five or more assists. With the Nets, Dinwiddie finished with career-high game averages for points (7.3), rebounds (2.8), steals (0.7), blocks (0.4) and made threes (0.6).

Spencer Dinwiddie began the 2015-16 season as Detroit's third-string point guard behind Reggie Jackson and Steve Blake. But on Nov. 15, Dinwiddie produced a season-high 17 points and four dimes in 24 minutes during a loss to the Lakers. He'd receive significant time off the bench across the next four games before a sore left knee forced him to miss six straight contests. In December, the 6-foot-6 guard would appear in three Pistons and two D-League Drive matchups. In January and early February, Dinwiddie would raise his D-League game count to a total of 13 contests. In those appearances, the guard averaged 14.7 points, 6.0 assists, 2.2 steals and 1.2 made three-pointers per contest. Ankle issues then kept him out of action until April. He received some run during four April games, with significant playing time in two of those contests. Overall, Dinwiddie appeared 12 times for Detroit and averaged similar numbers to the previous year by posting 4.8 points, 1.4 rebounds, and 1.8 assists per contest. His Pistons finished at 44-38 and lost to Cleveland in the first round of the playoffs. Dinwiddie appeared briefly in Game 2 of that series and hit his only field goal attempt.

The 2014-15 season marked Spencer Dinwiddie's rookie season in the Association. The second-round pick split his time between the Detroit Pistons and the D-League Grand Rapids Drive. He made his NBA debut in the Pistons' opener, delivering one assist in just under eight minutes in a defeat to Denver. He continued to receive some playing time during November and December. In January, he'd join the D-League Drive to receive a boost in minutes. During seven Drive contests in that month, the 6-foot-6 guard averaged 13.0 points, 5.4 assists, 3.4 rebounds and 1.6 made three-pointers over 30 minutes per contest. On Jan. 24, he'd return permanently to the Pistons and receive more action. From that point until Mar. 31, Dinwiddie would appear in 26 games and produce 4.7 points, 3.3 assists and 0.6 steals over 14 minutes per tilt. Unfortunately, an ankle injury forced Dinwiddie to miss Detroit's final eight matchups. The guard has two more years remaining on his contract with the Pistons.