the rest of the season after he underwent successful surgery to repair a torn ligament in his left wrist. Bayless started the first seven games of the 2017–18 season before quickly lost his starting job and then had his thumb injury resurface. After missing six games, he returned to the rotation, but he struggled with his shot and defense. With the young talent that was emerging on the roster, Bayless found himself out of the rotation by mid-January. Bayless sat out the start of the 2018–19 season to rehabilitate a hyperextended right knee. Minnesota Timberwolves (2018–2019) On November 12, 2018, Bayless was traded to the Minnesota Timberwolves, along with Robert Covington, Dario Šarić and a 2022 second-round pick, in exchange for Jimmy Butler and Justin Patton. He made his season debut on December 21 against the San Antonio Spurs. On January 30, 2019, he recorded 19 points and a career-high 12 assists in a 99–97 overtime win over the Memphis Grizzlies. It was his first double-double since November 7, 2015, and just the fifth of his career. Career statistics NBA Regular season |- | style="text-align:left;"| | style="text-align:left;"| Portland | 53 || 0 || 12.4 || .365 || .259 || .806 || 1.1 || 1.5 || .3 || .0 || 4.3 |- | style="text-align:left;"| | style="text-align:left;"| Portland | 74 || 11 || 17.6 || .414 || .315 || .831 || 1.6 || 2.3 || .4 || .1 || 8.5 |- | style="text-align:left;"| | style="text-align:left;"| New Orleans | 11 || 0 || 13.5 || .347 || .214 || .765 || 1.4 || 2.5 || .2 || .1 || 4.5 |- | style="text-align:left;"| | style="text-align:left;"| Toronto | 60 || 14 || 22.4 || .429 || .348 || .810 || 2.5 || 4.0 || .6 || .1 || 10.0 |- | style="text-align:left;"| | style="text-align:left;"| Toronto | 31 || 11 || 22.7 || .424 || .423 || .852 || 2.1 || 3.8 || .8 || .1 || 11.4 |- | style="text-align:left;"| | style="text-align:left;"| Memphis | 80 || 4 || 22.1 || .419 || .353 || .836 || 2.2 || 3.3 || .7 || .2 || 8.7 |- | style="text-align:left;"| | style="text-align:left;"| Memphis | 31 || 5 || 21.0 || .377 || .301 || .789 || 1.9 || 2.1 || .6 || .2 || 8.1 |- | style="text-align:left;"| | style="text-align:left;"| Boston | 41 || 14 || 25.3 || .418 || .395 || .803 || 2.1 ||