[2] The Wildcats finished the regular season with a 19–14 record (8–10 in the Pac-10), making it through to the first round of the NCAA tournament where they lost to West Virginia.
He was subsequently traded by Indiana with Ike Diogu to the Portland Trail Blazers in exchange for Jarrett Jack, Josh McRoberts and Brandon Rush on July 9.
[6] Bayless was traded by the Trail Blazers to the New Orleans Hornets in exchange for a 2011 first-round draft pick that would become Tobias Harris on October 23, 2010.
[7] Bayless was traded by New Orleans with Peja Stojaković to the Toronto Raptors in exchange for David Andersen, Marcus Banks and Jarrett Jack on November 20, 2010.
[2] In the lockout shortened 2011–12 season, Bayless set career-highs in scoring (11.4 points), assists (3.8), FG% (.424), 3P% (.423) and FT% (.852) in 31 games (11 starts).
During the season, Bayless was often relied upon to carry a significant load as he knew the system and head coach Jason Kidd's trust.
[13] On December 28, 2015, Bayless returned to the Bucks' lineup after missing 11 games with a left ankle sprain and led Milwaukee with 19 points and seven assists off the bench in a loss to the Dallas Mavericks.
[23] 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.