[7][8] Webster was traded on June 24, 2010, to the Minnesota Timberwolves in exchange for Ryan Gomes and the rights to draft pick Luke Babbitt.

[9] Webster underwent back surgery in October 2010 and missed nearly half the 2010–11 NBA season, leading Timberwolves general manager David Kahn to charge the Trail Blazers with failure to adequately disclose a known injury.

[11] In spring 2013 Kahn's complaint was reportedly settled by the Blazers for $1.5 million just before the matter was brought to a formal hearing before the NBA.

[13] On March 16, 2013, Webster scored a career-high 34 points in a win over the Phoenix Suns, also tying another career high with seven three-pointers.

[14] In 2014–15, Webster missed the first 30 games of the season after he underwent surgery in June 2014 to repair a herniated disk in his lower back.

[16] On November 20, 2015, Webster was ruled out for the 2015–16 season after undergoing successful surgery to repair the labrum and damaged cartilage in his right hip.

In 2015, Webster co-founded EYRST, an independent record label focusing on hip hop, based in Portland, Oregon.