On March 12, 1999, Brandon was traded to Minnesota in a three-team, nine player trade that sent Sam Cassell to Milwaukee and Stephon Marbury to the New Jersey Nets. Paired with Kevin Garnett, Brandon helped lead Minnesota to their first 50-win season in 1999-2000 with averages of 17 points, 9 assists and 2 steals per game. However, he was often plagued by injuries and on February 13, 2002, he was placed on the injury list by the Timberwolves, from which he did not return. It was during his stint with the Timberwolves that Brandon would get to team up and mentor Chauncey Billups. On July 23, 2003, Brandon was traded to the Atlanta Hawks for salary cap purposes. He was waived by the Hawks on February 17, 2004, two years and 13 days after his last game, and he subsequently announced his retirement. Brandon finished his career averaging 13.8 points, three rebounds, 6.1 assists and 1.58 steals per game, and came within six points of scoring 10,000 in his career. His career-high for assists registered in a game was 16, which he accomplished five times. He was inducted into the Oregon Sports Hall of Fame in 2006. Brandon now runs the Terrell Brandon Barber Shop on Portland's Northeast Alberta Street, which is frequented by numerous NBA players. He is also a real estate developer and serves as CEO for Tee Bee Enterprises and Tee Bee Enterprise Music. Brandon has a son, Trevor, from a college relationship. His father, Charles, was a supply store supervisor for Oregon Health Sciences University, and was also an assistant pastor in a Pentecostal church. Brandon's mother, Charlotte, was one of the founders of Mothers of Professional Basketball Players, an organization for mothers of NBA players. Though Brandon was considered "underpaid" by NBA standards, he told his mom to retire immediately after he signed his first contract. In late February 2008, Brandon and former NFL defensive back Anthony Newman were the victims of an extortion attempt. Both Brandon and Newman received letters demanding money. Brandon and his friend, Timothy Upshaw, went along with the letter's request for Brandon to leave a bag outside of his garage with money inside (though they only placed a single dollar bill and plain paper in the bag). Bobby Hayes, the man responsible for the letters, arrived to retrieve the bag when he was confronted by Upshaw. Police were later called to the scene after a resident heard men talking about killing someone. Bobby Hayes was brought into custody and later released on bail, receiving orders not to contact Brandon, Newman or their families.