In the offseason, following a playoff loss to the eventual champion Chicago Bulls, Jackson signed with the San Antonio Spurs, who had suffered a lottery season the previous year but featured superstar David Robinson and the first pick in the 1997 draft, Tim Duncan. The 1997–98 season would prove to be a personal best for Jackson, as he started in 45 of 82 games and averaged a career-high 8.8 points a game and a new career high of 112 three-pointers for the year. Jackson also saw his most significant playoff action, as the Spurs won in the first round of the playoffs before losing in the conference semifinals. Jackson started in 8 of 9 playoff games and increased his scoring average to 10.2 points for the postseason.