After being selected by the Trail Blazers with the 24th overall pick in the 2018 NBA Draft, Simons appeared in 20 NBA games and four G-League contests as a rookie. At the NBA level, Simons averaged 3.8 points per game and shot 44.4 percent from the field, including 34.5 percent from three. In the G-League, the 19-year-old scored 17.8 points in just 22.8 minutes per contest. Simons played sparingly for the Trail Blazers, but he logged a full 48 minutes in the final game of the regular season on April 10 against Sacramento. In that game, Simons went for a career-high 37 points on 13-of-21 shooting. He hit seven of 11 three-point attempts and added nine assists, six rebounds and one steal.
June 21, 2018Drafted by the Portland Trail Blazers in the 1st round (24th pick) of the 2018 NBA Draft.
July 2, 2018Signed a multi-year rookie contract with the Portland Trail Blazers