 On May 27, 2019, Douglass recorded a season-high 16 points, shooting 4-of-5 from three-point range in a 72–85 playoff loss to Maccabi Tel Aviv.On July 27, 2019, Douglass signed a one-year deal with Maccabi Ashdod.In June 2018, Douglass joined the Big X, a team composed of former Big 10 players, in The Basketball Tournament 2018.