[1] Lemon attended Julian High School where he averaged 19 points, six assists, five rebounds and three steals per game as a senior, earning him a third-team 3A all-state pick by the Illinois Basketball Coaches Association and a second-team All-Chicago Public League.

On October 31, 2015, Lemon was selected by the Fort Wayne Mad Ants in the second round of the 2015 NBA Development League Draft.

[10] On November 2, 2017, Lemon was included in the opening night roster for Fort Wayne Mad Ants.

[13] He made his NBA debut two days later in a 124–123 overtime win over the Miami Heat, playing in four minutes that night.

[15] On December 8, 2018, the Fort Wayne Mad Ants announced that they had acquired the right of Alex Hamilton and a first round pick in the 2019 NBA G League draft from the Windy City Bulls in exchange for the right to Lemon.

In the final minute of the game, Lemon hit one go ahead basket and afterwards a go-ahead free throw.

[26] On December 30, 2021, Lemon signed with the Fort Wayne Mad Ants of the NBA G League,[27] averaging 12.3 points and 6.2 assists in 32 games.

[29] In December 2023, Lemon signed with Al-Arabi of the Qatari Basketball League (QBL) for the remainder of the 2023–24 season in Qatar.

[2] Growing up in Chicago, he always wanted to be like Derrick Rose and it shows in his game with flashy passes and hard cuts to the basket.