He was selected by the San Francisco Giants in the 18th round of the 2016 Major League Baseball draft, and played with the organization through the 2022 season.

[4] However, in 2015, his sophomore year, he broke out and emerged as Miami's starting left fielder, batting .327 with four home runs and 24 RBIs in 56 games.

[7] After his junior year, he was selected by the San Francisco Giants in the 18th round of the 2016 Major League Baseball draft.

[8] He signed and made his professional debut for the Rookie-level Arizona League Giants, batting .337 with one home run, 21 RBIs, and ten stolen bases in 28 games.

In 2017, he played for the Augusta GreenJackets where he batted .223/.317/.351 with ten home runs and 45 RBIs in 107 games,[9] and in 2018, he spent a majority of the year with the San Jose Giants, hitting .258/.357/.415 with 12 home runs, 47 RBIs, and 14 stolen bases in 112 games.

[16] On March 8, 2023, the San Francisco Giants announced that Heyward had been hired to serve as the manager for one of their rookie ball teams for the 2023 season.