Haywood Highsmith is an American professional basketball player. He most recently played for the Miami Heat in the NBA. Born in Baltimore, Highsmith played college basketball at Wheeling Jesuit University, where he earned NCAA Division II Player of the Year honors in 2018 during his senior year.
In 2014, Haywood Highsmith began attending Wheeling Jesuit University (now Wheeling University) to play basketball for the Wheeling Jesuit Cardinals.
In 2018, Haywood Highsmith concluded his four seasons playing basketball for the Wheeling Jesuit Cardinals.
In 2018, Haywood Highsmith was named the NCAA Division II Player of the Year for his performance with the Wheeling Jesuit University Cardinals.
On January 8, 2019, Haywood Highsmith signed a two-way contract with the Philadelphia 76ers and made his NBA debut the same day, scoring three points in a win against the Washington Wizards.
On June 24, 2019, Haywood Highsmith was waived by the Philadelphia 76ers.
In 2019, Haywood Highsmith re-joined the Delaware Blue Coats for the 2019-20 season.
On September 4, 2020, Haywood Highsmith signed with the Crailsheim Merlins of the Basketball Bundesliga.
On July 27, 2021, Haywood Highsmith signed with Vanoli Cremona of the Italian Lega Basket Serie A (LBA) with an NBA exit option.
On December 30, 2021, Haywood Highsmith signed a 10-day contract with the Miami Heat via the hardship exemption.
On January 9, 2022, Haywood Highsmith was reacquired by the Delaware Blue Coats.
On February 15, 2022, Haywood Highsmith signed a standard 10-day contract with the Miami Heat.
On December 20, 2022, Haywood Highsmith scored a career-high 18 points in a game against the Chicago Bulls.
On August 8, 2025, it was announced that Haywood Highsmith had suffered a meniscus tear in his right knee during a training session and would be out for 8-to-10 weeks after surgery.
On August 15, 2025, Haywood Highsmith was traded to the Brooklyn Nets.
On February 5, 2026, Haywood Highsmith was waived by the Brooklyn Nets.
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