Spent almost a decade in the Southend United youth system before being called up to the first team in the Summer of 2017 at 17 years old. The Harlow, England native made his Southend United senior team debut in the English Football League Cup on August 8, 2017 against Newport County and then earned his first League One appearance on September 2 against Rochdale.
Recorded 61 appearances across all competitions with Southend United in two seasons and earned a call up to England’s Under-18 squad in the Summer of 2018. The 20-year-old English midfielder then earned a contract with Brentford F.C., an EFL Championship squad, on August 5, 2019. Yearwood made five appearances across all competitions with the Bees.
The New York Red Bulls have transferred Dru Yearwood from Brentford F.C. Yearwood will be a Young Designated Player and occupy an international roster slot.