New York Red Bulls On January 21, 2018, Stroud was drafted in the fourth round (83rd overall) of the
2018 MLS SuperDraft by
New York Red Bulls. On March 15, 2018, Stroud signed with
New York Red Bulls II of the
United Soccer League. Stroud was named to the league's team of the week bench for his performance on June 9, 2018, in which he recorded his fifth assist of the season in a 4–2 victory over
Charlotte Independence. On July 13, 2018. Stroud scored the first three goals of his professional career in a 5–1 victory over
Richmond Kickers. On July 28 he opened the scoring for New York in a 2–2 draw with
Tampa Bay Rowdies. Stroud ended his first season at the club scoring 7 goals and providing a team leading 11 assists. Stroud had another strong season with
New York Red Bulls II in 2019 scoring a team leading 15 goals and 9 assists. At the conclusion of the season he was named to the USL Championship All-League First Team. On January 7, 2020, Stroud made the move to the
New York Red Bulls first team roster in
MLS.
Austin FC On December 15, 2020, Stroud was selected by
Austin FC in the
2020 MLS Expansion Draft. On November 3, 2021, Stroud scored his first MLS goal for Austin FC against Sporting Kansas City. After initially having his contract option declined at the end of the 2021 season, Stroud re-signed with the club on December 17, 2021.
St. Louis City SC On November 7, 2022, he was traded to
St. Louis City SC in exchange for $100,000 of
General Allocation Money.
D.C. United On December 12, 2023, Stroud and
Lucas Bartlett were traded to
D.C. United along with $300,000 of
General Allocation Money in exchange for midfielder
Chris Durkin. In his first season with D.C. United, Stroud recorded 10 assists, his most in a single season since joining MLS. ==Personal life==