He was the head coach of Major League Soccer club Chicago Fire FC from November 24, 2021 until his dismissal on May 8, 2023[1] and is now the manager of the Vincentian national team.

Born in Layou, Hendrickson moved with his family to the United States at a young age and played college soccer with the Drake Bulldogs.

From 2019 to 2021, he joined the Columbus Crew as an assistant to Caleb Porter before being announced as the head coach of the Chicago Fire for the 2022 season.

Upon graduating, Hendrickson joined the amateur Des Moines Menace in 1994, where he played striker, scoring 13 goals in his first year.

Midseason, Hendrickson was cut and picked up by the Los Angeles Galaxy, where he solidified his role as a starter, and earn a reputation as one of the best wing backs in MLS.

[4] After retiring, Hendrickson joined the staff of Seattle Sounders FC, working as an assistant to his former coach, Sigi Schmid.

[6] On 24 November 2021, Hendrickson was appointed head coach at Major League Soccer club Chicago Fire from the 2022 season.

[7] On May 8, 2023, with the club in second-to-last place in the Eastern Conference through 10 matches, the Fire announced that Hendrickson had been relieved of his duties, along with assistant coach Junior Gonzalez.