Darling began his collegiate career at UAB and averaged 2.5 points per game. As a sophomore, he averaged 10.1 points per game while shooting 40.9 percent on three-pointers.[2] Following the season, he decided to transfer to the University of Delaware. On December 14, 2019, Darling scored a game-high 29 points against 20th-ranked Villanova in a 78–70 loss, after which his head coach Martin Ingelsby said he was playing like one of the best guards in college basketball.[3] As a junior, Darling averaged 21 points per game.[4] He earned first-team All-Colonial Athletic Association (CAA) honors.[5] After the season, he declared for the 2020 NBA draft while retaining college eligibility.[6] However, on August 3 he announced he was remaining in the draft and turning professional.[7]
He made his NBA debut on March 13, 2021, against the Toronto Raptors, hitting a three-pointer in the fourth quarter, and became the first Nova Scotia born player in NBA history.[10]
Agua Caliente / Ontario / San Diego Clippers (2021–present)
On February 17, 2023, Darling signed a two-way contract with the Los Angeles Clippers.[13] He was waived four days later without having played a game for the NBA team.[14] On February 23, he was reacquired by the Ontario Clippers.[15]
On October 9, 2023, Darling signed with the Los Angeles Clippers,[16] but was waived on October 20, prior to the start of the 2023–24 season.[17] Ten days later, he rejoined the Ontario Clippers.[18]