Cassidy began his motorsport career in karting at the age of six, continuing in the sport until 2010. He also participated in midget races starting at eight years old.
Cassidy transitioned to Formula First championships before moving into Formula Ford in both New Zealand and Australia. In 2009, he was runner-up in the New Zealand Formula First Championship, earning Rookie of the Year honours. He repeated this success in 2010, finishing second in the New Zealand Formula Ford Championship and again being named Rookie of the Year.
In 2011, racing for Giles Motorsport in the Toyota Racing Series, Cassidy secured five podium finishes and won two of the three races on the final weekend. He finished runner-up in the championship, also earning Rookie of the Year. He also participated in the Australian Formula Ford Championship, ADAC Formel Masters, and Formula Abarth, alongside five races in the Fujitsu V8 Supercar Series. He continued with Giles Motorsport in the 2012 Toyota Racing Series.
Cassidy experienced a near miss in 2018, finishing second in both the Super Formula and Super GT championships in consecutive weeks. He then achieved a significant milestone in 2019, winning the Super Formula title and completing a ‘triple crown’ in Japanese motorsport.
Cassidy made his Formula E debut in the 2020–21 season for Envision Virgin Racing, replacing Sam Bird. His first pole position came during a wet qualifying session in Rome, but a software glitch caused him to spin out of the lead on the opening lap, and he was later pushed into the wall by Oliver Rowland, ending his race. He secured his maiden podium at the Puebla ePrix, and later in New York City, he qualified on pole but finished fourth after a move by Jean-Éric Vergne. He ended the season 15th in the standings.
The 2021–22 season saw Cassidy remain with Envision. He achieved his first Formula E victory in New York City, benefitting from countback rules after a multi-car pileup caused by a sudden rain shower. A grid penalty in the following race hampered his chances, but he finished on the podium at London and ended the season 11th in the standings.
In the 2022–23 campaign, partnered with Sébastien Buemi, Cassidy scored back-to-back podiums at Hyderabad and Cape Town. He narrowly missed victory at the São Paulo ePrix, and won the second race of the Berlin ePrix, closing the gap to championship leader Pascal Wehrlein to four points. A win in Monaco followed, after overtaking Mitch Evans. Despite a crash in Rome and a challenging Jakarta round, he won again at Portland. He secured another win on a rainy Sunday in London, finishing the season second in the championship.
The 2024 Portland ePrix proved a turning point in Cassidy’s championship campaign. Leading the race until the penultimate lap, he spun out and failed to score points in either race of the weekend. A disastrous qualifying and an accident with António Félix da Costa in London further impacted his championship hopes, ultimately resulting in a third-place finish in the season standings.
Cassidy left Jaguar TCS Racing following the end of the 2024–25 season.
In 2026, Cassidy will drive for Peugeot in the Hypercar class of the FIA World Endurance Championship. He also competed in the Deutsche Tourenwagen Masters in 2021, driving a Ferrari 488 GT3 for AF Corse and Red Bull Racing, and continued with Red Bull’s Ferrari for the 2022 season. He has also participated in the IMSA SportsCar Championship and the Asian Le Mans Series.
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