Born in Jupiter, Kirkwood began karting at a young age, often competing alongside fellow Jupiter native Oliver Askew. Throughout his karting career, he amassed multiple titles, including the AM Engines Formula Tag Junior championship in 2012, the SKUSA SuperNationals XVII - S5 Junior championship in 2013 and back-to-back wins at the Florida Winter Tour in 2015 and 2016.
In 2015, Kirkwood made his single-seater debut in the F1600 Championship with Chastain Motorsports, taking victory in the season opener at Road Atlanta. In 2016, Kirkwood joined the inaugural Formula 4 United States Championship with Primus Racing, claiming a win at Mid-Ohio and finishing third in the overall standings. Following his performance in Formula 4 United States, he returned to the Formula Ford scene to represent Team USA in the Formula Ford Festival and Walter Hayes Trophy event, finishing seventh and fourth overall in both respective events.
In August 2018, Kirkwood joined Abel Motorsports to contest the inaugural season of F3 Americas. The season saw him claim fifteen of the seventeen race victories on offer and seal his third consecutive championship at NOLA with a round to spare. In 2019, he made a one-off appearance with RP Motorsport in the season finale of the Euroformula Open Championship at Monza, which saw him take a best-placed finish of sixth in race two.
Kirkwood graduated to Indy Pro 2000 in 2019, selecting RP Motorsport Racing as his team. After faltering in earlier rounds, Kirkwood took his maiden victories in both races at Road America. From the second race at Toronto onwards, Kirkwood dominated the season and won his fourth consecutive title at the season finale in Laguna Seca despite being taken out by Danial Frost.
Throughout 2021, Kirkwood was viewed with significant interest by different teams in the IndyCar Series paddock. As part of winning the Indy Lights championship, Kirkwood was guaranteed to compete in three IndyCar races in 2022, including the 2022 Indianapolis 500. On November 10, 2021, it was announced that Kirkwood would drive the No. 14 entry full-time for A. J. Foyt Enterprises during the 2022 IndyCar Series season. He had a best finish of tenth at Long Beach, and ranked 24th in points.
On June 1, 2022, Kirkwood and Andretti Autosport announced he would return to the Andretti stable for the 2023 season to replace the departing Alexander Rossi.
With the 2020 Indy Lights season cancelled due to the COVID-19 pandemic, Kirkwood drove four races in the IMSA Prototype Challenge and also joined AIM Vasser Sullivan Racing for a limited GTD schedule.
This article is based solely on the supplied corpus. No external sources were consulted. Information regarding the Road to Indy series was sourced from Wikipedia articles on Indy NXT (https://en.wikipedia.org/wiki/Indy_NXT), the 2026 IndyCar Series (https://en.wikipedia.org/wiki/2026_IndyCar_Series), and the IndyCar Series (https://en.wikipedia.org/wiki/IndyCar_Series).
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