Pier Guidi began racing karts in 1994 and remained in karting until 2001, winning the Torneo delle Industrie multiple times and the Italian Junior Championship in 1997. In 2002 he progressed to single-seaters in the Italian Formula Renault series. After a two-year hiatus he moved into GT racing in 2005, winning the Italian GT Championship in the GT2 class and finishing third in the Spanish GT Championship. In 2006 he competed in two rounds of the F3000 International Masters, finished fourth in the International GT Open, and again took third in the Spanish series. At the end of 2006 he joined A1 Team Italy for the opening pair of A1 Grand Prix events.
In 2007, Pier Guidi raced in the GT1 category of the FIA GT Championship with Scuderia Playteam Sarafree, finishing ninth. In 2008 Galatasaray S.K., run by Scuderia Playteam, signed him for the Superleague Formula series, where he scored three third-place finishes and ended eighth in the championship. He returned to the FIA GT Championship for the second half of 2009, driving for Vitaphone Racing alongside Matteo Bobbi; he won the season finale at Zolder and finished fifth in the standings despite missing the first three rounds. In 2010, competing in the newly formed GT1 World Championship, he scored a lone podium in the Navarra qualifying race. The Superstars Series occupied him in 2011, yielding three podiums and ninth place.
In 2012, Pier Guidi won the Pro-Am class of the 24 Hours of Spa alongside Andrea Bertolini, Louis Machiels, and Niek Hommerson in a Ferrari 458 Italia GT3. In 2013, despite no full-time series programme, he took a GTS class win with Aleksey Basov in the International GT Open and a pole position in the Blancpain Endurance Series.
In 2014, Pier Guidi won the GTD class at the 24 Hours of Daytona with Level 5 Motorsports, alongside Scott Tucker, Townsend Bell, Jeff Segal, and Bill Sweedler; a stewards decision that initially stripped the win was reversed four hours after the finish. That year his main focus was the Italian GT Championship, where he won at Mugello and scored three further podiums. He also contested two WEC rounds for AF Corse in a Ferrari 458 Italia GT2.
In 2015, Pier Guidi ran a full season in the European Le Mans Series with AT Racing (an AF Corse offshoot) in the GTE class alongside Alexander Talkanitsa Senior and Junior, winning at Imola and finishing fifth in the championship. He also won his second Spa 24 Hours Pro-Am class with Gianmaria Bruni, Pasin Lathouras, and Stéphane Lémeret. In 2016 he returned to AT Racing in the ELMS, scoring a pole at Spa-Francorchamps and three podiums. AF Corse also entered him in the LMGTE Pro class at the 2016 24 Hours of Le Mans, but the team retired with an engine failure.
Ahead of 2017, Pier Guidi signed a factory contract with Ferrari, replacing Gianmaria Bruni at AF Corse's LMGTE Pro entry in the WEC, paired with James Calado. Seven podiums from nine races, including wins at the Nürburgring, Austin, and Fuji, delivered Pier Guidi and Calado their first world championship.
Pier Guidi and Calado returned with AF Corse for the 2018–19 WEC Super-Season. They could not defend their title, but a class win at the 2019 24 Hours of Le Mans and a victory at Silverstone placed them second in the standings.
A lone win at Shanghai resulted in fifth and sixth place for Calado and Pier Guidi respectively, the Italian having missed the final race. Pier Guidi individually won the GT World Challenge Europe Endurance Cup driving a Ferrari 488 GT3.
With Aston Martin having withdrawn from the WEC after 2020, the LMGTE Pro season became a head-to-head between the No. 51 AF Corse Ferrari of Pier Guidi and Calado and the No. 92 Porsche of Kévin Estre and Neel Jani. Porsche used fuel strategy to win at Spa-Francorchamps; Ferrari countered with a win in the Algarve. At the 6 Hours of Monza, Pier Guidi had to pit for fuel in the closing laps, handing Estre and Jani victory. Pier Guidi, Calado, and Côme Ledogar then dominated the latter half of the 24 Hours of Le Mans to win. At the 8-Hour Bahrain finale, controversy followed when Pier Guidi made contact with the No. 92 Porsche of Michael Christensen with 12 minutes remaining; Christensen had changed his racing line while braking after a failed attempt to block an LMP2 car. The stewards ordered Pier Guidi to return the position, but as he slowed on the main straight the Porsche pitted for fuel, and Pier Guidi came out ahead after his own fuel stop. The stewards did not require him to yield again; he crossed the line first and won the championship. Porsche's appeal was subsequently withdrawn, confirming Pier Guidi and Calado as two-time champions.
Also in 2021, Pier Guidi won the 24 Hours of Spa outright for Iron Lynx with a late overtake on the leading Audi of Dries Vanthoor, retaining the GT World Challenge Europe Endurance Cup crown he shared with Nicklas Nielsen and Côme Ledogar.
In the final year of the LMGTE Pro category, Pier Guidi scored the marque's sole pole at Monza and won the races in Belgium and Fuji. At the final round in Bahrain, a gearbox failure with two hours remaining dropped the car behind all other GTE Pro runners; Pier Guidi drove the remainder using fifth gear only, brought the car home ahead of the GTE Am cars that were eligible for GTE points, and secured the championship for a third time.
Ferrari entered the Hypercar class for 2023, fielding two Ferrari 499P in alliance with AF Corse. Pier Guidi was placed in the No. 51 car alongside Calado and Giovinazzi. After a disappointing seventh at Sebring and sixth at Portimão, the trio took their first podium at Spa when Calado overtook Frédéric Makowiecki on the final lap for third. At Le Mans, Antonio Fuoco took pole; Pier Guidi started second. The No. 51 crew led by nightfall, but a spin by Pier Guidi into the gravel required recovery and dropped them to fourth near midnight. They returned to the lead at the halfway mark and controlled the race into the morning; despite a late challenge by Toyota, a spin by the Toyota dropped it back. Pier Guidi crossed the line to win the centenary edition of the 24 Hours of Le Mans, Ferrari's first overall victory at Le Mans in 50 years. The No. 51 crew finished fourth in the season standings, one place behind their No. 50 teammates.
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