The horse's name is a reference to both the rock band Pink Floyd and to the character Lloyd from the television series Entourage.
[2][3] Pink Lloyd was trained by Robert Tiller, a member of the Canadian Horse Racing Hall of Fame.
When Pink Lloyd first started training, he would chase any horse who was working out at the same time, leaving him tired and sore.
Because Pink Lloyd had a tendency to kick, Tiller padded his stall with rubber to protect the horse from injury.
[5] Pink Lloyd did not race until his four-year-old season as he had trouble staying sound while reaching full maturity.
Forced wide at the break, he used his early speed to get to the front and then withstood repeated challenges to win by a length and a half.
[6] Pink Lloyd won his next two starts, both at the allowance level, before suffering his first defeat in the Overskate Stakes on October 29, finishing fifth.
[7] Pink Lloyd began his five-year-old campaign in the listed six-furlong Jacques Cartier Stakes on April 15, 2017 – opening day at Woodbine.
Put to a drive turning into the stretch, he took over the lead in mid-stretch and then held off a late run from Commute to win by three-quarters of a length.
Going off as the odds-on favorite, Pink Lloyd raced in mid-pack for the first half mile, then circled wide for an easy win.
"[15] Pink Lloyd completed the season with eight stakes race wins from eight starts – believed to be the longest stakes-winning streak ever at Woodbine Racetrack.
Tiller was somewhat concerned as the gelding had missed a workout due to weather problems and jockey Da Silva was serving a suspension.
[18] Under jockey Rafael Manuel Hernandez, Pink Lloyd settled behind the early leader Conquest Enforcer, who completed the first quarter mile in 21.96 seconds.
Pink Lloyd then made a powerful move rounding the far turn to take control, drawing away to win by three-quarters of a length while setting a new track record of 1:08.05 for six furlongs.
Reunited with Da Silva, he broke quickly but was soon passed by Marten River, who completed the first quarter mile in 22.70 seconds.
Pink Lloyd then moved back to the lead, withstood a challenge from Lokinforpursemonee around the far turn, and drew off to win by 6+1⁄4 lengths.
[23] He followed up on August 29 with a win in the Kenora Stakes when he overcame a poor start to catch Circle of Friends in the final strides.
When the race finally began, Pink Lloyd settled in mid-pack and failed to respond when they turned for home, finishing fifth.
Carrying top weight of 124 pounds (56 kg) in a field of twelve, Pink Lloyd broke well and rated behind a fast early pace.
[33] Pink Lloyd made his final start of the year as the 3-5 favorite in the Kennedy Road Stakes on November 23.
[36] On June 25, 2020, he won the Jacques Cartier for a record fourth time, pulling clear down the stretch to win by two lengths.
"[40] Pink Lloyd made his next start in the Vigil Stakes on September 5, going off as the even-money favorite in a field of nine while carrying 128 pounds.
[42] Pink Lloyd was given some rest after the race, then made his final start of the year in the Kennedy Road Stakes on November 21.
"[45] Pink Lloyd made his 2021 debut in the Jacques Cartier Stakes, which was held on June 20 because of the delayed re-opening of Woodbine due to the COVID-19 pandemic.
Since there were no other speed horses in the field, Pink Lloyd went to the early lead and set a moderate pace of :23.83 for the first quarter-mile.
Lucky Curlin closed to within a head in midstretch but Pink Lloyd then pulled away to win by three-quarters of a length.
"[49] Pink Lloyd made his next start on November 7 in the Ontario Jockey Club Stakes, going off as the 2-5 favourite in a field of six.
Pink Lloyd closed steadily and drew away in the final strides to win by half a length over Richiesinthehouse with Clayton a further head behind in third.
"[51] Pink Lloyd was named the Canadian Champion Sprinter for the fifth year in a row at the 2021 Sovereign Award ceremonies.
Although LongRun specializes in matching retired Thoroughbreds with new owners for a second career, Pink Lloyd will be a permanent resident of the farm.