[1] Pompa named the colt in honor of the United Parcel Service (UPS), popularly nicknamed Big Brown.

[9] The new partnership sent the horse to the Palm Meadows Thoroughbred Training Center in South Florida under the care of new trainer Rick Dutrow.

[10] Unraced for more than six months, Big Brown debuted as a three-year-old on March 5, 2008, with a 12+3⁄4 length win in an allowance race at Gulfstream Park.

[10] Entered in the Grade 1 Florida Derby on March 29, Big Brown drew the outside post position in a field of twelve.

[13] In the days leading up to the Preakness, Dutrow admitted that he had Winstrol (stanozolol), an anabolic steroid, administered to his horses on the 15th of every month.

As they entered the stretch, Big Brown put in a burst of speed to rapidly distance himself from the field, winning by 5+1⁄4 lengths over Macho Again.

[16] With Dutrow referring to the injury as "just a little hiccup"[17] and with the crack stitched together with steel wire, Big Brown resumed jogging at Belmont the following Tuesday.

[18] For the Belmont Stakes, Big Brown wore a second set of stainless steel sutures on the inside of his hoof.

So Dutrow will give Big Brown his final hard workout Tuesday to breeze five furlongs without it and gallop him into the race confident the colt's tender hoof is healed.

Da' Tara won the race by 5+1⁄4 lengths while Big Brown was eased, becoming the first Triple Crown hopeful to fail to finish the Belmont.

Two weeks after the Belmont, a picture revealed a dislodged shoe on Big Brown's right hind leg that could have been the cause of his poor performance.

[23] Sportswriter Steve Haskin would write: The one agonizing aspect of the Belmont is the mystery surrounding Big Brown's performance.

Was it the deep track, the stifling heat, getting rank early in the race, the traffic and bumping going into the first turn, acting up in the holding barn, missing four days of training, possibly being dehydrated, sweating between his legs and not much on his body, breaking awkwardly, possibly getting spooked by the starter in a blue jacket and white pants standing right on the racetrack,?

[24]Big Brown returned to racing on August 3, 2008, with a win in the $1 million Haskell Invitational Handicap at Monmouth Park.

It looked as if Coal Play was going to pull off an upset, but Big Brown passed him in the final strides to win by 1+3⁄4 lengths.

While working out with stablemate Kip Deville on October 13, Big Brown sustained an injury to a hind hoof and was declared out of the Breeders' Cup Classic, and retired.

The first reported foal for Big Brown was a filly out of Impressive Attire (by Seeking the Gold) born on January 12, 2010, at Swifty Farms in Seymour, Indiana.

[26] In 2014, Andrew Cohen's Sunrise Stables and Gary Tolchin's Golden Goose Enterprises obtained a majority interest in Big Brown and announced that he would be relocated to New York for the 2015 season with a fee of $8,500.