Brian's Time was a late bloomer and raced only twice as a two-year-old, breaking his maiden in his second attempt. The Roberto colt placed second at
Gulfstream Park in a very strong field of sophomores in an allowance race in the winter of his three-year-old season, so his trainer,
John M. Veitch, gave him a shot in the grade two
Fountain of Youth Stakes. In that race, he faced stakes winners and colts that had won three to five previous starts. He finished fourth, but came back to race in a grade one
Florida Derby against ten other three-year-old colts. He won against stiff competition, including
Forty Niner and Notebook. Three weeks after the Florida Derby, Brian's Time placed third in the
Jim Beam Stakes at
Turfway Park in Florence, Kentucky. His trainer and his owner, Joan Phillips, were encouraged by his Florida Derby finish and decided to enter him in the 114th
Kentucky Derby in 1988. In that race, Brian's Time broke poorly and was badly outrun going into the first turn, being bumped several times in close quarters. He was dead last in the field of 17 and was forced widest of seven around the first turn. Coming out of the far turn at
Churchill Downs, Brian's Time closed from seventeenth to sixth. Filly Winning Colors won that day. == Preakness Stakes ==