Complex sentence: Trained by Jack Van Berg, in 1986 Alysheba had a good but less than spectacular two-year-old season, winning only a maiden race but eventually finishing third in the Breeders' Cup Juvenile and losing the Hollywood Futurity in a photo finish.
Split into simpler sentences: Trained by Jack Van Berg, in 1986 Alysheba had a less than spectacular two-year-old season, winning only a maiden race. He finished third in the Breeders' Cup Juvenile and lost the Hollywood Futurity in a photo finish.