The day Migliore saw Willie Shoemaker win the Marlboro Cup aboard Forego on TV, he decided to be a jockey.

On May 30, 1988, Migliore suffered a near-fatal neck injury when he was thrown from Madam Alydar at Belmont Park.

Two days before the Breeders' Cup run at Lone Star Park in Texas, his horse, Paulina, fell on him.

Migliore was the recipient of the Eddie Arcaro Award from the New York Turf Writers Association as outstanding jockey in 1981 and 1985.

He won the 2003 Mike Venezia Memorial Award from the New York Racing Association for "extraordinary sportsmanship and citizenship."

Also that year, Migliore was honored at the 2003 Thurman Munson Awards Dinner by the Association for the Help of Retarded Children.

In 2005, he again won the New York Thoroughbred Association Jockey of the Year title, riding the New York-bred winners of 58 races and winning $2,246,398.

In October 2006, Migliore announced his move to the California tracks after a career spent on the East Coast.

[3] On May 4, 2010, he underwent an operation in which two plates and eight screws were inserted into his neck due to a fall from his mount, Honest Wildcat, at Aqueduct on January 23, 2010.

[6][7] Migliore joined the XBTV team in 2017 and presently works as an East Coast analyst, providing handicapping insight and interviews.