The original lineup of Spring Heeled Jack featuring Ron Ragona, Dave Karcich, John Powers, Justin Frazier, and Joe Busch was short lived due to Ragona moving to Boston, in order to play bass for Skavoovie and the Epitones.

By the time the band recorded its demo tape, the lineup consisted of Ragona on vocals and guitar, Karcich on drums, Mike Pellegrino on vocals and guitar, Rick Omonte on bass, Chris Rhodes on trombone, Pat Gingras on trumpet and James Riley on saxophone.

The band's rising popularity did not escape notice by Robert "Bucket" Hingley, founding member of The Toasters and owner of Moon Ska Records.

The friendship between the two bands would lead to the Spring Heeled Jack horn section performing on the song "Do The Devil" from the 1997 debut album by The Amazing Royal Crowns.

The addition of U.S.A. to the band's name was the result of a legal agreement with the British electronic group, Spring Heel Jack.

It was during this period that the Skalars, tour mates and friends from St. Louis, Missouri, were in need of a trumpet player to record their second album.

A third song, titled "Josie," a re-worked version of the band's single, "Jolene," was submitted for use in the Drew Barrymore film, Never Been Kissed but was rejected.

Kyle Herrman, an old friend of the band, accompanied them for several days and filmed the documentary, Mass Appeal Madness.

Their long-term goal was to continue recording music and playing shows together, without the constant need for extensive and expensive touring.

The band's original plan to play the occasional live show and possibly record new material came to a halt on April 2, 2002, when Karcich suffered a sudden cerebral aneurysm and died three days later, at the age of 28.

Dan Paternostro, Karcich's good friend from grade school, and Dave Sharma from the Skalars took his place during the performance.

A raffle was held and bands such as The Pietasters, Less Than Jake and 2 Skinnee J's donated items with all proceeds being added to a scholarship fund in Karcich's name.

Ron Ragona became the singer for Lost City Angels, and released two albums with the band before departing with guitarist, Nick Bacon, in 2006.

Ragona formed the band, The Murder Mile, along with Mike Gill and Michael Faulkner of The Damn Personals.

Shortly after the breakup of Spring Heeled Jack, Pellegrino briefly reunited with Ragona in Lost City Angels, before joining the Connecticut based band, Ladyfriend.

He is an original member of Cenzo, a band he initially formed with Karcich and former Pilfers and Bim Skala Bim member, Vinny Nobile, for a Ska For Youth benefit show to raise money for the Twin Tower Orphan Fund after the September 11 attacks on the World Trade Center in 2001.

Tyler Jones was a member of Reel Big Fish for a brief time, after the departure of previous trumpet player, Tavis Werts.

Rick Omonte remains active member of the New Haven, Connecticut music scene and has played bass for several bands including The Risley Dales, Crooked Hook, Headroom and The Mountain Movers.

Shortly after the breakup of Spring Heeled Jack, Omonte started his own promotion company named Shaki Presents and began booking underground bands for "Sundazed at Bar", a free Sunday night event at "Bar", a club in New Haven.

After almost eight years of putting on shows featuring early performances from acts such as Jack Rose and Dead Meadow, the venue canceled the concert series in December 2009.

Afterward, he was a founding member of Cenzo with Pellegrino and former Pilfers bandmates, Vinny Nobile and Carl Barc.

At the time of his death, he was a member of Avoid One Thing with Bosstones bass player, Joe Gittleman, Amy Griffin of Raging Teens and Paul Delano of Darkbuster.

On December 10, 2011, Ragona, Pellegrino and Evans reunited as Spring Heeled Jack Acoustic, for a show at Daniel Street, a venue in Milford, Connecticut.

In October 2012, the trio was joined by Nick Bacon and Seager Tennis, on keyboards and bass respectively, to perform seven shows as part of the Asbestos Records-sponsored Skalapalooza 2012 tour which also featured the Pietasters and Pilfers.

In 2013, Ragona, Pellegrino, Jones and Evans decided to reunite as Spring Heeled Jack on a full-time basis.

A second appearance was made on June 1 at Irving Plaza in New York City as part of the two-day Apple Stomp concert.

The band began the tour at Spaceland Ballroom in Hamden, Connecticut by performing both of their albums over a two-night engagement.

The revised lineup, featuring Ragona, Pellegrino, Evans, Bacon, Golan, Quartulli as well as the returning Vinny Nobile and new trumpet player, Nick Di Maria, performed at a record release party at Toad's Place in New Haven that same day.

A four-piece version of the band, featuring Pellegrino, Ragona, Evans and Golan, returned to Space Ballroom to perform at a benefit for their friend, Todd Rogers on October 7.

Spring Heeled Jack continued playing throughout 2019, culminating with a twenty-first anniversary celebration of the release of Songs From Suburbia at Toad's Place in New Haven on November 30.