Collectively, the band members all met in 1993 while Kinna, Krass and Matthews were living in Saugeen-Maitland Hall at the University of Western Ontario and Cohen was completing the Music Industry Arts program at Fanshawe College.
Cohen and Krass had grown up friends in the Niagara Region, writing and performing under various incarnations since 1987, the two were greatly inspired by Living Colour, Guns N' Roses, GWAR, and much of the Classic Rock and Modern Punk era at the time.
Kinna and Matthews had a slightly shorter, but similar relationship living in Toronto and attending the same summer-camp, they drew their inspiration from a like, but wider range of sources.
Headstrong could be remarked as one of the last acts to enter the analog market place, as the RIAA was beginning to align legislative forces against piracy in the form of Napster roughly at the time of their signing, certainly it was the backdrop to their courtship with the label.
Prior to their arrival to the taping, it was known that the band was on the radar of many in the Canadian and US industry before this performance as they were managed in part by Andy Martin of Deep South Entertainment in Raleigh, North Carolina.
As one would expect, there is little contact between the band and their industry counterparts from the time, but the members maintain a unanimous fondness for Burrs and an almost Stockholm-ish opinion of Bendeth.
The band most recently reunited under pseudonym (The Legendary Castaways) to celebrate front-man Kinna's marriage, performing two-shows, one with The Salads at the Hard Rock Café in Toronto, Ontario.