After many performances at small venues, illScarlett went into the studio to record their first demo called the Five Dollar Demo. The demo was recorded at Metalworks Studios in Mississauga, Ontario. In 2004, the band released a full-length CD titled iLLP. Shortly after the release of ILLP, the band performed in the parking lot for the 2004 Vans Warped Tour in Barrie, Ontario. They weren’t actually scheduled to play inside the venue, but they set up their equipment beside the line where people were waiting to get into Park Place for the concert, using a generator to power their equipment. IllScarlett played an hour and a half set for the concertgoers.

Within three songs, they got word from one of their friends that Sublime’s old roadie who worked as tour security radioed the organizer of the Warped Tour, Kevin Lyman, telling him that there was a band sounding like Sublime playing in the parking lot powered by generators. Lyman asked the band to play at his private barbecue later that night; the band accepted his offer. After the band’s performance at the barbecue, Lyman extended an invitation for the band to perform a few dates on the 2005 Vans Warped Tour.

illScarlett has five major studio albums: ILLP, Clearly in Another Fine Mess, All Day With It, 1UP!, and most recently illScarlett. The album All Day With It reached gold status in Canada.