The film starts by reviewing the concept and the early days of phreaking, featuring anecdotes of phreaking experiences (often involving the use of a blue box) recounted by John Draper and Denny Teresi. By way of commentary from Steve Wozniak, the film progresses from phreaking to computer hobbyist hacking (including anecdotal experiences of the Homebrew Computer Club) on to computer security hacking, noting differences between these 2 forms of hacking in the process.

The featured computer security hacking and social engineering stories and anecdotes predominantly concern experiences involving Kevin Mitnick. The film also deals with how society’s (and notably law enforcement’s) fear of hacking has increased over time due to media attention of hacking (by way of the film WarGames as well as journalistic reporting on actual hackers) combined with society’s further increase in adoption of and subsequent reliance on computing and communication networks.