Documentary looking at the black market website known as the Silk Road, which emerged on the darknet in 2011. This 'Amazon of illegal drugs' was the brainchild of a mysterious, libertarian intellectual operating under the avatar The Dread Pirate Roberts. Promising its users complete anonymity and total freedom from government regulation or scrutiny, Silk Road became a million-dollar digital drugs cartel.
| Actor | Role |
|---|---|
 Ross UlbrichtSelf | Self |
 Julia VieSelf | Self |
| NNele VandeginsteJulie Vie | Julie Vie |
| AAustin BerglasHead of Cyber Branch, FBI New York | Head of Cyber Branch, FBI New York |
 Liam HawleyRoss Ulbricht | Ross Ulbricht |
| AAndy GreenbergWired | Wired |
| SSteve BriscoeAustin Berglas | Austin Berglas |
| GGary AlfordIRS | IRS |
 Chuck SchumerSelf (archive footage) | Self (archive footage) |
 Ronald ReaganSelf (archive footage) | Self (archive footage) |
 Nancy ReaganSelf (archive footage) | Self (archive footage) |