By the end of the film, it feels nearly impossible to recall any one specific detail and an uncomfortable numbness creeps in when you find yourself quizzed on what the general takeaway of the doc was. It also struggles with hyper focusing on one aspect of Silk Road's story just to delve off into a related subtopic for ten minutes and then promptly forgets about it for the rest of the run time. One example is the examination of law enforcement's opinion of the war on drugs and its relation to how Silk Road operates. The information is valuable and the way it's presented is hardly problematic, but it's unnecessary material that could have been cut for a slightly shorter, and most importantly, more concise, documentary on the primary subject, Ulbricht. The film soars with the sources they're able to secure.
Andy Greenberg is one of the main sources in the film and is the go-to journalist for anything related to the Dark Net, Silk Road or Ross Ulbricht. Winter also uses three actual Silk Road vendors, who remain anonymous with additional changes to their voices. Their presence alone adds to the authenticity and validity of the film, making it seem more sinister and authoritative than it might have otherwise. Deep Web could have been an integral part in archiving the dissonance between cryptographers and government agencies, but its inability to remain focused on one specific aspect of the gigantic conversation that is the endless possibilities of what the internet could be potentially used and wielded for, makes this promising film adequate at best.
Julia Alexander | @loudmouthjulia