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Naturally-occurring data on 53 anonymous suspects, who were active on the Dark Web and had come to police attention in the United Kingdom (UK), were sampled. Analysis of the data yielded 462 features that could be coded reliably. Analysis of these features provided novel insights into suspects\u2019 characteristics, their motivations for using the Dark Web, the nature of the offending behavior they reported engaging in, their technical and security precautions, sexual interests, and the content of their interactions with one another. 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