What defines success for ransomware actors during an attack? Breaching a victim’s network, exfiltrating valuable data, and encrypting systems are crucial components. However, the ultimate measurement of success is the actor’s ability to extort a ransom payment, which determines if they achieve their financial goals. Navigating the ransom negotiation phase, whether conducted by the victims themselves or designated recovery firms, demands a high level of expertise and a deep understanding of the attackers involved. This includes studying of the threat actor’s profile, tactics, and evolving strategies. In this complex landscape, there is no one-size-fits-all playbook for successfully managing the negotiation phase, as each ransomware group exhibits distinct behaviors and adopts new tactics shaped by many factors.

The LockBit ransomware gang is one of the most notorious organized cybercrime syndicates that exists today. The gang is behind attacks targeting private-sector corporations and other high-profile industries worldwide. News and media outlets have documented many LockBit attacks, while security vendors offer technical assessments explaining how each occurred. Although these provide insight into the attacks, I wanted to know more about the human side of the operation to learn about the insights, motivations, and behaviors of the individuals on the other side of the keyboard. To prepare for this project, I spent months developing several online personas and established their credibility over time to gain access to the gang’s operation.