The offensive cybersecurity industry is going through significant changes that are reshaping the industry as a whole. In this talk, I will explore the entities that make up the market, their interaction with each other, the trends and events that lead us where we are today, and the challenges the industry has to face moving forward. I will start with a quick recap of the industry history and the phases it went through from the point of view of the Vendors, Supply chain, End-to-end companies, Brokers, Clearing houses, and Governments. This recap will lay the foundation to talk about the current trends, events, and challenges that shape the industry with a focus on the Government’s dilemma (regulation VS market), the future of End-to-end companies, and the role of the Supply chain. After reviewing the current challenges, I will talk about the potential applications for the supply chain and what the near-mid future might look like.