Cyber risk is escalating fast, and most business leaders are still operating with outdated assumptions. This episode of Security Squawk confronts that reality head on. Ransomware is no longer limited to encrypted files and downtime calculations. Threat actors are escalating pressure tactics into the physical world, including intimidation and direct threats against employees and executives. That shift fundamentally changes the risk profile for organizations. Once physical safety enters the equation, cybersecurity stops being a technical issue and becomes a leadership, legal, and duty of care problem. Companies that are unprepared for this escalation expose themselves to serious liability, regulatory scrutiny, and reputational damage that insurance alone cannot fix. At the same time, businesses are quietly introducing new risks through personal AI agents and automation tools. These tools are often adopted without security review, legal oversight, or compliance consideration. Marketed as productivity enhancers, personal AI agents frequently operate with broad access to email, files, customer data, and internal systems. When these agents mishandle or leak data, responsibility does not fall on the software vendor or the employee experimenting with automation. It falls squarely on the business. Regulators, insurers, and courts do not accept ignorance or convenience as a defense. We also examine why extortion groups like ShinyHunters continue to succeed even as companies invest heavily in security controls. This is not about sophisticated hacking techniques. It is about business pressure. Attackers understand deadlines, brand risk, customer trust, and executive fear. They exploit supply chains, third party vendors, and disclosure obligations to force decisions under time constraints. Paying extortion may feel like resolution, but it often increases long term risk, invites repeat targeting, and complicates regulatory reporting. Throughout this episode, the focus is not on tools, vendors, or technical jargon. It is on decision making. Who owns cyber risk inside the organization? How prepared is leadership to respond when incidents move beyond IT into legal, HR, and physical security territory? And how does a board defend its actions when regulators or plaintiffs start asking questions after an incident? This conversation is designed for CEOs, business owners, board members, and senior leaders who understand that cybersecurity is inseparable from operational risk, financial exposure, and executive accountability. If your strategy relies on cyber insurance, compliance checklists, or the belief that serious incidents only happen to larger companies, this episode will challenge that thinking. Security Squawk cuts through vendor noise and fear driven messaging to focus on what actually matters to businesses making real decisions. Support the show at https://buymeacoffee.com/securitysquawk