Security Squawk - The Business of Cybersecurity

Bryan Hornung Reginald Andre & Randy Bryan

Security Squawk is a business podcast dedicated to helping business people fight the war against cyber criminals.

  1. 3D AGO

    Ransomware Turns Violent, AI Agents Leak Data, Extortion Still Works

    Cyber risk is escalating fast, and most business leaders are still operating with outdated assumptions.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

    31 min
  2. JAN 21

    Ireland Cyberattack Exposes a Bigger Truth & Businesses Still Aren’t Ready

    Cybersecurity failures are no longer just IT problems. They are legal, financial, and leadership failures. In this episode of Security Squawk, we break down how a ransomware attack on Ireland's Office of the Ombudsman delayed justice for citizens and what that incident reveals about preparedness, accountability, and real-world consequences of cyber risk. We start with the Ireland cyberattack that forced a key public watchdog agency to halt case processing for months. This was not a minor disruption. Systems were taken offline, legal action was required to prevent potential data leaks, and people relying on the system became collateral damage. The story highlights a hard truth. When cybersecurity fails, mission failure follows. Government or private sector, the outcome is the same. From there, we zoom out to the private sector where the warning signs are flashing red. New survey data shows cybersecurity litigation risk is rising faster than any other legal exposure for U.S. businesses. Corporate legal teams expect cyber and data privacy disputes to intensify, yet fewer of them feel prepared compared to last year. That gap tells us everything we need to know. Companies understand the risk is growing, but they are not investing or aligning fast enough to reduce it. We also examine the dangerous confidence gap in middle market firms. Nearly one in five experienced a cyber incident, yet almost all executives still believe their security posture is strong. Confidence without controls is not resilience. It is exposure. This disconnect raises serious questions about leadership accountability and how security decisions are being made at the executive level. The episode also dives into research showing that many top U.S. companies still fail basic cybersecurity hygiene. Reused passwords, outdated software, poor configuration, and unpatched systems remain common in 2025. These are not advanced threats. These are fundamentals. When organizations cannot execute the basics, the issue is not technical skill. It is culture, discipline, and leadership priority. We discuss the ongoing wave of data breaches affecting insurance, healthcare, and business services organizations, exposing millions of records. These incidents are proof that many companies remain reactive instead of proactive. Third-party risk, weak internal controls, and poor governance continue to amplify the damage. Finally, we tackle a growing blind spot. AI security governance. As businesses rapidly adopt AI tools, many still lack formal rules, oversight, or risk frameworks. Without governance, innovation turns into liability. Attackers move faster than policy, and organizations are left exposed. This episode is a wake-up call for business leaders, MSPs, IT professionals, and security decision-makers. Cybersecurity is no longer about compliance checklists or technology spend. It is about reducing real risk, protecting trust, and leading responsibly. If you want to understand why cyberattacks now lead to lawsuits, why confidence is not the same as security, and why leadership decisions matter more than ever, this episode delivers the insight you need. Subscribe, follow, and share Security Squawk. And if you want to support the show, you can always buy me a coffee at buymeacoffee.com/securitysquawk.

    36 min
  3. 12/22/2025

    Our Cyber Predictions and 2025 Proved Us Right (Mostly)

    In this annual Security Squawk tradition, we do two things most people avoid: accountability and predictions. First, we break down the top cyber-attacks of 2025 and translate them into what actually matters for business owners, IT pros, and MSPs. Then we grade our predictions from last year using real outcomes. No excuses. No hand waving. No “well technically.” Why does this episode matter? Because 2025 made one thing painfully clear. Most cyber damage does not come from genius hackers. It comes from predictable failures. Unpatched systems. Over-trusted third parties. Tokens and sessions that live too long. Help desks that can be socially engineered. And organizations that still treat cybersecurity like an IT issue instead of a business survival issue. We start with the Top 10 Cyber-Attacks of 2025 and pull out the patterns hiding behind the headlines. This year's list includes ransomware and extortion campaigns, software supply chain failures, identity and OAuth token abuse, and attacks that caused real operational disruption, not just data exposure. These stories show how attackers scale impact by targeting widely deployed platforms and trusted business tools, then turning that access into downtime, data theft, and brand damage. One of the biggest lessons of 2025 is simple: identity is the new perimeter. Many of the most important incidents were not break-in stories. They were log-in stories. Stolen sessions and OAuth tokens keep working because they let attackers bypass MFA, move quickly, and blend in as legitimate users. If your security strategy is focused only on blocking failed logins, you are watching the wrong signal. 2025 also reinforced how fragile third-party trust has become. Integrations are everywhere. They make businesses faster and more efficient, but they also expand the blast radius. When a third-party tool or service account is compromised, it can become a shortcut into systems that were never directly attacked. In this episode, we talk about practical steps like minimizing access scopes, eliminating unnecessary integrations, shortening token lifetimes, and having a real plan to revoke access when something looks off. We also dig into why on-prem enterprise tools continue to get hammered. Many organizations still run internet-facing platforms that are patched slowly and monitored poorly. Attackers love that combination. In 2025, we saw repeated exploitation of high-value enterprise software where a single weakness led to widespread compromise across industries. If your patching strategy is “we will get to it,” attackers already have. Another major theme this year was operational disruption. Some of the costliest incidents were not just about stolen data. They shut down production, halted sales, broke customer service systems, and created ripple effects across supply chains. That is where executives feel cyber risk the hardest. Data loss hurts. Downtime is a business emergency. Then we grade last year's predictions. Did AI take our jobs? Not even close. What it did do was raise the baseline for both attackers and defenders. AI improved phishing quality, accelerated scams, and forced organizations to confront the risks of adopting new tools without clear controls. We also review our call on token and session-based attacks. That prediction aged well. Identity-layer abuse dominated 2025. The issue was not a lack of MFA. The issue was that attackers did not need to defeat MFA if they could steal what comes after it. We also revisit regulation. It did not arrive all at once. It crept forward. Agencies and lawmakers continued tightening expectations, especially in sectors that keep getting hit. Businesses that wait for mandates before improving controls will pay more later, either through recovery costs, insurance pressure, or lost trust. Finally, we look ahead to 2026 with new predictions that are probable, not obvious. We discuss what is likely to change around identity, help desk security, SaaS governance, and how leaders measure cyber readiness. The short version is this: 2026 will reward companies that treat access as a living system and punish those that treat it like a one-time setup. If you like the show, help us grow it. Subscribe, leave a review, and share this episode with someone who still thinks cybersecurity is just antivirus and a firewall. And if you want to support the podcast directly, buy me a coffee at buymeacoffee.com/securitysquawk.

    1h 2m
  4. 12/17/2025

    America’s Hidden Cyber War Is Already Here

    Cyber attacks are no longer a future problem or a Silicon Valley issue. They are happening right now across the United States, quietly and relentlessly, targeting local governments, public agencies, schools, police departments, fire services, and critical infrastructure that most people rely on every day. In this episode of the Security Squawk Podcast, we break down the uncomfortable truth about the current cyber threat landscape and why much of it is flying under the radar. We start with a major data breach involving 700Credit, a financial services company widely used by car dealerships across the country. The breach impacted an estimated 5.8 million consumers, exposing sensitive personal information including names, addresses, birth dates, and Social Security numbers. What makes this incident especially troubling is that it originated through a third-party integration and went undetected until it was too late. This is a textbook example of how supply chain risk, weak API oversight, and poor third-party visibility continue to plague organizations of all sizes. For business owners, IT leaders, and managed service providers, this breach highlights a critical lesson. Security controls inside your own environment are meaningless if your partners, vendors, or integrations are not held to the same standard. Attackers know this, and they are exploiting it aggressively. Next, we shift to a growing and deeply concerning trend involving nation-state threat actors, particularly Russian-backed groups targeting network edge devices. Firewalls, VPN appliances, routers, and other edge infrastructure are now prime targets because they offer direct access to internal networks and often remain poorly monitored or improperly configured. These attacks are not always sophisticated zero-day exploits. In many cases, they succeed because of exposed management interfaces, outdated firmware, or weak credentials. This matters because edge devices sit at the front door of nearly every organization. Once compromised, they allow attackers to persist quietly, move laterally, and stage future attacks without triggering traditional endpoint defenses. The takeaway is clear. If you are not actively inventorying, patching, and monitoring your edge infrastructure, you are already behind. Then we pull the lens back even further and focus on what may be the most underreported cyber crisis happening today. Public sector organizations across the United States are under sustained cyber attack. Cities, towns, school districts, emergency services, and municipal agencies are being hit week after week. These incidents rarely make national headlines. Instead, they show up in small local news outlets, if they are reported at all. We discuss a real-world incident in Attleboro, Massachusetts, where a cybersecurity event disrupted online municipal services and briefly appeared on local television. Stories like this are happening everywhere. From ransomware attacks that shut down city services to breaches that expose resident data, public organizations are being targeted because attackers know they are often underfunded, understaffed, and slow to recover. Using data from ransomware.live and other tracking resources, we highlight how widespread these attacks really are. Thousands of U.S.-based victims are logged publicly, many of them tied to government or quasi-government entities. This is not random. It is a calculated strategy by cybercriminals who understand the pressure public agencies face to restore services quickly, often making them more likely to pay ransoms or quietly rebuild without public disclosure. Throughout the episode, we connect these stories to practical lessons for businesses, MSPs, and IT professionals. Cybersecurity is no longer about preventing every breach. It is about resilience, visibility, and response. It is about understanding where your real risk lies and taking proactive steps before an incident forces your hand. If you work in IT, run an MSP, manage infrastructure, or support public organizations, this episode delivers insight you can use immediately. We cut through the noise, skip the fear marketing, and focus on what actually matters in today's threat environment. Security Squawk exists to make cybersecurity real, relevant, and actionable. If this episode brings value to you, please subscribe, leave a review, and share it with someone who needs to hear it. And if you want to support the show directly, the easiest way is to buy us a coffee at https://buymeacoffee.com/securitysquawk Your support helps us keep producing honest conversations about the threats most people never see until it's too late.

    38 min

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About

Security Squawk is a business podcast dedicated to helping business people fight the war against cyber criminals.