NEW PODCAST – Cyber Risk In 2026: AI Fraud, Cybercrime Scale, And What Cyber Insurers Want Next

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Estimated reading time: 4 minutes

On the latest episode of The Cyber Insurance News & Information Podcast, we explore cyber risk in 2026 with Jason Makevich. He urgently warns that the threat landscape is shifting at an unprecedented pace. Makevich links AI, fraud, and the explosive scale of cybercrime directly to daily business risk. He stresses that these risks now fuel mounting pressure on cyber insurance and demand rigorous, evidence-based controls. Joined by Cyber Insurance News Executive Editor Martin Hinton, the episode pushes practical cybersecurity guidance for small firms and sharp warnings for leaders.

Jason started Greenlight Cyber in 2010 and built it around SMB cybersecurity needs. He later launched Port1 to support MSPs with services and guidance. He focuses on resilience, leadership, and practical risk decisions.

A breakdown of what is discussed follows, with links to the episode below.
Make Cyber Risk A Standing Leadership Topic

Makevich urges leaders to treat cyber risk as a core business risk. He wants skilled security experts to be part of recurring discussions. He frames security as a program, not a purchase.

Adopt A Proof-First Approach To Digital Trust

As the conversation continues, the episode highlights threats of deepfake and remote-work impersonation. Makevich warns about trust failures in modern fraud flows and pushes for verification steps for requests, access, and payments.

Expect Cybercrime To Keep Scaling

Continuing his analysis, Makevich describes cybercrime as organized and repeatable. He points to rented toolkits and mass phishing campaigns, noting that basic hardening blocks many opportunistic attacks.

Treat Supply Chain Exposure As A Primary Risk

Expanding the discussion, Hinton and Makevich stress third-party access and cloud dependencies. They describe how vendor weaknesses cascade into daily disruption and advocate for stronger pressure to ensure resilience and secure defaults.

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AI Governance and Shadow AI

What is your AI policy? Do employees use AI outside of work to catch up? Rules help. But what about legal and medical records? How do we use AI without violating privacy or risking IP? Some interesting answers on the podcast.

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Prepare For Evidence-Driven Cyber Insurance

Looking forward, Makevich predicts a major disruption that will change underwriting behavior. He expects carriers to demand ongoing proof of controls, tying that shift to claims pressure and market learning discussed earlier in the episode.

Ultimately, listeners tracking cyber risk in 2026 will hear urgent signals and usable guidance. Find the episode wherever you get your podcasts.

Podcast Takeaways on Cybersecurity and Cyber Insurance
  • Small and medium-sized businesses must prioritize cybersecurity by implementing robust risk management and regular staff training.
  • AI is upending the cybersecurity landscape and unleashing urgent, unprecedented risks.
  • Organizations must act now to actively and proactively fight cyber risks.
  • Data governance is crucial when using AI tools.
  • Supply chain risks demand urgent, unrelenting focus in every cybersecurity strategy.
  • Legislation is evolving to address cybersecurity challenges.
  • Cybercrime is increasingly organized and sophisticated.
  • Trust but verify is now obsolete. Do not trust anything without immediate evidence.
  • The majority of organizations are not adequately protected against cyber threats.
  • A major cybersecurity incident is not just likely; it may strike imminently. Prepare without delay.

Also, get the podcast at these spots
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This transcript has been checked for accuracy, but confirm any elements that contradict the video yourself.
Cyber Insurance News Podcast with Jason Makevich Greenlight Cyber and Port1Download

Martin Hinton

Martin Hinton is the Executive Editor and Publisher of Cyber Insurance News and Information. With over three decades of journalism experience across six continents, his work encompasses investigative reporting, documentaries, and coverage of cultural, political, and business news. To learn more about his career, click on his name to visit his LinkedIn page.

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