Kayne McGladrey, CISSP – Cybersecurity Advisor, Author of the GRC Maturity Model, Virtual CISO

I’m Kayne McGladrey, and I help Fortune 500 and Global 1000 organizations turn cybersecurity risk into business advantage. Through the GRC Maturity Model, executive‑level advisory, and targeted regulatory guidance, I enable leaders to make confident, risk‑aware decisions. I also deliver keynote talks and am a regular podcast guest.

Thought Leadership Topics

Bridging Cybersecurity and Business Risk

Cybersecurity risks are business risks. I frequently explore how organizations can align cybersecurity strategies with business objectives, enabling executives and boards to make informed decisions. CISOs serve as a critical second line of defense and compliance certifications can become a competitive advantage in regulated industries.

Navigating the Challenges of Compliance

Compliance isn’t just about meeting requirements; it’s about building trust. I share actionable steps to improve GRC maturity using my GRC Maturity Model and offer strategies to overcome the hurdles of passing audits and managing evidence requests.

Preparing for the Future of Regulation

The regulatory landscape is evolving, with AI and cybersecurity laws reshaping industries. I discuss horizon scanning techniques and how to adapt to laws like the SEC’s cybersecurity disclosure rules or the EU AI Act.

About Kayne McGladrey

Photo of Kayne McGladrey speaking at a cybersecurity conference

I’m Kayne McGladrey, CISSP‑certified cybersecurity advisor, author of the GRC Maturity Model, and senior IEEE member. Over nearly three decades I’ve helped Fortune 500 and Global 1000 firms align governance, risk, and compliance with business strategy, reduce incident‑response times by up to 45%, and avoid $10 M+ in potential losses.

My work focuses on:

  • Helping CISOs, internal‑audit teams, and executives to translate technical risk into clear business outcomes.
  • Designing GRC frameworks that turn compliance into a competitive advantage.
  • Guiding organizations through emerging regulations such as the EU AI Act, SEC disclosure rules, and DORA.

I’m open to paid interviews, sponsored articles, and webinars for brands in cybersecurity and AI governance. If you’re looking for expert content that’s human-written and backed by 250+ media features, check out my Partnerships page for rates and details.

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Recent Articles and Media featuring Kayne McGladrey

Below are selected external pieces where I discuss emerging threats, regulatory shifts, and practical GRC guidance. These illustrate the kinds of insight I bring to client engagements and public forums.

Post Types

    Guide: DORA Compliance Evidence for Agentic AI
    Teleport

    Guide: DORA Compliance Evidence for Agentic AI

    DORA compliance requires both proper documentation and comprehensive data generation. The gap between policy and practice can be bridged by rigorous, automated evidence collection alongside documented ICT risk management frameworks. But as agentic AI continues to redefine modern operations, the definition of sufficient evidence must similarly modernize. Organizations that adopt JIT access, unified logging, and agent-specific telemetry today will not only survive the next NCA audit, but will also achieve longstanding operational resilience.
    State Fights Millions Of Daily Cyber Attacks — But Experts Say Weak Spots Remain
    Michigan Information & Research Service

    State Fights Millions Of Daily Cyber Attacks — But Experts Say Weak Spots Remain

    "You can reduce risk," said cybersecurity expert Kayne McGladrey. "But nobody out there can be perfect. It's an unattainable goal." McGladrey said he tends to think of cybersecurity in terms of risk; sometimes the risk is increased, and some things decrease risk.
    EU AI Act Compliance: Requirements, Risks, and What to Document
    Teleport

    EU AI Act Compliance: Requirements, Risks, and What to Document

    This guide is for compliance officers, technical leads, CISOs, and their legal advisors preparing for increased regulatory scrutiny. Organizations must prepare for potential reviews of their risk management systems, data governance, and cybersecurity measures. Failure to provide adequate documentation may result in significant administrative fines, making the preparation of sufficient evidence a top priority for legal and technical teams alike.

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    Frequently Asked Questions

    The GRC Maturity Model is a framework I developed to help organizations assess and advance their Governance, Risk, and Compliance programs. It moves beyond checklist compliance to align security strategies with business objectives, enabling leaders to measure progress and reduce risk effectively.

    A Virtual CISO provides executive-level cybersecurity leadership without the cost of a full-time hire. I advise B2B companies from startups to Fortune 500 and Global 1000 firms on translating technical risks into business outcomes, streamlining compliance efforts such as SOC 2 and ISO 27001, and building resilient security strategies that support growth.

    I work with B2B organizations across diverse sectors, with specialized expertise in manufacturing, the defense industrial base, healthcare, finance, and technology. My focus is on helping regulated industries navigate complex frameworks like the EU AI Act, NIST, and DORA while maintaining operational agility.

    Yes. I deliver keynote speeches, lead webinars, and produce sponsored blog content on topics including AI risk management, bridging cybersecurity with business strategy, and modernizing GRC programs. These engagements are tailored for executive audiences, boards, and technical teams. Visit my media partnership opportunities page for details.

    Glossary

    A framework for measuring how well an organization’s Governance, Risk, and Compliance programs support its business goals. Rather than treating compliance as a checkbox exercise, the model helps leaders identify where they are today and chart a practical path toward more mature, effective risk management.

    An experienced cybersecurity leader who provides strategic security guidance to organizations on a flexible, part-time basis. A vCISO delivers the same executive-level direction as a full-time CISO, including risk assessment, compliance oversight, and incident response planning, without the overhead of a permanent hire.

    A European Union regulation that requires financial institutions and their technology providers to ensure they can withstand and recover from digital disruptions. DORA covers areas such as ICT risk management, incident reporting, third-party oversight, and operational resilience testing.

    A globally recognized cybersecurity certification awarded by ISC2. It validates deep expertise across eight security domains, including risk management, security architecture, and software development security, and requires ongoing professional education to maintain.

    A security compliance framework developed by the AICPA that evaluates how well an organization protects customer data across five trust criteria: security, availability, processing integrity, confidentiality, and privacy. Achieving SOC 2 compliance is often a prerequisite for selling to enterprise customers.

    An international standard that specifies the requirements for establishing, implementing, and continuously improving an Information Security Management System (ISMS). Organizations certified to ISO 27001 demonstrate a systematic approach to managing sensitive data and reducing information security risks.

    A European Union law that establishes rules for the development, deployment, and use of artificial intelligence systems. It classifies AI applications by risk level, from minimal to unacceptable, and imposes increasing compliance obligations on organizations as the risk level rises.

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