Greg Gaylor

Technical & Complex Risk Specialist | Insurance Agency Owner/Operator | Former Navy EOD

Role
Chief Operating Officer at National Aviation Marine Underwriters, Llc
Location
Ann Arbor, MI, US
LinkedIn followers
500 followers

About Greg Gaylor

At my core I\'m a builder. I love taking an idea/vision from inception to reality. github.com/GG38040-Founder Sawmill rural business center.(2016)-Co-Founder Aerius Flight.(2015)-hybridsec.io-hulains.com-hulacompliance.com-bfgameranalytics.comI’m a technical risk specialist, cybersecurity leader, and insurance agency owner who builds resilient organizations—and resilient families—under real-world pressure.After scaling global security at Domino’s—maturing detection/response, transforming a legacy SOC, and advising executives through high-stakes incidents—I founded HybridSec.io, a boutique analysis and consulting firm focused on:• Hybrid threats & riskCross-domain risk analysis, adversary modeling, executive decision support• Complex cyber insurance claims engineeringCause analysis, coverage interpretation support, loss reconstruction, control effectiveness assessments• Cyber resilience & incident responseIR readiness, tabletop exercises, crisis leadership coaching, post-incident hardeningMy approach blends technical depth with executive clarity: precise measurement, risk-based prioritization, and operational playbooks teams actually use. I thrive at the intersection of strategy, engineering, and crisis operations—where calm execution and clean communication matter most.Expanding into Real-World Risk: Gaylor Insurance AgencyI now also serve as the owner/operator of Gaylor Insurance Agency—a firm built on service, trust, and community. I provide tailored protection across Home, Auto, Life, and Umbrella insurance, applying the same principles I honed in cyber: clarity, resilience, and rigorous risk understanding.Cyber risk or life risk—the mission is the same: help people make confident decisions under uncertainty.Select StrengthsVulnerability management & risk-based prioritization Detection engineering & threat operations Incident response programs (readiness → response → recovery; durable lessons-learned)DDoS/bot mitigation strategy & attack surface managementExecutive cyber risk advising; vendor and budget stewardshipCompliance enablement (PCI, NIST, SOX) without the theaterPersonal/Business insurance advising grounded in technical risk analysisFormer U.S. Navy EOD team leader—decisive, collaborative, mission-driven.HybridSec.io (consulting & analysis): https://hybridsec.ioHybridSec.org (research & writing): https://hybridsec.org

Experience

  1. Chief Operating Officer

    National Aviation Marine Underwriters, Llc

    Nov 2025 — Present · Ann Arbor, MI, US

Education

  • University of Detroit Mercy

    Master of Science - MS, Cybersecurity

    2018 — 2019

  • Oklahoma State University

    Entrepreneurship/Entrepreneurial Studies

    2016 — 2016

  • Western Michigan University

    Bachelor of Science (BS), Aviation Flight Science

    2001 — 2005

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Greg Gaylor — Chief Operating Officer at National Aviation Marine Underwriters, Llc in Ann Arbor, MI, US | Unifers