Senior cybersecurity leadership for a landscape that just changed.
AI has rewritten what attackers can do, and most growing companies are facing it without a senior security leader in the room. CISO Masterminds Cyber Risk Advisory gives you that leadership on your terms: fractional and virtual CISO engagements, regulatory readiness, and a clear plan your leadership team and board can act on.
Informed by a peer community of 300+ senior cybersecurity executives.
Years leading enterprise security across finance, healthcare, and critical infrastructure
4 yrs
Building this methodology from inside the industry
The Problem
Facing a new threat landscape without a security leader in the room.
Most growing companies don’t have a CISO, and the ones who do are watching the ground shift. AI has changed how fast attackers move and how convincingly they can impersonate your people, while regulators expect more than ever. What’s needed first isn’t another tool. It’s experienced leadership to set direction and a plan your leadership team can stand behind.
Advisory Services
What the advisory team does.
A practitioner-led advisory practice built from four years inside the CISO community.
vCISO Consulting
Senior security leadership, on your terms. Fractional and virtual CISO engagements without the full-time overhead.
Cyber Risk Assessments
Know where you stand. Gap analysis, control mapping, and AI resilience assessments against leading frameworks.
Security Testing & Red Teaming
Pressure-test your controls. Active testing and AI-assisted red team exercises scoped to your environment.
Jason Starr
CISSP, CRISC · Founder, CISO Masterminds
About
Built from years of conversations with the people who know this best.
CISO Masterminds Cyber Risk Advisory is led by Jason Starr, CISSP, CRISC, founder of a peer community of 300+ senior cybersecurity executives. Jason has held senior advisory roles at a top 10 accounting firm and a national incident response firm, advising regulated organizations on security strategy and compliance.
The assessment methodology draws on four years of practitioner conversations, Inner Circle workshops, and summit sessions on AI governance, vulnerability management, and boardroom readiness.
The practitioner network
Senior security leaders whose experience shaped this framework.
Kevin R.
CISO
Brennan L.
CISO & Data Scientist
Randy C.
Former CISO, Old National Bank
Dotan A.
CIO & CISO, Legal Industry
Jeffrey V.
Former CISO & Advisory Board Member
Drew B.
CISO & Risk Quantification
Ismail R.
COO & Former Director of Cyber Advisory, KPMG
Ravi K.
CEO & Former Director of Cyber Advisory, KPMG
Anatoly P.
Head of IT & Cybersecurity
Members of the CISO Masterminds community whose experience informed this framework.
Where to Start
Not sure where you stand? Start with an AI Resilience Assessment.
A focused review of your security program against today’s AI-driven threats, mapped to CIS Controls and NIST CSF 2.0, and written in plain language for your leadership team. It’s the simplest way to see your gaps and the easiest way to begin working together.
