Executive Masterclasses
A working session, not a webinar
Built for decision-makers
For the people who approve the budget, sign the risk acceptance, and answer to the board.
Board briefing practice
Three times during class, you brief a partner playing your most difficult stakeholder.
You leave with a plan
Every module ends with something written down and assigned.
CPE credits and certificate
Plus a printed workbook and 30-day access to all materials.
The Gap Is Not Effort; It Is a Leadership Model That Has Not Kept Pace with the Modern Cyber Landscape
01
Governance
02
Technology
03
Operations
04
People
Mindset
Open Enrollment
AI & Cybersecurity Before the Attack
2-Day Masterclass
14 CPE
CTEM & Enterprise Risk Reduction
Private sessions for your board or leadership team
AI & Cybersecurity Before the Attack
Why this now reaches your desk
What you own by 4:00 PM
How the day is structured
Six modules across three phases. Each pairs a foundation with an applied action.
Phase 1 · Recognize & Adopt
M1
AI-Powered Threats Recognize deepfakes, AI-written phishing, and automated fraud aimed at your business.
M2
Secure AI Adoption Adopt AI with a fast approval path that keeps sensitive data out of public models.
Phase 2 · Govern & Protect
M3
Regulatory Risk & CTEM Map what applies to you and swap annual audits for continuous exposure management.
M4
The Human Firewall MFA, least privilege, and a blame-free reporting culture across your team.
Phase 3 · Act & Lead
M5
Your Three Moves Convert the session into three high-payoff moves with owners, dates, and measures.
M6
The First Hour Lead the first hour: command, communication, containment, and the clocks.
Date
Time
Venue
Credential
6 CPE + Certificate
$599 per seat
What Your Seat Includes
- Seven hours of live, in-person instructor-led training
- The 25-Point Cybersecurity & AI Readiness Checklist, built as your board-ready takeaway
- 6 CPE credits and a Certificate of Completion
- Printed student workbook
- Networking lunch
- 30-day access to all session materials
CTEM & Enterprise Risk Reduction
Your scanner is not reducing your risk
What these two days are built to do
What you will work through
01
The Speed Gap Why vulnerability management broke structurally, and how AI compressed the attacker’s clock.
02
Scoping What Matters Scope the program around crown-jewel data, revenue systems, and mission-critical operations, not IP ranges.
02
Discovering the Attack Surface See the whole surface: external, identity, cloud, SaaS, AI, and third-party access paths.
02
Prioritization Beyond CVSS Rank by exploitability, reachability, and business impact instead of severity score.
02
Validation & Control Efficacy Prove the controls you already bought stop the attack paths that matter.
02
Mobilization & Accountability Name exposure owners, set SLAs by risk tier, and time-box every exception.
02
Board Reporting & Your 90-Day Plan Report exposure trend in business terms and leave with a roadmap you own.
Built for Washington
Date
Time
Venue
Credential
$1,495 per seat
- Fourteen hours of live, in-person instructor-led training across two days
- The CTEM Program Toolkit: scoping worksheet, prioritization matrix, validation plan, accountability RACI, and board reporting template
- 14 CPE credits and a Certificate of Completion
- Printed student workbook
- Networking lunch both days
- 30-day access to all materials plus instructor follow-up
Private Sessions for Boards and Senior Leaders
Executives want clear insight and honest answers to hard questions. Dewayne delivers both in his executive sessions and private masterclasses.
These smaller settings allow deeper content than a traditional keynote and a conversational format that experienced leaders appreciate. Dewayne’s executive sessions can serve a senior leadership team, a board of directors, or CEO and CISO gatherings, where candid insight and proven strategy deliver the value seasoned leaders expect.
Senior Leadership Teams
Boards of Directors
CEO & CISO Gatherings
Executive sessions built on must-know insight, frameworks, and strategy
Dewayne designs these sessions for smaller groups, with more depth and interaction tailored to the responsibilities and priorities of the people in the room. In the longer formats, he works closely with your senior leaders on their most urgent security decisions.
30 min
Insight Session
The must-know risks and decisions for your leaders, delivered at the top of a meeting or retreat.
90 min
Executive Briefing
Deeper insight and discussion on one priority, with time for your leaders’ toughest questions.
Half day
Private Masterclass
The must-know risks and decisions for your leaders, delivered at the top of a meeting or retreat.
Customized to Your Priorities
AI risk & secure adoption
Exposure management
Security culture that holds under pressure
Plan a session for your leaders
Dewayne has advised leaders at the Department of Veterans Affairs, the U.S. Army, Duke Energy, PwC, Kaiser Permanente, and Wells Fargo, and has spoken at the National Cybersecurity Summit and the GDS Group Security North America Summit. Every engagement begins with a planning call, so his message, depth, and style of interaction match your vision.
You Can Also Buy Dewayne's Books
Keep the insight working after the session ends. Cybersecurity Leadership, The Cybersecurity Mindset, and CISSP Practice Questions & Explanations give leaders and practitioners the mindset, the leadership, and the credential. Bulk orders are available to give every attendee the same playbook.
Masterclass FAQ
How do I register?
Do I need a PayPal account?
Can I register a group or pay by invoice?
Yes. Group seats for leadership teams are available. You can choose multiple seats at PayPal checkout, then email attendee names to dewaynehart@dewaynehart.com. For group rates or to pay by invoice, email dewaynehart@dewaynehart.com or call (470) 409-8316.