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KeenSafe
Training · Executive Awareness

Executive cyber awareness — boardroom risk fluency

Boardroom-level briefings on cyber risk, attack-path economics and security governance — built for executives, board members and non-technical leaders.

Training & Workshops·Operator-grade skill uplift
LiveBoardroom · Cyber Risk
BOARD BRIEFING · CYBER IMPACTRansomware$14.2MBEC fraud$8.6MIP theft$6.1MReg fines$4.4MCYBER RISKBOARD FLUENCYCRISIS COMMSREGULATORY
The problem

Where teams get stuck

Executives are accountable for cyber risk but are often briefed in vendor language. They lack a clean mental model for how attackers actually monetize the business, how that maps to regulatory and insurance exposure, and how to question the security programme effectively.

The KeenSafe approach

How we engage

KeenSafe executive sessions are short, sharp and specific. Real attack paths from comparable organisations, real economic impact, real questions to ask the security team. No vendor talk, no fear-marketing.

Methodology

Four-step engagement model

Same rigour every engagement, calibrated to your environment, threat model and regulatory exposure.

STEP 01

Role-aware briefing

Tailored to board / CEO / CFO / general counsel / audit committee.

STEP 02

Attack-path economics

How attackers actually monetize the business — ransomware, fraud, BEC, IP theft.

STEP 03

Crisis communications

Decision drills, board-level incident comms, regulator and insurer interaction.

STEP 04

Questions to ask

A short, durable framework of questions executives should ask their security leadership.

What you get

Deliverables

Every engagement ships these outputs — reproducible, evidence-backed and ready for executives, engineers and auditors.

Tailored executive session

90-minute briefings with role-specific framing for board, CEO, CFO, general counsel.

Crisis decision drill

Tabletop exercise simulating a real incident; board-level decisions under time pressure.

Question framework

A short framework of durable questions executives should ask their security leadership.

Board pack

Plain-English board pack template aligned to the KeenSafe risk model.

Scope of engagement

What this engagement covers

Concrete coverage. Clear boundaries. Optional add-on tracks where customers want to extend.

Included
  • Role-aware briefings: tailored to board / CEO / CFO / general counsel / audit committee
  • Attack-path economics: how attackers monetise the business (ransomware, BEC, IP theft, fraud)
  • Crisis decision drill: live tabletop with realistic scenario
  • Question framework: durable framework for executives to ask their security team
  • Board-pack template aligned to KeenSafe risk model
  • Sectoral framing: financial, healthcare, energy, government, telecoms
Optional add-ons
  • Custom scenario built around your enterprise (under NDA)
  • Dedicated executive-only drill (board cyber simulation)
  • Quarterly board-cycle retainer with refresh content
Out of scope
  • General-staff phishing awareness (covered by Human Risk Management)
  • Technical SOC training (covered by SOC / Blue Team Training)
Engagement model

How we deliver

Duration
60–120 min briefing · half-day to full-day tabletop
Team
vCISO + senior offensive operator delivering jointly
Format
Onsite at HQ · in-board-room · or virtual with secure recording
Capacity
6–25 executives per session
Who it is for
  • Board members
  • CEO / CFO / COO
  • General Counsel + audit committee
  • Risk + insurance officers
  • Crisis-management team
Prerequisites
  • No technical prerequisites
  • Optional pre-read pack delivered 2 weeks prior
Curriculum

Module-by-module breakdown

Each module is hands-on. Lab time is roughly 60% of total.

Module 01

Cyber Risk Economics for the Board

60 min
  • How attackers actually monetise the business
  • The four cost categories: recovery, regulatory, reputation, insurance
  • Why CVSS scores do not reach the board
  • Insurance + regulator language alignment
Module 02

Attack-Path Thinking — Without the Jargon

45 min
  • External entry → internal pivot → crown jewel
  • Identity as the central battleground
  • Why "we have a firewall" is not the answer
  • A vocabulary executives can use to challenge their CISO
Module 03

Crisis Decision Drill — Tabletop

Half-day · 4h
  • Realistic ransomware / BEC / data-breach scenario
  • Decisions under time pressure: pay, recover, disclose, escalate
  • Board, executive, regulator and insurer interaction
  • Communications discipline in the first 72 hours
  • Lessons-learned: what to fix in the playbook
Hands-on labs
Boardroom-Tabletop
Module 04

The Question Framework

30 min
  • Eight durable questions every executive should ask their security team
  • How to read a board-grade cyber report
  • When to escalate to the audit committee
  • How to challenge insurer and regulator narratives
Sample report

What lands on your desk

Sections customers actually see in the engagement deliverable.

  1. 01
    Executive briefing pack

    Custom slide pack tailored to the audience — board, CEO, audit committee or general counsel.

  2. 02
    Tabletop replay record

    Anonymised debrief of the decision drill with lessons captured for the broader executive team.

  3. 03
    Board-pack template

    Plain-English board-pack template aligned to KeenSafe risk model — drop your numbers in.

  4. 04
    Question framework card

    A short, durable card of questions every executive should ask their security leadership.

Common questions

Frequently asked

How long is a session?
Most are 60–120 minutes. The crisis decision drill runs as a half-day or full-day tabletop exercise depending on scope.
Can it be tailored to our regulators?
Yes — sectoral framing for financial services, healthcare, critical national infrastructure, and EU/UK/US regulatory regimes.
Is it for the whole staff?
No. This is executive-only. General-staff awareness is delivered through the Human Risk Management service.
Can the scenario be ours?
Yes. Custom scenarios built around your enterprise are available under NDA.
Get Started

Work with the team behind KeenSafe

Continuous adversarial validation, managed security operations and executive-grade risk visibility — delivered by senior offensive security engineers.