Series Blog #6: The AI Risk Register That Keeps CEOs Awake at Night
- Jerry Justice
- Nov 17
- 7 min read

Welcome to the sixth installment of The Executive's AI Playbook series. Last week, we built your AI foundation—examining transformation principles, hidden costs, trust frameworks, talent strategies, and governance structures that actually work. We established how to align AI with your organization's core purpose and create the architecture for intelligent operations.
Now we shift from aspiration to confronting hard realities. Week Two tackles what could derail everything you've built: comprehensive risks, workforce upheaval, and competitive pressures that separate winners from cautionary tales. This week is about stress-testing your strategy before reality does it for you.
Because here's the truth: no CEO would invest billions in a new market without a robust risk register. AI demands that same level of sober, comprehensive foresight—perhaps more than any prior technology shift.
When One Error Erases $100 Billion
Google's AI chatbot Bard provided incorrect information during a 2023 demonstration, triggering a market panic that erased $100 billion in shareholder value within hours. One factual error. One rushed demo. Nine figures gone.
McDonald's became a TikTok punchline in mid-2024 after viral videos showed its AI-powered drive-thru system adding hundreds of dollars of McNuggets to orders and putting bacon or butter on ice cream sundaes. The fast-food giant pulled the plug on its pilot, proving that reputational damage spreads faster than any AI can process.
According to The Conference Board, 72% of S&P 500 companies now flag AI as a material risk in their public disclosures—up from just 12% in 2023. That sixfold increase tells you everything about how rapidly AI moved from experimental pilots to business-critical systems that can sink your company.
Brian Campbell, Leader of The Conference Board Governance & Sustainability Center, captured the urgency: "Reputational risk is proving to be the most immediate and visible threat from AI adoption. One lapse—an unsafe output, a biased decision, or a failed rollout—can spread rapidly, driving customer backlash, investor skepticism, and regulatory scrutiny in ways that traditional failures rarely do."
Your AI Risk Register: Three Critical Categories
A risk register isn't pessimism—it's your blueprint for responsible innovation. Here's where your attention must focus.
Ethical Concerns: The Leadership Challenge
Complex AI models introduce substantial ethical exposure tied directly to legal liability, brand reputation, and employee trust. Research published in the California Management Review found that algorithmic bias accounted for 30% of reputational risk cases in AI failures, with privacy violations identified as the most common AI failure overall.
When your AI recruiting tool screens out candidates based on gender or race, or your lending algorithm denies credit based on zip codes, the damage is severe and systemic. The black box problem makes this worse—when you can't explain why your AI made a critical decision, you face regulatory non-compliance and an inability to course-correct.
James Mattis, former U.S. Secretary of Defense, said it perfectly: "The most important six inches on the battlefield is between your ears." This applies equally to AI strategy—it requires profound moral and intellectual engagement to ensure technology serves human values.
Implementation Failures: From Pilot to Production
AI carries unique failure modes beyond typical project management pitfalls. Data governance is fundamental—if your data is incomplete, inconsistent, or lacks proper lineage, your AI outputs will be flawed. The classic "garbage in, garbage out" becomes exponentially more damaging at AI scale.
A late 2024 survey reported by Stack AI found that nearly half of organizations reported concerns about AI accuracy and bias as a top barrier to adoption. Many impressive proofs-of-concept fall apart when scaled to production. Model drift silently erodes business value as real-world data patterns shift away from training data, requiring continuous, costly cycles of monitoring and retraining.
Security Vulnerabilities: The New Attack Surface
AI creates entirely new security vectors that traditional cybersecurity frameworks fail to address. Adversarial attacks—deliberate, subtle manipulations of input data—can trick AI models in dangerous ways. Waymo disclosed a flaw in its self-driving system that made vehicles prone to colliding with stationary objects like chains and utility poles, leading to a recall of 1,212 vehicles after at least seven crashes.
Jim Wetekamp, CEO of Riskonnect, explains the interconnected threat landscape: "Cybersecurity, AI, and third-party risks are increasingly intertwined as criminals become savvier in how they infiltrate organizations. Keeping up in this new generation of risk requires addressing the full and interconnected spectrum of threats."
OpenText's 2025 Global Ransomware Survey found that 52% of security and business leaders report increased phishing or ransomware due to AI, with 44% having experienced attacks employing deepfake impersonations.
The Human Factor: Workforce Impact
AI implementation generates understandable anxiety. Managing this shift is perhaps your most delicate leadership challenge.
Goldman Sachs Research estimates unemployment will increase by half a percentage point during the AI transition period, with 2.5% of US employment at risk if current AI use cases expand across the economy. Occupations with higher displacement risk include computer programmers, accountants and auditors, legal and administrative assistants, and customer service representatives.
But statistics miss the psychological impact. A McKinsey 2025 survey found 35% of US employees cite workforce displacement as an AI-related concern. When your team fears they're training their replacement, productivity and innovation suffer long before any layoff notice.
Marillyn Hewson, former CEO of Lockheed Martin, understood this: "Leadership is about people. It's about being real, being connected, and being transparent about what you're trying to do." You must articulate a compelling vision where human skills are elevated by AI, not made redundant.
McKinsey also found that nearly half of employees say they want more formal training and believe it's the best way to boost AI adoption. Your workforce strategy must match your AI strategy, or you're creating both a capability gap and a morale crisis.
Industry-Specific Risk Profiles
Your sector determines which threats demand immediate attention.
The Conference Board reported that from 2023 to 2025, healthcare companies disclosing AI risks jumped from 5 to 47, financial firms from 14 to 63, and industrials from 8 to 48. Each faces distinct challenges.
Healthcare confronts diagnostic errors with life-or-death consequences and HIPAA compliance complexities. A 99% accuracy rate still means errors that cost lives.
Finance must explain every algorithmic decision under audit. When regulators ask why your AI denied a loan, "the AI decided" isn't acceptable. Trust is your only product—AI failures destroy it permanently.
Manufacturing faces physical consequences. Waymo's self-driving system failures resulted in actual collisions. You can't roll back physical damage with a software update.
Retail lives or dies on customer experience. The Conference Board found that 42 companies disclosed concerns about consumer-facing AI missteps, noting that errors, inappropriate responses, or service breakdowns resulting from these systems are highly damaging for consumer-oriented brands.
Professional Services risks undermining core expertise. When your AI generates legal briefs with fabricated citations, you're proving to clients they don't need you.
Technology faces the paradox of building tools everyone uses while explaining to shareholders why your own AI initiatives might fail. According to Arize AI, 86.4% of software and tech companies warned about AI risks in their annual reports.
Building Resilience Into Every Initiative
The National Institute of Standards and Technology (NIST) AI Risk Management Framework emphasizes characteristics of trustworthy AI systems, including validity, reliability, safety, security, and resilience. Here's how to embed that resilience:
Start With Scenario Planning
Riskonnect's research reveals 56% of organizations still don't simulate their worst-case scenarios. Run tabletop exercises where your AI recommends dangerous products, discriminates against protected classes, or exposes customer data. Discover gaps in crisis management before actual crisis hits.
Create Kill Switches You'll Actually Use
Every AI system needs clearly defined conditions for immediate shutdown. Not a committee meeting—a kill switch any designated executive can hit when harmful behavior emerges. If you're not willing to shut down a revenue-generating but harmful system, you don't have governance—you have a liability generator.
Invest in Explainable AI
Explainability concerns remain a significant AI-related risk. Black box AI might be technically impressive, but it's a legal and ethical nightmare. Build explainability into requirements from day one.
Establish Clear Accountability
According to ModelOp, one of the clearest gaps is lack of clarity around AI accountability, with oversight responsibilities involving legal, compliance, IT, and operational teams remaining unclear. Name names. Who owns AI risk? Who has authority to pause deployments? Ambiguity in accountability breeds disaster.
Build Workforce Resilience
Invest in reskilling programs showing your team they have a future in an AI-augmented organization. The productivity gains from confident, trained employees far exceed training costs.
The Competitive Pressure That Amplifies Risk
Your competitors are deploying AI too. The pressure to keep pace pushes you toward shortcuts on risk management. You tell yourself you'll fix governance gaps later, after capturing market share.
This is how disasters happen. Riskonnect research found only 8% of companies feel prepared for AI and AI-governance risks, with just 19% having formally trained their entire organization on generative AI risks.
Winners will be those who build resilience from the start, not those who move fastest and break most spectacularly.
What's Next
We've examined the comprehensive risk landscape surrounding your AI initiatives. In our next article, we tackle one of AI's most troubling long-term consequences: the vanishing entry-level positions that have traditionally served as training ground for future leaders.
When AI automates routine work, where do tomorrow's executives learn foundational skills? The entry-level jobs disappearing today form tomorrow's leadership pipeline—and we're just beginning to understand the implications.
Join us tomorrow as we explore how organizations can develop future leaders when the traditional career ladder is being dismantled one rung at a time.
ACG Service Invitation
Building resilience into your AI strategy requires more than checklists and compliance frameworks. It demands hard-won experience navigating the complex intersection of technology risk, workforce transformation, and competitive pressure. At Aspirations Consulting Group (https://www.aspirations-group.com), we work with executives to develop comprehensive AI risk registers that protect your organization while enabling innovation. Our approach goes beyond identifying threats to building governance structures, accountability chains, and crisis response capabilities that separate winners from cautionary tales. Schedule a confidential consultation to discuss how we can help you stress-test your AI strategy before reality does.
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