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20 Questions Every Board Should Ask About AI

In boardrooms around the world, one theme now appears with more regularity than cyber risk, M&A uncertainty, or even financial performance. That topic is artificial intelligence. Not the lofty philosophical debate about whether machines will overtake human judgment, but the immediate, pragmatic question every director is trying to solve: How do we oversee AI in a way that protects the enterprise, unlocks value, and keeps regulators out of the boardroom?

For compliance professionals, this is a defining moment. AI risk has become the newest frontier where the board relies heavily on the compliance function to guide them. Sometimes with clarity, sometimes with guardrails, and occasionally with a well-timed reality check. This is the type of risk that exposes governance gaps quickly, and the questions the board asks, or fails to ask, will determine whether the company thrives in the age of AI or becomes the following cautionary tale.

Today, I outline 20 critical questions that every board should ask about AI. Think of them not simply as oversight prompts but as governance accelerators. Each one creates visibility, accountability, and structure. Those three elements are the foundation of every effective compliance program.

1. What are our highest-impact AI use cases, and who owns them?

Boards cannot oversee what they cannot see. The first and arguably most crucial step is obtaining a clear inventory of where AI is embedded in operations, not at a conceptual level, but with owners, systems, and risk ratings attached. When accountability is vague, risk grows quietly in the background.

2. How does AI support our strategic objectives and create measurable value?

AI is not a magic wand. It must support strategy, not distract from it. Boards should ask whether AI materially improves revenue, reduces cost, enhances safety, increases accuracy, or strengthens customer outcomes. If the answer is ambiguous, the company may be deploying AI for the wrong reasons.

3. What data powers these systems, and do we have the legal and ethical rights to use it?

Data is the fuel for AI, but not all data is created or sourced equally. Boards should expect clarity on licensing rights, privacy implications, and any limitations on the use and reuse of data. If data lineage is unclear, the company’s regulatory exposure may be far greater than it realizes.

4. How are we assessing and mitigating bias in both data and outcomes?

Bias is not only a fairness issue. It poses operational, legal, and reputational risks. Boards should see a methodology, not simply an aspiration. That includes periodic testing, remediation procedures, and documentation that can withstand scrutiny from regulators, auditors, or litigators.

5. What guardrails prevent employees from entering sensitive information into generative AI tools?

Most AI failures begin with human error. Boards should understand which safeguards are currently in place, including policies, training programs, and technical restrictions, and how the company tests their effectiveness.

6. What is our model validation process before deployment?

Deploying unvalidated models, or worse, models validated exclusively by developers, invites significant risk. Boards should confirm that model validation includes accuracy testing, robustness checks, and cross-functional review involving compliance, legal, risk, and data science.

7. How do we monitor for model drift or degraded performance over time?

AI is not static. Models evolve, environments shift, and accuracy degrades. Ongoing monitoring is essential. Boards should request a drift detection plan that includes clear thresholds, well-defined triggers, designated responsible owners, and documented response actions.

8. What is our incident response plan for AI failures, hallucinations, or data leakage?

AI failures rarely resemble traditional IT outages. They can be subtle, gradual, or hidden until significant damage occurs. A strong incident response plan clarifies roles, timelines, escalation paths, and expectations for communication with customers and regulators. Boards should insist on a rehearsal, not merely a promise.

9. How are we documenting AI-related decisions?

When regulators come calling, documentation becomes destiny. Boards should ensure that decisions tied to high-impact AI models are recorded in a manner that demonstrates thoughtful oversight, rather than blind reliance on automation.

10. Which AI regulatory regimes apply to us across global markets?

The regulatory landscape is evolving rapidly. The EU AI Act, sector-specific guidance from the United States, China’s AI regulations, and new frameworks emerging in Australia, Brazil, Singapore, and the United Kingdom are just a few examples. Boards should expect a regulatory heat map that outlines exposure, obligations, and enforcement priorities.

11. How do we manage the risk associated with third-party AI vendors and model providers?

Vendors introduce significant risk, particularly when foundation models or APIs change without notice. Contracts must include audit rights, IP protections, confidentiality provisions, and mechanisms for monitoring downstream risk. Boards should look for a vendor governance framework, not a spreadsheet with logos.

12. What training have employees received on the responsible use of AI?

Employees cannot follow principles they do not understand. Boards should expect role-based training with regular refreshers, testing, and usage monitoring, rather than one-time videos or superficial check-the-box modules.

13. How do we ensure human oversight for high-impact or high-risk decisions?

This is where compliance delivers real value. “Human in the loop” cannot simply mean that a person glanced at a dashboard. It means the right individuals reviewed the right decisions with clarity on when they are obligated to intervene.

14. What KPIs tell us whether our AI systems are performing safely and as intended?

Boards should expect dashboards containing more than accuracy scores. KPIs should include incident counts, time-to-remediation, drift flags, bias findings, and operational impacts. What the company measures reveals what the company values.

15. What controls protect AI models and proprietary data from cyber threats?

AI significantly expands the attack surface. Models can be stolen, manipulated, or poisoned. Boards should see evidence of hardened access controls, encryption, logging, and monitoring, along with procedures for handling prompt-injection attacks and adversarial inputs.

16. How do we ensure transparency with customers, employees, and regulators when AI is used?

Transparency is becoming a regulatory expectation in many jurisdictions. Boards should verify whether AI disclosures are clear, accurate, and accessible to users, rather than being hidden in dense terms of service.

17. Are we over-relying on AI in any mission-critical processes?

AI concentration risk is real. When too many decisions or functions depend on a single model or vendor, the entire enterprise becomes fragile. Boards should evaluate whether redundancies exist and whether a single point of AI failure could create systemic risk.

18. What ethical principles guide our AI development and deployment?

Ethical frameworks only matter when they are embedded in daily processes and decision-making. Boards should expect evidence that ethical considerations influenced model selection, data sourcing, vendor evaluation, and deployment controls.

19. How is Internal Audit providing independent assurance over AI?

Internal Audit must play a role. AI risk touches processes, data, controls, vendors, and governance. These are areas Internal Audit already understands well. Boards should expect AI to be included in the annual audit plan, supported by a structured methodology.

20. What investments are required to manage AI risk in the next 12 months?

Boards appreciate transparency, not surprises. AI governance necessitates ongoing investment in personnel, skills, monitoring tools, testing environments, and data management capabilities. If AI grows without proportional governance funding, the company creates risk rather than value.

Why These Questions Matter Now

We are entering an era in which regulators expect boards to demonstrate active oversight of AI, just as they do for cybersecurity, financial controls, and data privacy. Gone are the days when AI could be treated as an IT experiment or a futuristic curiosity. Today, it sits squarely in the center of corporate governance. This means compliance oversight is required. For compliance professionals, this is an opportunity to step forward and provide structure. We can shape the conversation, establish frameworks, and guide leadership toward responsible adoption and implementation. These 20 questions give the boards the clarity they need and ensure compliance with the influence it deserves.

AI presents extraordinary potential, but potential without oversight becomes risk. Compliance professionals can ensure that the board asks the right questions, receives the necessary information, and establishes the appropriate controls to ensure effective oversight. In the age of AI, strong governance is not simply a competitive advantage. It is a survival strategy.

If you would like the whole 20 Question list, please leave us a Voicemail.

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Sunday Book Review

Sunday Book Review: November 16, 2025, The Robert McKee on Storytelling Edition

In the Sunday Book Review, Tom Fox considers books that would interest compliance professionals, business executives, or anyone curious about the subject. It could be books about business, compliance, history, leadership, current events, or any other topic that might interest Tom. Today, we review five top business books on storytelling written by Robert McKee.

  • Story by Robert McKee
  • Character by Robert McKee
  • Action by Robert McKee
  • Dialogue by Robert McKee
  • Storynomics by Robert McKee and Thomas Gerace
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10 For 10

10 For 10: Top Compliance Stories For the Week Ending, November 15, 2025

Welcome to 10 For 10, the podcast that brings you the week’s top 10 compliance stories in one episode each week. Tom Fox, the Voice of Compliance, brings to you, the compliance professional, the compliance stories you need to be aware of to end your busy week. Sit back, and in 10 minutes, hear about the stories every compliance professional should be aware of from the prior week. Every Saturday, 10 For 10 highlights the most important news, insights, and analysis for the compliance professional, all curated by the Voice of Compliance, Tom Fox. Get your weekly filling of compliance stories with 10 for 10, a podcast produced by the Compliance Podcast Network.

This week’s stories include:

  • Right-wing EU lawmakers want a corruption inquiry opened. (Politico)
  • FinTech fraud scandal in Germany. (Bloomberg)
  • The $1tn Man tells workers 2026 will be the ‘hardest year’. (BusinessInsider)
  • Top Ukrainian energy ministers resign. (AP)
  • How China Evaded Sanctions to Obtain Chips. (WSJ)
  • Stupid is as stupid does-all South Korean visas in GA reinstated. (NYT)
  • Ex-Glencore staff all plead not guilty. (Bloomberg)
  • Pitch rigging in baseball brings indictments. (ESPN)
  • Corruption saps growth in the Philippines. (Bloomberg)
  • The Trump Administration blocks Gunvor’s takeover of Russia’s energy assets. (WSJ)

You can check out the Daily Compliance News for four curated compliance and ethics-related stories each day, here.

Connect with Tom 

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ACI FCPA Conference 2025

ACI-FCPA Conference Speaker Preview Series – Chuck Duross on Internal Investigation Strategies

In this episode of the ACI-FCPA and Global Anti-Corruption Conference Speaker Podcasts series, Chuck Duross discusses his panel at the event, “Rethinking Your Internal Investigations Playbook: Adapting Processes and Protocols to New Risk Realities from Anti-Corruption to Fraud, Trade, and Beyond.”

Some of the issues the panel will discuss are:

  • Reassessing investigation triggers;
  • Better identifying risk signals;
  • Coordinating investigations across multiple risk functions.

I hope you can join me at the ACI–FCPA Conference. This year’s event will take place on December 3-4 at the Gaylord National Resort & Convention Center in National Harbor, Maryland, near Washington, D.C. The lineup of this year’s event is simply first-rate, featuring some of the top FCPA professionals, white-collar attorneys, and compliance practitioners in the field.

The 2025 program is being completely redesigned to help your organization stay agile, responsive, and ahead of the curve. Expect a dynamic agenda shaped by real-world priorities, practical takeaways, and the most cutting-edge thinking in compliance—led by a faculty of global practitioners with boots on the ground, encountering the very risks that come across your desk.

Please join me at the event. For information on the event, click here. Listeners of this podcast will receive a discount by using the code D10-999-CPN26.

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The Hill Country Podcast

Student Voices of the Hill Country: A Schreiner Student Pod Series – Episode 4: Skip It or Play It: Understanding the Power of Influencer Advertising

Welcome to a special production of the Hill Country Podcast, which is a 12-part series collaboration with the communicators of tomorrow from right here in the Texas Hill Country. The Hill Country Podcast and the Texas Hill Country Podcast Network have partnered with the talented students from Dr. Adolfo Mora’s Communications class at Schreiner University to turn the microphone over to them. Join us each episode as these fresh voices explore critical topics, challenge modern ideas, and provide their unique perspectives on the world of communication.

In this episode of ‘Would You Skip It,’ hosts Pilar and Brianna delve into the captivating world of social media and influencer advertising. They explore how parasocial relationships—one-sided bonds formed between audiences and influencers—impact purchasing decisions. The episode breaks down three key aspects: perceived intimacy, authenticity, and emotional investment, using examples like Emma Chamberlain, Mr. Beast, and Selena Gomez. The discussion aims to unravel why influencer ads often feel more genuine and effective compared to traditional advertisements. By understanding these dynamics, listeners can more effectively navigate the digital marketing landscape and make more informed decisions.

Key highlights:

  • Understanding Parasocial Relationships
  • Perceived Intimacy in Influencer Marketing
  • Authenticity and Trust in Influencer Ads
  • Emotional Investment and Influencer Loyalty
  • Future of Influencer Advertising

Other Hill Country Focused Podcasts

Hill Country Authors Podcast

Hill Country Artists Podcast

Texas Hill Country Podcast Network

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Fox on Podcasting

Fox on Podcasting – Navigating Podcasting and Digital Marketing in Healthcare with Eva Sheie

Join Tom Fox as he explores the world of podcasting, and get ready to be inspired to start your own podcast. In this episode, Tom Fox sits down with Eva Sheie, founder of The Axis, to discuss her dynamic career journey from a public radio enthusiast and professional musician to a digital marketing expert specializing in healthcare.

Eva shares her experiences working with healthcare providers to build trust with patients through digital platforms, especially through the innovative use of podcasts. She also delves into the ethical and compliance challenges in healthcare marketing, her personal motivations behind founding her own company, and the importance of storytelling in building brand trust. Tune in for insights on integrating podcasts into marketing strategies and transforming patient engagement in the healthcare industry.

Key Highlights:

  • Eva’s Journey: From Public Radio to Digital Marketing
  • Discovering the Power of Podcasting
  • Founding The Axis: A Leap of Faith
  • Building Trust Through Storytelling in Healthcare
  • Ethical Boundaries and Compliance in Healthcare Marketing 

Resources:

Eva Sheie on LinkedIn

The Axis

Artwork

Elaine Capers

Art by Elaine

Tom

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Facebook

YouTube

Twitter

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Daily Compliance News

Daily Compliance News: November 14, 2025, The Hardest Year Edition

Welcome to the Daily Compliance News. Each day, Tom Fox, the Voice of Compliance, brings you compliance-related stories to start your day. Sit back, enjoy a cup of morning coffee, and listen in to the Daily Compliance News. All, from the Compliance Podcast Network. Each day, we consider four stories from the business world, including compliance, ethics, risk management, leadership, or general interest, relevant to the compliance professional.

Top stories include:

  • The $1tn Man tells workers 2026 will be the ‘hardest year’. (BusinessInsider)
  • Top Ukrainian energy ministers resign. (AP)
  • How China Evaded Sanctions to Obtain Chips. (WSJ)
  • Stupid is as stupid does-all South Korean visas in GA reinstated. (NYT)

The Daily Compliance News has been honored as the No. 2 in the Best Regulatory Compliance Podcasts category.

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AI Today in 5

AI Today in 5: November 14, 2025, The AI for Cyber Attacks Edition

Welcome to AI Today in 5, the newest edition to the Compliance Podcast Network. Each day, I will bring to you 5 stories about AI stories to start your day. Sit back, enjoy a cup of morning coffee and listen in to the AI Today In 5. All, from the Compliance Podcast Network. Each day we consider four stories from the business world, compliance, ethics, risk management, leadership or general interest about AI.

  1. Pitching AI as Mission Critical in wealth management. (FinTechGlobal)
  2. Chinese hackers reportedly used Anthropic for cyberattacks. (WSJ)
  3. Are BODs ready for AI? (WSJ)
  4. Fraud in AI data center planning. (FT)
  5. BODs seek AI experts. (CCI)

For more information on the use of AI in Compliance programs, my new book, Upping Your Game. You can purchase a copy of the book on Amazon.com

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Compliance Tip of the Day

Compliance Tip of the Day – Winnie the Pooh and Compliance Week – Winnie the Pooh as CECO (Think, Think, Think)

Welcome to “Compliance Tip of the Day,” the podcast that brings you daily insights and practical advice on navigating the ever-evolving landscape of compliance and regulatory requirements. Whether you’re a seasoned compliance professional or just starting your journey, our goal is to provide you with bite-sized, actionable tips to help you stay ahead in your compliance efforts. Join us as we explore the latest industry trends, share best practices, and demystify complex compliance issues to keep your organization on the right side of the law. Tune in daily for your dose of compliance wisdom, and let’s make compliance a little less daunting, one tip at a time.

We conclude our week of fun in compliance by looking at how Winnie the Pooh and his friends inform your compliance program. Today, we reflect on lessons from Winnie the Pooh for the CECO.

For more information on this topic, refer to The Compliance Handbook: A Guide to Operationalizing Your Compliance Program, 6th edition, recently released by LexisNexis. It is available here.

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Regulatory Ramblings

Regulatory Ramblings: Episode 82 – Enter Dubai: Digital Dreams in the Desert with Syed Musheer Ahmed, Mark Nuttall, Jame DiBiasio, and Charles d’Haussy

Today’s podcast is Mideast-centric, specifically focusing on the United Arab Emirates—and in particular, its most renowned emirate, Dubai. In our spotlight section, we will be joined by two returning guests—Syed Musheer Ahmed of FinStep Asia and Mark Nuttall, founder of the Dubai-based Faustus Consultancy—to discuss the proposition: what has made Dubai a success in the virtual assets space compared to other jurisdictions? Since  the start of the decade, the emirate has established a reputation in the cryptocurrency arena.

After that, we speak with authors Jame DiBiasio and Charles d’Haussy about their new book, Arabian Crypto, about digital-asset pioneers in the UAE.

Biography:

Syed Musheer Ahmed has over 18 years of extensive experience as an ecosystem builder in the realms of capital markets, fintech, and virtual assets, which includes a decade as a global markets trader before relocating to Hong Kong to pursue his MBA from the University of Hong Kong and the London Business School’s joint program.

Since 2016, Musheer has contributed extensively to building the region’s fintech and virtual asset ecosystem, particularly as co-founder and concurrent board member, as well as the inaugural general manager of the Fintech Association of Hong Kong.

Based in Hong Kong, he has been the managing director of FinStep Asia for almost five years, a position he has held since founding the firm. In the interim, he served as a financial regulator from October 2022 to January 2024, when he was the Financial Markets Risk Assurance Lead with VARA in Dubai.

Mark Nuttall is a Dubai-based executive, geopolitical advisor, and strategic deal facilitator. With over 25 years of experience in strategic leadership, risk management, and business development, he has held roles at the Metropolitan Police Service (in London), Thomson Reuters, INTERPOL, and Hill and Associates. He founded the Faustus Consultancy and The Iron Club.

Mark offers his executive advisory services across the Asia Pacific, MENA, and Europe, driving growth, optimizing operations, facilitating deals, and enhancing governance. Particularly in risk management and governance, he has extensive experience in implementing plans focused on risk mitigation and resilience, as well as enhancing governance standards. He has also managed complex investigations and multi-agency operations.

In terms of subject matter expertise, Mark has delivered advisory services about compliance, risk reduction, finance, leadership, governance, geopolitics, AML, resilience, security, and ESG. He has also provided keynote speeches and mentorship to C-suite and geopolitical audiences.

Jame DiBiasio has had a remarkable journey, transitioning from a seasoned reporter to writer, editor, author, and content creator (particularly in the realm of fintech), ultimately leading to becoming a media entrepreneur, board director, and podcaster. He still regards himself as all of the above—as he puts it, “leveraging experiences to provide bespoke story-based projects and to advise companies.”

Based in Hong Kong, he is currently the founder and managing partner of JDB Advisors, providing companies in fintech, financial services, wealth management, and digital assets with insight, advice, and services to support their growth and narrative. The firm’s edge lies in its ability to leverage media expertise, encompassing co-authorship, podcasting, writing, research, and recruitment.

Ultimately, he helps fintech and finance businesses with media, narrative, content, and governance. His firm, JDBA, also publishes its own in-house media, The JDB Report, which covers technology and finance.

Jame’s passion, however, is writing. He is the author of a dozen books, five of which are nonfiction. In addition to Arabian Crypto, his other titles include Planet VC, which tells the story of venture capital beyond Silicon Valley; Block Kong, in which he profiles blockchain leaders and entrepreneurs shaping Hong Kong’s virtual asset ecosystem; and Cowries to Crypto—a history of money.

His non-business history books are “The Story of Angkor” and “Who Killed the King of Bagan?”, each covering one of Southeast Asia’s great temple civilizations. Jame also writes fiction under a pen name, which he encourages us to figure out.

Charles d’Haussy is based in Dubai and serves as the CEO of the dYdX Foundation, a community centered on decentralized derivatives trading, with a core focus on a decentralized finance (DeFi) protocol for perpetual futures.

Before joining dYdX, Charles served as the global head of business development at ConsenSys. His diverse career includes entrepreneurial ventures, executive roles in fintech startups, and a stint as the head of fintech at InvestHK, a quasi-governmental body.

In 2018, Charles was recognized as one of the Top 50 FinTech influencers in Asia. His expertise in fintech and blockchain earned him widespread acclaim. In 2021, he co-authored the book Block Kong with Jame.

Discussion:

This episode’s spotlight segment begins with a reference to a recent LinkedIn post by Anton Golub, the Chief Business Officer of the Freedx crypto exchange in Dubai. It helps put things in perspective regarding the emirate’s success in the virtual asset space.

As he put it, Dubai became the world’s largest regulated crypto market. Not New York. Not London. Not Hong Kong. Not Singapore.

Not bad for a place that, well into the early 1990s, only had one major Western-style shopping mall to speak of—the famed Al Ghurair Centre.

According to Golub’s figures, for the year-to-date (YTD) 2025, Dubai logged over AED 2.5 trillion (approximately USD 680.64 billion) in regulated virtual-asset transactions. He adds that Dubai also boasts over 40 licensed entities under the oversight of its Virtual Asset Regulatory Authority (VARA), the world’s first such regulator, which was launched in 2022.

To its credit, Dubai has also fined 19 firms under clear enforcement measures, and more broadly, its neighboring emirate Abu Dhabi—the UAE’s capital—has made a US$2 billion institutional investment into Binance.

All of this has happened in just three short years. What did Dubai understand that other places did not? While planning matters, execution is key. While different jurisdictions debated definitions, the UAE established its fintech infrastructure to support the growth and development yet to come.

To quote Golub’s LinkedIn post: “While Europe buried itself in MiCA [Markets in Crypto-Assets Regulation], Dubai executed. While the US chased headlines, VARA licensed markets.”

Of VARA’s creation, he said it was “built like sovereign infrastructure. Every major exchange—Binance, OKX, Bybit—moved fast to comply. This wasn’t about ‘crypto-friendly. This was crypto-integrated.”

Musheer and Mark reiterate many of the above sentiments while chatting with Regulatory Ramblings host Ajay Shamdasani, all while sharing their own thoughts on why Dubai has become a successful digital asset hub based on their time on the ground there.

As Golub noted, Dubai’s strength was that it had a vision before regulation: the UAE as a nation understands that “digital assets are not about price—they’re about power.” Additionally, they valued “infrastructure before hype” with “tiered licenses,” “real enforcement,” and “credible frameworks.” Lastly, the emirate recognized that integration must precede scale, as “digital assets were woven into AI, banking, [the] cloud, and sovereign funds.”

The net result, according to Golub, is that “Dubai now governs trust infrastructure for a multi-trillion-dollar global asset class. The UAE is not waiting for the future. It’s building it.”

Giving a preview of things to come in the UAE, he points to:

– The tokenization of real-world assets

– Central Bank Digital Currency (CBDC)-backed stablecoin flows (“Digital Dirham”)

– AI-native finance via MGX, G42, Presight

– On-chain financial infrastructure as national policy

The emphasis on execution and Dubai’s “can-do attitude” is also something that both Musheer and Mark stress in an age when so-called crypto hubs like Singapore issue licenses sluggishly, placing a great many firms on provisional status. Those that get to market first will benefit by virtue of being early movers.

Indeed, legal debates about whether stablecoins are currency or securities seem quaint at this point.

The conversation continues with Jame and Charles. The premise of their book, Arabian Crypto, is that the UAE has exploded onto the crypto scene. Every major player, from exchanges to DeFi founders and traditional finance bankers, is establishing a presence in either Dubai or Abu Dhabi.

But why the UAE? How did this nation of 10 million become the leading global hub for crypto? Is it too late for those who want to participate in the UAE’s growth story to join the party?

Arabian Crypto showcases the perspectives of regulators, founders, and executives across the spectrum of digital assets to understand what drives the UAE’s success, how to conduct business in the country, and how to navigate its regulatory landscape. Multiple exciting projects are being built there, and it begs the question: What will it mean for the UAE’s role in the global blockchain-enabled commerce industry?

The book is a valuable primer into the cutting edge of East-meets-West innovation and the future of money.

The authors discuss their views on VARA’s effectiveness as a regulator with Ajay, explaining what prompted them to write the book and what they believe it contributes to the ever-growing body of work on crypto and fintech writ large.

They acknowledge that their target audience is those from the world of tradfi, while also noting that there are lessons for established APAC financial hubs, such as Hong Kong and Singapore, to learn from the UAE as well.

Regulatory Ramblings podcasts is brought to you by The University of Hong Kong – Reg/Tech Lab, HKU-SCF Fintech Academy, Asia Global Institute, and HKU-edX Professional Certificate in Fintech, with support from the HKU Faculty of Law.

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