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Daily Compliance News

Daily Compliance News: September 16, 2026, The Flipped 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, compliance, ethics, risk management, leadership, or general interest for the compliance professional.

Top stories include:

  • China used Binance to launder Iranian money, prosecutors say. (NYT)
  • The empire of grift. (The Atlantic)
  • Ex-Vitol trader paid during trial and after guilty conviction. (Bloomberg)
  • Maduro ally to change plea to guilty. (Reuters)

My first work of general non-fiction is now out: Deluge Before Dawn, the story of the 2025 flood in Kerr County, Texas, which killed 119 people and devastated a county. It is a story of tragedy, heartbreak, survival, and resilience.

It is available on the following sites:

Amazon.com

Stoney Creek Publishing

Barnes and Noble

Texas A&M University Press

Bookshop.org

Google.Books

Walmart

This week only, the Kindle e-book version is available for $0.99 on Amazon.

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Compliance Into the Weeds

Compliance into the Weeds: Governing Agentic AI: DFS Cyber Risk Assessments, EU AI Act Accountability, and the Inventory Problem

The award-winning Compliance into the Weeds is the only weekly podcast that takes a deep dive into compliance-related topics, literally going into the weeds to explore them fully and uncover hard-hitting compliance insights. Look no further than Compliance into the Weeds! In this episode of Compliance into the Weeds, Tom Fox and Matt Kelly discuss the growing compliance and cybersecurity challenges posed by agentic AI.

 

They focus on New York Department of Financial Services (DFS) guidance on cybersecurity risk assessments and a European survey Kelly cites. They argue DFS’s rule, requiring annual or as-needed reassessments after significant technology and threat changes and maintaining an accurate IT asset inventory, implicitly compels organizations to identify and track AI agents, even though agents are not mentioned. Kelly cites a Veeam Software survey of 1,000+ European executives reporting limited visibility into employee-created autonomous AI workflows and AI interactions with sensitive data, complicating EU AI Act requirements for human accountability. The conversation compares potential governance models to Sarbanes-Oxley sub-certifications and enterprise software management, questions whether CISOs can certify compliance amid decentralized agent creation, and notes potential enforcement avenues and the risks of industry self-regulation.

Key highlights:

  • Why DFS Guidance Matters
  • Risk Assessments Meet Agents
  • Accountability Under EU AI Act
  • SOX Style Governance Model
  • Enforcement and Self-Regulation

Resources:

Matt in Radical Compliance (2 posts)

Tom

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A multi-award-winning podcast, Compliance into the Weeds was most recently honored as one of the Top 25 Regulatory Compliance Podcasts, a Top 10 Business Law Podcasts, and a Top 12 Risk Management Podcasts. Compliance into the Weeds has received Davey, Communicator, and W3 Awards, all for podcast excellence.

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AI Today in 5

AI Today in 5: September 16, 2026, The False Choice Edition

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

Top AI stories include:

  1. The difference between AI pilots and AI. (Federal News Network)
  2. AI for Supply chain compliance. (ESG News)
  3. AI governance is pressing in healthcare. (Healthcare IT News)
  4. Enterprise AI enters a new era in banking. (FinTech Futures)
  5. Jensen Huang says you can have AI innovation and safety. (FT)

My first work of general non-fiction is now out: Deluge Before Dawn, the story of the 2025 flood in Kerr County, Texas, which killed 119 people and devastated a county. It is a story of tragedy, heartbreak, survival, and resilience.

It is available on the following sites:

Amazon.com

Stoney Creek Publishing

Barnes and Noble

Texas A&M University Press

Bookshop.org

Google.Books

Walmart

This week only, the Kindle e-book version is available for $0.99 on Amazon.

Categories
Great Women in Compliance

Great Women in Compliance: Setbacks, Second Acts, and A Return to Purpose

Sarah Hadden sits down with Cindy Hennessy for a candid, funny, and deeply human conversation about career loss, reinvention, and what can happen when the next chapter of your life isn’t the one you planned. Cindy talks openly about being laid off late in her career—and refusing to let her employer call it “retirement”—and the long “hallway” between that ending and the unexpected opportunity that eventually brought her full circle to mission-driven work at Make-A-Wish. Along the way, Sarah and Cindy talk about resilience, the luxury and importance of waiting for work that aligns with your values, the surprising gifts that can come from rejection, and the power of writing to help us make sense of difficult experiences. There’s also an emotional-support Pomeranian, a lifelong love affair with the Oscar Mayer Wienermobile, and a reminder that sometimes joy, hope, and a willingness to laugh at yourself are pretty good tools for navigating whatever comes next.

Takeaways:

  • Losing a job can be deeply personal—especially when work has been an important part of your identity—and there’s no reason to sanitize the experience or pretend it didn’t hurt.
  • Cindy describes the uncertain period after a major life disruption as “the hallway”: one door has closed, the next hasn’t opened yet, and sometimes the only way forward is simply to live through the space in between.
  • A late-career transition can also create an opportunity to get much more intentional about what you want—including the freedom to say no to work that doesn’t align with your values.
  • Cindy’s path back to Make-A-Wish, where she had worked 25 years earlier, wasn’t something she carefully engineered. In fact, she initially wasn’t sure she wanted the job—a good reminder to stay open to possibilities that don’t look quite right at first.
  • Mission matters. After years of interesting but sometimes less personally aligned work, Cindy talks about the joy of using her experience to serve an organization whose purpose she deeply believes in.
  • Writing has been one of Cindy’s lifelong tools for processing difficult experiences. She shares her experience with the 100-Day Reckoning, a structured writing practice that helped her step outside a painful situation and find greater perspective, kindness, and understanding.
  • Reinvention doesn’t necessarily mean chasing another bigger title. Cindy is deliberately thinking about how to do meaningful work while also making more room for travel, friends, family, writing, Mahjong—and eventually a life that isn’t organized around a W-2.
  • And finally: Never give up on the Wienermobile. Cindy certainly hasn’t.
Categories
Blog

Does Your Board Have the Expertise and Independence to Oversee Compliance

A board can have impressive credentials and still lack the experience needed to challenge management on the company’s most significant compliance risks. Directors may understand finance, strategy, and operations in broad terms while struggling to recognize how misconduct could arise within a particular business model. Effective oversight requires relevant knowledge and the willingness to use it when the answers become uncomfortable.

For the chief compliance officer, that makes board capability a practical program issue. The quality of oversight influences the questions management must answer, the resources compliance receives, and what happens when a concern conflicts with a commercial priority. Today we examine board composition in the article Measuring Board Fit — Evidence from Elliott’s Campaign at Norwegian Cruise Line, from the Harvard Law School Forum on Corporate Governance. Their analysis uses AI to compare directors’ professional backgrounds with company strategy and with one another. It offers a starting point for a broader compliance question: Does this board have the expertise and independent judgment to oversee the risks this company actually faces?

Look Beyond the Skills Matrix

DesJardine and Mertens argue that conventional skills matrices can conceal meaningful differences in experience. Two directors may receive the same designation for operations or risk management while bringing very different capabilities to the boardroom.

The compliance application is straightforward. A risk management designation should prompt further inquiry into the nature, relevance, and recency of that experience. Has the director overseen a business using intermediaries in difficult markets? Has the director managed the integration of acquired companies? Examined an investigation involving senior leadership? Challenged a compensation structure that encouraged questionable conduct? No director needs to possess every capability. The board and its committees do need an informed basis for questioning management across the company’s priority risks.

The CCO can help define that basis. Translate the risk assessment into the experience and understanding needed for oversight. Where third-party conduct creates substantial exposure, explain the commercial relationships, payment practices, and escalation decisions directors need to understand. This gives the nominating and governance committee a more useful description than a generic request for compliance expertise.

Read the Norwegian Findings Carefully

The authors apply their method to Norwegian Cruise Line Holdings before and after Elliott Investment Management’s campaign, comparing its board with those of three cruise industry peers. They report that the company’s board-to-company similarity score increased from 0.382 to 0.396 following the changes. Average director-to-board similarity declined from 0.729 to 0.701, which they interpret as more distinct professional perspectives.

Those results describe changes in the authors’ measures of professional alignment and overlap. They do not establish that the reconstituted board became more effective at compliance oversight, that individual directors exercised greater independence, or that misconduct risk declined. That distinction matters for CCOs. An assessment can identify questions about composition without answering how directors perform. A board with relevant backgrounds still needs reliable information, sufficient time, and the resolve to follow an issue through. The practical response is to combine an examination of credentials with evidence of the board’s oversight process.

Examine Independence Through the Oversight Process

The authors acknowledge that their method cannot assess integrity, interpersonal skills, or willingness to challenge a chief executive. Those limitations point directly to the independent judgment compliance oversight requires. Consider a hypothetical board discussion about a distributor generating substantial revenue while repeatedly failing to provide requested ownership information. Management recommends extending the relationship during further review. A director with relevant experience may recognize how significant the missing information is. The next question is whether the board presses management to explain the proposed safeguards, decision authority, and consequences of continued delay.

The CCO should help create the conditions for that discussion. Present the facts, uncertainties, available options, and recommendation clearly. Identify who owns the decision and what would trigger escalation. Provide access to the underlying analysis where needed.

Direct access to the responsible committee and opportunities for discussion without management present can support candid oversight. Follow-up is equally important. An unresolved concern should return with updated evidence and a clear account of management’s actions. A difficult question has value when the governance process ensures it receives an adequate answer.

Make Expertise Usable Through Better Information

Even an experienced director can struggle with reports that emphasize activity while obscuring unresolved risk. Assess board capability and reporting quality together. A presentation may show that due diligence reviews are complete without explaining the exceptions approved. Investigation statistics may omit repeated issues within one business unit. Remediation updates may describe actions as finished without showing whether the revised controls work.

A CCO should organize reporting around decisions and consequences. Explain the issue, the evidence, management’s response, and what remains unresolved. When a commercial objective conflicts with a compliance recommendation, make that tension clear. Directors can then apply their experience to a concrete problem. Does the proposed response address the cause? Is the responsible executive accountable for delivery? What evidence will show that the correction is working? These questions help convert professional knowledge into oversight of program effectiveness.

Preserve Perspectives That Challenge Assumptions

The authors examine both alignment with company strategy and similarity among directors. That combination highlights a tension: a board needs relevant experience while retaining perspectives that question the organization’s assumptions. For compliance, industry familiarity can help a director spot questionable practices. It can also leave accepted business conventions insufficiently examined. Experience from another sector may expose weaknesses in customer treatment, escalation, or control ownership that insiders have normalized.

A CCO should therefore avoid equating a closely matched background with superior judgment. Ask what the board needs to understand and where a different perspective could improve its questions. Director education can help close specific knowledge gaps. Sessions built around the company’s actual processes, anonymized matters, and emerging business changes can give directors a better foundation for challenge. Persistent gaps may also warrant discussion of committee expertise or board recruitment, with those decisions remaining with the appropriate governance bodies.

Use AI Assessment as a Diagnostic Input

DesJardine and Mertens use contextualized word embeddings, a technique that turns text into numerical representations, to compare professional and company profiles. The approach can surface similarities that broad categories miss. For a board considering such analysis, the CCO and governance team should ask what information supports each profile and what the resulting score actually measures. Public biographies and media coverage provide an incomplete record of a director’s contributions. The volume and character of available material may differ substantially between candidates.

Company disclosures also describe the organization through a particular lens. Similarity to that description does not necessarily establish the expertise needed to address an overlooked risk or challenge an unsuccessful strategy. Use the output to inform interviews, reference discussions, and committee deliberations. Ask how sensitive the result is to source selection and whether the underlying evidence supports the interpretation. Record significant limitations. A numerical score should help the board investigate a capability question; appointment and evaluation decisions require accountable human judgment.

Action Steps for the CCO

Bring a practical assessment of oversight capability to the next discussion with the committee chair:

  1. Map priority risks to oversight knowledge. Identify what directors need to understand about the company’s business practices, controls, and escalation decisions.
  2. Provide evidence of capability gaps. Work with the corporate secretary and general counsel to inform education and composition discussions, using specific examples rather than broad labels.
  3. Strengthen the conditions for independent challenge. Establish clear access, candid reporting, and follow-up arrangements for unresolved concerns, including matters involving senior management.
  4. Test the usefulness of board reporting. Ensure directors can see material exceptions, recurring issues, remediation evidence, and decisions requiring their attention.
  5. Apply scrutiny to AI assessments. Examine source quality, missing information, and the limits of similarity measures before incorporating results into governance decisions.

Effective compliance oversight depends on directors who understand the company’s risks and are prepared to question how management addresses them. The CCO can strengthen that oversight by making capability needs explicit and ensuring the board receives the evidence needed to exercise its judgment.