AI governance for general counsel and chief compliance officers at insurers and banks

Know where your team uses AI, and whether anyone catches its mistakes.

An AI governance assessment answers both questions. You get a written report that ranks each risk and says what to fix first. When a regulator or your board asks, you will have an answer.

Led by an attorney admitted in the District of Columbia and Maryland, with 15+ years in financial services compliance.

Services

Start with the assessment

The AI governance assessment has a set scope and ends with a written report. Advisory and training can follow it or stand on their own.

First step

AI governance assessment

A look at where your team uses AI, and whether the people who review its work would catch a mistake.

What you receive

A written report that ranks each problem by risk and says what to fix first. A board member can follow it.

Sample first page of an assessment report for a fictional insurer: a board summary, four risks ranked high to low with a fix for each, a sample test result, and a 90-day list.
Illustrative first page of the report. The insurer and its figures are invented; the format is what a client receives. Every finding names a fix.
Ask about an assessment
What it covers
  • Which AI tools your team uses, and for what
  • What data goes into each tool, and whether it should
  • How risky each use is
  • Who reviews each tool’s work, and whether they could catch a mistake
  • A scored sample of the AI’s work, using a method from my published research
  • Whether your outside law firms and vendors use AI on your work
  • How your practice compares with the rules and guidance below

The comparison uses:

  • The National Association of Insurance Commissioners (NAIC) Model Bulletin on the use of AI systems by insurers, as adopted in your state
  • American Bar Association Formal Opinion 512, on lawyers’ use of AI tools
  • The National Institute of Standards and Technology (NIST) AI Risk Management Framework
  • Federal Trade Commission guidance on AI
  • The European Union AI Act

The comparison is not a legal opinion.

Ongoing engagement

Advisory

Ongoing help as your AI use grows, so reviews keep working day to day.

  • Designing and rolling out your AI rules
  • Clear rules for when a person must review AI work
  • Regular reviews of your AI tools and vendors
  • Briefings on AI risk for your board and leaders
Ask about advisory →
Workshops and speaking

Training

Hands-on sessions that teach your team to review AI work before anyone relies on it.

  • Workshops for legal, compliance and risk teams
  • Conference talks and panels
Ask about training →
Approach

How an assessment runs

  1. A short call

    You tell me where your team uses AI and what is at stake.

    30 minutes
  2. Review

    I look at your AI tools and policies, then at how reviews really happen, and test a sample of the AI’s work.

    On site or remote
  3. Written report

    The report ranks each problem by risk and says what to fix first.

    Board-ready
  4. Follow-through

    If you want help making the fixes, the work can continue as advisory.

    Optional
Why it matters

Why reviews break down when AI speeds up the work

AI can write a draft or score a risk in seconds. A person still has to review it, often with less time than before. So the review shrinks to a quick look. If the answer looks right, it goes out.

More rules rarely fix this. Many add steps without making the review any better.

Enterprise AI platforms keep a log of each question and answer. The log doesn’t show whether anyone reviewed the answer against the source.

A review works when the reviewer could actually catch a mistake. It also needs a record that shows it happened. This is what that record looks like:

Sign-off log, illustrative excerpt. Names and files are invented.
FileAI outputReviewerChecked againstResult
CL-2041Record summaryR. AlvarezMedical record, 38 pp.Accurate
CL-2042Record summaryR. AlvarezMedical record, 12 pp.Prior injury omitted. Corrected.
UW-0877Declination letterM. ChenUnderwriting fileAccurate

One line per review: who looked, what they compared it with, and what they found. When an examiner asks, this is the answer.

Research

The research behind the work

The advice draws on my published research about how AI changes professional judgment and how to test AI on legal work. The papers are posted on the Social Science Research Network (SSRN) and arXiv.

Latest
  • Coherence Under Acceleration revised on SSRN.
  • InsufficiencyBench receives a Best Paper Honorable Mention at the AI for Law Workshop, ICML 2026.
SSRN 5960914 · revised October 2026 Coherence Under Acceleration

How speed weakens judgment, and which controls keep reviews real.

arXiv 2608.20220 · August 2026 InsufficiencyBench

How AI models answer legal questions that leave out key facts. Written with Vincent, Yu, Bean and Seedat. Best Paper Honorable Mention and an oral presentation at the AI for Law Workshop, International Conference on Machine Learning (ICML) 2026.

SSRN 7587982 · 2026 From CARE to Compliance

Maps Indigenous data governance principles onto the NIST AI Risk Management Framework.

SSRN 5374930 · August 2025 The REASON Framework v2

A method for grading the legal reasoning in AI answers.

SSRN 5283593 · June 2025 A Multidimensional Rubric for Evaluating Legal Reasoning in Generative AI

The earlier rubric that led to the REASON Framework.

All papers on SSRN →

About

You work directly with me

I founded DANDO and do every engagement myself. I’m a regulatory attorney who came to AI from compliance work: 15+ years across anti-money laundering rules, healthcare privacy, private equity compliance and large-firm practice. Alongside this practice, I test leading AI models on legal tasks with the teams that build them.

EducationJuris Doctor, University of Connecticut School of Law. Bachelor of Arts in Criminology and Criminal Justice, University of Maryland, College Park.

Contact

Start with a 20-minute call.

No charge. You describe where your team uses AI; I say whether an assessment would help and what it would cover.

Book a 20-minute call

daniel@dandollc.com

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