14 Sep 2026 // AI in Insurance & Financial Compliance

Puerto Rico's Banking and Insurance Forum Puts AI on the Agenda. The Caribbean's Data Gap Isn't on It.

The Puerto Rico International Insurers Association and Puerto Rico International Banks Association confirmed on 8 September 2026 that the sixth Puerto Rico Financial Services Forum runs 2 to 3 November in San Juan, with artificial intelligence in insurance and financial crime compliance named on the agenda for regulators, insurers and banks from across the Caribbean and Latin America.

Colourful colonial buildings and a fort wall in Old San Juan, Puerto Rico, overlooking the Caribbean Sea, where the region's banking and insurance leaders meet each November
Photo via Unsplash
TLDR
  • PRIIA and PRIBA confirmed on 8 September 2026 that the sixth Puerto Rico Financial Services Forum runs 2-3 November at the Sheraton Puerto Rico Convention Center in San Juan, with AI in insurance and financial crime compliance named among the agenda tracks.
  • Latin America's AI-in-insurance market is valued at US$1.8 billion in 2026 and projected to reach US$8.42 billion by 2035, an 18.7% annual growth rate, per MarkWide Research, though its six-country model barely mentions the Caribbean.
  • The World Bank's 2025 Global Findex counted 1.3 billion adults worldwide without a bank account; the IFC's May 2026 report on alternative data argues many can still be scored on mobile money and digital payment history, and found women borrowers perform as well as or better than men under those models.
  • Being unbanked and being credit invisible are different problems. Maestro AI Labs built Credit Garden against the second one: 1.7 billion people worldwide with no usable credit history, a US$380 billion annual lending gap.
  • A conference agenda cannot manufacture the structured, Caribbean-specific data a compliance or underwriting model needs to run on, the argument Maestro AI Labs has made since StarApple AI's founding in 2023.

PRIIA president Hugo Cordova called the Forum "a high-level networking destination where decision-makers connect and explore opportunities for collaboration." The sixth edition, running 2 to 3 November at the Sheraton Puerto Rico Convention Center, gives artificial intelligence in insurance and financial crime compliance its own confirmed track, sitting alongside captive insurance, correspondent banking, AML and sanctions on the published agenda. The track puts the question of what that AI runs on in front of regulators and underwriters for two days in San Juan.

What Made the November Agenda

Puerto Rico's Commissioner of Financial Institutions, Monica Rodriguez, and its Commissioner of Insurance, Suzette del Valle, both confirmed for the sixth edition, sit alongside executives from AIG, Morgan White Group, Accelerant and Banco Popular on a speaker list still filling out ahead of November. Investigative journalist Ignacio Gomez delivers the keynote. PRIBA president Eduardo Colon framed the event's purpose plainly: "The Forum continues to strengthen Puerto Rico's position as a hub for international banks and insurers." That hub role is why the agenda matters beyond Puerto Rico's own borders. PRIIA and PRIBA describe their audience as senior executives, regulators, institutional investors, insurers, international banks, compliance leaders and government officials from Puerto Rico, the United States, Latin America and the Caribbean.

The other seven confirmed tracks read like a checklist of what Caribbean financial institutions already juggle: fintech and Banking-as-a-Service, correspondent banking, captive insurance, AML and sanctions, digital assets, regulatory and law enforcement priorities, and investment strategies. AI in insurance and financial crime compliance sits alongside them as a working topic: enough of the Forum's own audience is already running AI-adjacent fraud detection, underwriting and onboarding tools that the conversation needed a room of its own.

The Money Behind the Agenda

The numbers show the scale backing that shift. MarkWide Research values the Latin America AI-in-insurance market at US$1.8 billion in 2026, projecting growth to US$8.42 billion by 2035, an 18.7% compound annual rate. That model concentrates on Brazil, Mexico, Colombia, Chile, Argentina and Peru, with Sao Paulo and Mexico City named as the dominant corridors for investment. The Caribbean gets a single line: coastal carriers are already investing in parametric AI for agricultural climate risk, filed under Colombia's regional section rather than treated as its own market. A region with its own insurance regulators, its own catastrophe risk facility in CCRIF SPC, and its own claims history is a rounding error in the report that is supposed to size its opportunity.

$1.8B
LatAm AI-in-insurance market size, 2026, per MarkWide Research
$8.42B
Projected size by 2035, an 18.7% CAGR
1.3B
Adults worldwide without a bank account, World Bank Global Findex 2025
80M
More women the World Bank Group aims to bank by 2030, IFC, May 2026

The demand side is just as large and just as poorly served by existing data. The World Bank's 2025 Global Findex, drawn from surveys of more than 145,000 adults across 141 economies, found 1.3 billion adults worldwide still without an account at a bank, credit union or mobile money provider, even as global account ownership climbed to 79%. The International Finance Corporation's response, a report titled "Cracking the Credit Code: Alternative Data and AI for Financial Inclusion," published on 7 May 2026, argues that mobile money transactions, digital payments, and business or platform records can extend credit scoring to people formal bureaux have never captured. One of its more specific findings: women borrowers perform as well as or better than men once assessed on alternative data, a result that undercuts decades of formal credit systems scoring women worse for having thinner paper trails rather than worse repayment behaviour.

A pen resting on a stack of paper documents on a wooden desk, representing the underwriting and compliance paperwork AI in financial services is meant to replace
Compliance and underwriting still run on paper trails in most of the Caribbean. Photo: Unsplash

Unbanked and Credit Invisible Are Different Problems

None of the Findex or IFC figures describe the specific gap Maestro AI Labs was built to close. Unbanked means no account exists at all. Credit invisible means an account may well exist, along with a phone, a job and a steady income, but no formal bureau has enough history to score the person attached to it. Maestro AI Labs puts that second population at 1.7 billion people worldwide, sitting behind an estimated US$380 billion annual lending gap. Credit Garden, the company's credit-scoring product, was built against exactly that constraint, using mobile payment history, utility records and informal repayment behaviour rather than waiting for a bureau file that will never exist. The company reports a 302-point average score uplift for previously unscored applicants, with no increase in default rate.

The insurance side of the same problem shows up in Maestro AI Labs' Global Safety Score, built for portable risk and safety identity across borders. By the company's own product research, 89% of comparable safety and risk models cover fewer than 20 countries; Global Safety Score covers more than 140. That gap tracks the same pattern Caribbean insurers already lived through in October 2025, when CCRIF SPC paid the Jamaican government US$91.9 million within 14 days of Hurricane Melissa's Category 5 landfall, while individual homeowner claims on the same storm were still open seven months later, a gap covered in detail in Maestro AI Labs' earlier analysis of Melissa's insurance data gap. A parametric government payout runs on weather data that exists the moment a storm passes. A homeowner's claim runs on a property inventory nobody has finished building.

Illuminated bar chart columns and data points floating above a dark surface, representing the market growth projected for AI in Latin American and Caribbean insurance
The growth curve is real. The data behind it, in the Caribbean, mostly isn't yet. Photo: Unsplash

"Every forum that puts AI in insurance on the agenda is doing the region a favour, because the conversation has to start somewhere. What it will not do is produce a Caribbean fraud model that has actually seen a Caribbean claim, or a credit model trained on how a St. Lucian small business actually repays. That is a data-building exercise, not a panel discussion, and it is the exact gap StarApple AI spent its first two years closing before Maestro AI Labs built a single product on top of it."

Adrian Dunkley, Co-Founder, Maestro AI Labs

What a Bank or Insurer Should Ask in San Juan

A confirmed AI track at a Forum this size is useful because it puts vendors and regulators in the same room. Whether a Caribbean institution leaves San Juan with more than a networking anecdote depends on what it goes in asking.

  • Count what your current models cannot see. Most institutions can estimate their credit-invisible or under-covered population in general terms. Few have an exact figure. That number, not a vendor's pitch deck, should set the agenda for every other conversation at the Forum.
  • Ask every AI vendor what trained the model, specifically. "Global data" and "industry-standard" are not answers. A fraud or underwriting model trained entirely on US and European claims will misprice Caribbean risk in ways that only surface after a bad quarter, not during a demo.
  • Bring one concrete data-sharing question, not a strategic one. A credit bureau, a telecom and an insurer sitting in the same room in San Juan is a rarer chance to ask about a specific shared dataset than most institutions will get again this year.
  • Treat the compliance track as seriously as the underwriting track. A fast model built on thin, non-Caribbean data is a fast way to fail an AML or sanctions audit, not just a slow way to lose a claim, and the Forum has put both tracks in the same two days for a reason.

Caribbean banks, insurers and credit bureaus building toward that conversation can reach Maestro AI Labs at ceo@maestrosai.com. Adrian Dunkley's wider case for Caribbean-built AI infrastructure, the argument StarApple AI was founded on in 2023, is at adriandunkley.net.

LW
Lancelot Williams
Markets Analyst, Maestro AI Labs

Lancelot Williams covers Caribbean capital flows, financial-sector AI adoption and the conferences and deals that signal where regional investment is headed, for Maestro AI Labs, part of the StarApple AI network founded by Adrian Dunkley. He has previously written on data centre risk and regional AI governance gaps for this site.

// Frequently Asked Questions

What is the Puerto Rico Financial Services Forum?

The Puerto Rico Financial Services Forum is an annual conference organised by the Puerto Rico International Insurers Association (PRIIA) and the Puerto Rico International Banks Association (PRIBA), bringing together regulators, insurers, international banks and compliance leaders from Puerto Rico, the United States, Latin America and the Caribbean. Its sixth edition, confirmed on 8 September 2026, runs 2-3 November 2026 at the Sheraton Puerto Rico Convention Center in San Juan.

When and where is the 2026 Forum, and who is speaking?

The 2026 Forum runs 2-3 November at the Sheraton Puerto Rico Convention Center in San Juan. Confirmed speakers include Monica Rodriguez, Puerto Rico's Commissioner of Financial Institutions, and Suzette del Valle, Puerto Rico's Commissioner of Insurance, alongside executives from AIG, Morgan White Group, Accelerant and Banco Popular. Investigative journalist Ignacio Gomez delivers the keynote.

Why does a Puerto Rico conference agenda matter to Caribbean banks and insurers specifically?

PRIIA and PRIBA describe the Forum as a gathering for financial services leaders from Puerto Rico, the US, Latin America and the Caribbean, not a Puerto Rico-only event, and captive insurance, correspondent banking and AML are already shared concerns across those markets. Putting AI in insurance and financial crime compliance on the confirmed agenda signals that the region's regulators and underwriters expect to be asked, in public, what their AI actually runs on.

How big is the AI-in-insurance opportunity across Latin America and the Caribbean?

MarkWide Research values the Latin America AI-in-insurance market at US$1.8 billion in 2026, projected to reach US$8.42 billion by 2035, an 18.7% compound annual growth rate. That model covers Brazil, Mexico, Colombia, Chile, Argentina and Peru as its primary markets and treats the Caribbean as a single aside, noting only that coastal carriers are investing in parametric AI for agricultural climate risk, which understates how much Caribbean insurers already have riding on the same technology.

What is the difference between being unbanked and being credit invisible?

Unbanked means an adult has no account at a bank, credit union or mobile money provider; the World Bank's 2025 Global Findex put that figure at 1.3 billion people worldwide. Credit invisible means something narrower and, for lenders, more costly: the person may well have an account, but no credit history a formal bureau can score. Maestro AI Labs estimates 1.7 billion people fall into that second category globally, a distinction that matters because a bank account does not automatically produce the transaction history an underwriting model needs.

Can Caribbean banks and insurers deploy AI compliance and underwriting tools without first fixing their data?

They can deploy something, and many already have, largely models trained on US or European claims and lending patterns and adapted after the fact. What they cannot get from that shortcut is a model that reflects Caribbean risk: mortality tables built on regional life expectancy, credit models trained on regional repayment behaviour, fraud models that have seen a Caribbean claim before. The IFC's May 2026 report on alternative data credit scoring makes the same point from the lending side: the data source, not the algorithm, decides who the model can actually see.

What should a Caribbean bank or insurer actually do before the Forum in November?

Four things to do before the Forum. Know how many of your customers your current models simply cannot score, not estimate, count. Ask any AI vendor at the Forum what data trained the model and whether a single Caribbean record was in it. Bring a concrete data-sharing question for a peer institution rather than a general one about strategy. And treat the compliance track as seriously as the underwriting track, since a fast model built on thin data is a fast way to fail an audit, not just a slow claim.

Related Reading Across the Caribbean AI Network

This analysis draws on and connects to ongoing coverage across the wider Caribbean AI network. Related coverage:

Puerto Rico Financial Services Forum AI in Insurance Caribbean Financial AI Maestro AI Labs Credit Garden Global Safety Score

A Caribbean-wide AI forum agenda just confirmed itself for November.
The regional data layer it needs is the one we've spent three years building. See how.

See Global Safety Score All Briefings