Newsroom · The Advocate Insurance Desk

The market is talking. We're listening.

Once a week, Katie Dowson and Grace Schmidt sit down with the brokers, underwriters, and risk managers actually moving commercial insurance — and back the conversation with Advocate's market data.

  • AI Development
  • 30 min

Building AI Software You Can Benchmark with David Haddad

Katie Dowson and David Haddad

Market Indices

US Natl Property

$3.56

+0.44%

US Natl Liability

$13.35

+0.11%

US Natl Package

$9.90

+0.12%

Clips & Quotes

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  • EP 25

Building AI Software You Can Benchmark with David Haddad

  • EP 24

Inside an MGA Program: The Carrier Isn't Who You Think

  • EP 23

How the Small Shop Finally Sees the Whole Market

The Advocate Insurance Desk

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A quick note from Katie and Grace each time we drop something new.

Full archive · 25 episodes

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Building AI Software You Can Benchmark with David Haddad

Aug 5, 2026 · Episode 25 · 30 min

Building AI Software You Can Benchmark with David Haddad

AI did not just speed engineering up, it moved the work. David Haddad on writing far less code, evals replacing unit tests, why picking a model is the easy part, and what building an AI product actually consists of: specs, pipelines, and deciding what a model is allowed to do.

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Inside an MGA Program: The Carrier Isn't Who You Think

Jul 29, 2026 · Episode 24 · 18 min

Inside an MGA Program: The Carrier Isn't Who You Think

The carrier name on your policy may not be who is actually holding your risk. Katie Dowson and Grace Schmidt unpack MGAs, fronting carriers, and the reinsurers behind program business, plus the three questions every buyer should ask before renewal: whose name, whose rating, who holds the capacity.

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How the Small Shop Finally Sees the Whole Market

Jul 22, 2026 · Episode 23 · 12 min

How the Small Shop Finally Sees the Whole Market

The property market is softening, and clients suddenly have options. So how does a small shop compete with a national brokerage? Katie and Grace break down five data driven moves an independent broker can run in the Advocate app: read carrier appetite, shop smart, negotiate beyond price, protect revenue, and use tech to sharpen judgment.

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The Hard Market Ended. Liability Never Got the Memo.

Jul 15, 2026 · Episode 22 · 11 min

The Hard Market Ended. Liability Never Got the Memo.

Three headlines that moved commercial insurance: the hard market ended for property but never left liability, data centers are outgrowing insurable capacity, and the industry bought AI only to find the real problem was always the data underneath.

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The Engine Behind the Platform: Inside the World Insurance Model

Jul 8, 2026 · Episode 21 · 24 min

The Engine Behind the Platform: Inside the World Insurance Model

What if the most accurate way to run an insurance compliance check is to stop the AI from thinking? Katie sits down with David, who built Advocate's World Insurance Model (WIM): a deterministic engine that roughly doubles coverage-gap accuracy while token cost stays flat.

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New York Wants Florida's Results. Can Prior Approval Deliver Them?

Jun 24, 2026 · Episode 20 · 21 min

New York Wants Florida's Results. Can Prior Approval Deliver Them?

Florida mailed $1 billion back to 830,000 policyholders. New York's new bill (A11298) bets law can force the same. But live terminal data shows property is already correcting on its own, while liability runs a 6.9x spread the bill never reaches. Katie and Grace on the line the bill missed

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Insuring the Data Center Boom with Rachel Nixon

Jun 18, 2026 · Episode 19 · 39 min

Insuring the Data Center Boom with Rachel Nixon

Property and liability are moving in opposite directions. So how do you insure the asset class that everyone is suddenly chasing? Ashwin Agarwal joins co-host Katie Dowson for a conversation with Rachel Nixon of IMA, who has been placing data center coverage for more than 20 years, long before it became the story everyone is chasing, and who recently helped structure a $4 billion placement.

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The K-Shaped Insurance Market with Joe Zuk

Jun 10, 2026 · Episode 18 · 33 min

The K-Shaped Insurance Market with Joe Zuk

Property rates are down, so why aren't owners feeling it? Ashwin Agarwal takes the host chair with Joe Zuk (Altamont Capital, Accelerant) to unpack the K-shaped insurance market: the top thrives, the bottom gets automated, and the middle, most of the market, gets left behind.

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$150M in Flood Penalties. The Rules Didn't Change, the Banks Didn't Learn.

Jun 4, 2026 · Episode 17 · 16 min

$150M in Flood Penalties. The Rules Didn't Change, the Banks Didn't Learn.

The flood rules didn't change, but banks keep failing them. The FDIC just tied $150M in penalties to flood violations. Katie and Grace break it down, then pull the Advocate app: a 4x flood pricing spread, $1.47 to $5.91, same Florida building. Cleared placement data, not commentary.

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The Strait of Hormuz Shows Up in Your Premium

May 27, 2026 · Episode 16 · 18 min

The Strait of Hormuz Shows Up in Your Premium

The Strait of Hormuz closed. Oil hit $113 a barrel. Habitation liability rates spiked at the same moment. We break down why these two markets are moving together and what that means for anyone renewing right now.

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Polymarket vs Premiums: Same Math, Different Wrapper

May 20, 2026 · Episode 15 · 16 min

Polymarket vs Premiums: Same Math, Different Wrapper

Polymarket and parametric insurance are doing the same thing at the math layer. Pricing the probability of a future event. The wrapper around it is the only thing that's different. This episode is about where those two worlds are starting to overlap and what it means for CRE insurance.

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How Multifamily Operators Are Restructuring Risk in 2026

May 13, 2026 · Episode 14 · 18 min

How Multifamily Operators Are Restructuring Risk in 2026

Property is finally softening after 28 consecutive quarters of hardening. But liability is up 42% since January 1st and there's no bottom in sight. This episode is about why operators are turning to captives and parametric coverage, and what the realistic move is at every portfolio scale.

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AI Just Got Quietly Excluded From Your CGL Policy.

May 6, 2026 · Episode 13 · 26 min

AI Just Got Quietly Excluded From Your CGL Policy.

AI exclusions are quietly reshaping commercial liability coverage. Katie and Grace break down new AI carve-outs approved for major carriers, what the latest ISO endorsements exclude, and why this mirrors the early cyber market. Plus, practical guidance on AI risk, governance, and renewals.

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Assault and Battery Exclusions: The Hidden Coverage Gap

Apr 29, 2026 · Episode 12 · 24 min

Assault and Battery Exclusions: The Hidden Coverage Gap

Assault and battery coverage is quietly vanishing from commercial general liability policies. The number on the declaration page isn't the coverage. Advocate's placement data shows Illinois operators paying nearly 4x what New York pays for it, as negligent-security verdicts land at $30M and up.

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How Advocate Is Bringing Bloomberg-Style Transparency to Insurance

Apr 22, 2026 · Episode 11 · 22 min

How Advocate Is Bringing Bloomberg-Style Transparency to Insurance

Everyone says insurance is stuck because the people are stuck. The data says otherwise. A $300B market with 300-400% pricing dispersion, opaque only because the data wasn't accessible. Bloomberg fixed this for bonds in 1980. David Haddad walks the Advocate app live to show where the parallel holds.

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AI Is Fueling Lawsuits and Driving Up Your Insurance Premiums

Apr 15, 2026 · Episode 10 · 25 min

AI Is Fueling Lawsuits and Driving Up Your Insurance Premiums

AI-related damages are quietly being carved out of commercial general liability policies. Chubb, Berkshire Hathaway, and Travelers just got regulator approval to exclude AI from standard CGL. ISO endorsements went live January 1st. This episode breaks down what changed and what to ask at renewal.

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What La Niña Actually Does to Insurance Pricing

Apr 8, 2026 · Episode 9 · 20 min

What La Niña Actually Does to Insurance Pricing

Why does a Pacific Ocean temperature shift affect insurance renewals in North Carolina? Katie and Grace explain how six years of La Niña reshaped Southeast insurance markets, from the historic 2020 hurricane season to Helene’s impact. Using Advocate Market Terminal data, they show what is driving renewals and where leverage still exists.

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The AI Boom Has an Insurance Problem

Apr 1, 2026 · Episode 8 · 16 min

The AI Boom Has an Insurance Problem

KKR and Blackstone passed on data center debt because they couldn't get comfortable with the insurance picture. In equities you have Bloomberg. In debt you have spreads. In insurance you have someone's word. That's the gap the Advocate Market Terminal was built to close.

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March Madness: What NC and CT Multifamily Insurance Data Actually Shows

Mar 25, 2026 · Episode 7 · 18 min

March Madness: What NC and CT Multifamily Insurance Data Actually Shows

Connecticut multifamily owners are paying nearly double per unit compared to North Carolina — a $63K annual insurance gap on a 100-unit building. But NC is closing that gap fast. For March Madness we ran the Duke vs UConn matchup in the terminal. The data tells a story most operators are missing.

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St. Louis Multifamily Insurance Market: The Factor Adding 33% to Your Rate

Mar 18, 2026 · Episode 6 · 22 min

St. Louis Multifamily Insurance Market: The Factor Adding 33% to Your Rate

The St. Louis multifamily insurance market is splitting in two. The under $3M segment is a buyer's market right now. The $10-20M segment broke in September 2024. We pulled real transaction data from the Market Terminal to show which carriers are winning on volume vs price — and where the leverage is.

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Why Illinois Nursing Homes Pay 8x More for Insurance

Mar 11, 2026 · Episode 5 · 19 min

Why Illinois Nursing Homes Pay 8x More for Insurance

Senior care liability is not moving randomly. It is responding to litigation pressure, underwriting capacity, and regulatory scrutiny. We pulled real transaction data from the Market Terminal to show how those forces are translating into actual pricing across the Illinois nursing home market.

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Why Insurance Is Still in the 1800s and What the Commodities Market Teaches Us

Mar 4, 2026 · Episode 4 · 14 min

Why Insurance Is Still in the 1800s and What the Commodities Market Teaches Us

Pricing dispersion in commercial insurance runs 300 to 400 percent. The same risk can trade at dramatically different prices because there is no common taxonomy, no benchmark, no reference price. This is exactly where commodity markets sat in the 1800s before the Chicago Board of Trade fixed it.

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From Wildfire to 85% Rate Spike: How Insurance Actually Reprices

Feb 25, 2026 · Episode 3 · 21 min

From Wildfire to 85% Rate Spike: How Insurance Actually Reprices

What actually happens to insurance pricing after a catastrophic event? We tracked the full financial domino effect of the January 7, 2025 LA wildfires through capital markets, construction costs, and reinsurance. California property rates moved up to 85% within ten months. Insurance lags. But it moves.

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Inside the Texas Insurance Market: A Regional Pricing Breakdown

Feb 18, 2026 · Episode 2 · 22 min

Inside the Texas Insurance Market: A Regional Pricing Breakdown

Is Texas multifamily insurance actually getting cheaper as the state grows? The answer is more complicated. We broke down the Texas Property and Liability Indices and zoomed into Houston and Dallas-Fort Worth to show where pricing actually diverges. Statewide data tells you direction. Metros tell you reality.

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What's Really Happening in the Insurance Market in NYC | Advocate Insurance Desk

Feb 11, 2026 · Episode 1 · 22 min

What's Really Happening in the Insurance Market in NYC | Advocate Insurance Desk

What is actually happening in the NYC multifamily insurance market? In our first episode, Katie Dowson and Grace Schmidt pull real pricing data from the Market Terminal to break down how rate-on-line is shifting, how regulation is reshaping carrier behavior, and what it means for owners navigating renewals.

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Full archive · 17 articles

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Reporting and analysis on the deals, pricing, and coverage trends shaping commercial insurance.

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Your AI Vendor Has a Supply Chain: Three Questions to Ask Before You Buy

Article · Aug 5, 2026 · 12 min read

Your AI Vendor Has a Supply Chain: Three Questions to Ask Before You Buy

Nearly every vendor selling into commercial insurance now mentions AI somewhere in the pitch. Very few of them will tell a buyer which part of an answer was calculated and which part was generated, and that single distinction is the most useful tool an insurance AI vendor evaluation can give you. On this episode of The Advocate Insurance Desk, host Katie Dowson sits down with David Haddad, head of product engineering at Advocate Technologies, to work through what actually goes into building AI software for a regulated market, and how a broker, lender, or servicer sitting through a demo can tell a real system from a thin wrapper. The premise of the conversation is that the model is the least interesting part of the product. Models improve every few months, and that improvement arrives whether or not the team using them is ready for it. What determines whether the software can be trusted is everything built around the model: deciding what it is allowed to do, knowing when it is wrong, and staying upright when something changes underneath you.

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MGAs and Fronting Carriers: Who Is Behind Your Commercial Insurance Policy?

Article · Jul 29, 2026 · 10 min read

MGAs and Fronting Carriers: Who Is Behind Your Commercial Insurance Policy?

Your renewal arrives from the same broker you have used for years. The number is competitive, the paperwork looks like every other commercial insurance policy you have ever received, and so you bind it and move on. Why wouldn't you? Here is the problem. Almost nobody stops to ask who is actually standing behind that paper, and the honest answer is increasingly that the company named on your declarations page neither priced your risk nor holds it. A managing general agent underwrote you, a fronting carrier lent its name to the policy, and reinsurers you will never be told about are the ones with money at stake. That chain is invisible from the buyer's seat, and it can reprice or disappear on you at renewal for reasons that have nothing to do with your account. On this episode of The Advocate Insurance Desk, co-hosts Katie Dowson and Grace Schmidt walk through how the MGA and fronting structure actually works, what happened when a reinsurance intermediary collapsed in 2023, and the three questions you can answer tonight from a document already in your hand.

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The Independent Insurance Broker's Soft Market Playbook

Article · Jul 22, 2026 · 7 min read

The Independent Insurance Broker's Soft Market Playbook

For more than a decade, being an independent insurance broker meant delivering the same conversation over and over: rates are up, capacity is tight, carriers are pulling back. Most of your energy went into managing bad news. That era is ending, at least on the property side of the book. Carriers are hungry to grow again, and for the first time in a long time, your clients are hearing that they have options. So the real question for a small shop is no longer how to survive a hard market. It is this: if the market is opening up for everyone, including the national brokerages, how does a two person agency actually win? The answer is not size. It never really was. The gap between a small brokerage and a national one was almost always a gap in visibility. The big shops could see the whole market. The smaller shop usually could not. That is the thing that is changing, and it is what this playbook is about. Below are five moves a small commercial shop can make right now. Each one is something you can run inside the Advocate app, using actual placed policy data rather than rumor or gut feel.

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Price Benchmarking in a Split Market: What the "Hard Market Is Over" Headlines Get Wrong

Article · Jul 16, 2026 · 8 min read

Price Benchmarking in a Split Market: What the "Hard Market Is Over" Headlines Get Wrong

The headline everyone repeated this year was simple: after roughly a decade of increases, commercial insurance rates finally turned. The index dipped, and the trade press declared the hard market over. But that clean narrative papers over the single most important fact for anyone pricing risk right now. The market did not soften. Half of it did. On this episode of The Advocate Insurance Desk, Katie and Grace walked through three headlines that moved the commercial property and casualty world, and why each one points back to the same conclusion: in a split market, the only number that helps you is a carrier-level one.

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The Engine Behind the Platform: Inside the World Insurance Model

Article · Jul 8, 2026 · 7 min read

The Engine Behind the Platform: Inside the World Insurance Model

On this episode of The Advocate Insurance Desk, host Katie Dawson goes one layer deeper than the usual carrier-by-carrier market breakdown. Instead of a specific market, the conversation is about the engine underneath the platform: the World Insurance Model, or WIM. Joining her is David, head of product engineering at Advocate, who has spent roughly five years building it. The through line is simple. Nearly every commercial property carrying debt has to prove its insurance meets the lender's requirements, at origination and again at every renewal. That verification can run to hundreds of checks per policy, and much of it is still done by hand. Miss one check and the property can be under-insured. WIM is Advocate's answer to doing that work automatically, consistently, and at scale.

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Property and Casualty Insurance Just Split in Two: What New York's Rate Bill Gets Wrong

Article · Jun 24, 2026 · 9 min read

Property and Casualty Insurance Just Split in Two: What New York's Rate Bill Gets Wrong

A check is hitting bank accounts in Florida this week. USAA is returning close to $1 billion to roughly 830,000 of its Florida policyholders, and carriers do not hand money back unless something underneath the business has fundamentally changed. New York is now betting it can manufacture the same kind of relief on the commercial side, by regulation rather than by reform. On this episode of The Advocate Insurance Desk, hosts Katie and Grace pulled live New York multifamily data from the Advocate app to test that bet, and the property and casualty insurance numbers told a very specific story: the bill is aimed at the wrong line.

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AI in Insurance and the Rise of the K-Shaped Market

Article · Jun 23, 2026 · 6 min read

AI in Insurance and the Rise of the K-Shaped Market

This episode of The Advocate Insurance Desk changed the usual format. Regular hosts Katie Dowson and Grace Schmidt opened and closed the show, but handed the main conversation to co-founder and CEO Ashwin Agarwal and his guest, Joe Zuk. Zuk is an operating partner at Altamont Capital and a board member at Accelerant, and he has worked across brokerage, MGA, reinsurance, and the capital side. He brought a thesis worth hearing: the K-shaped insurance market. That thesis ties directly to one of the biggest forces reshaping the industry, AI in insurance, and it explains why the top and bottom of the market get all the attention while the middle gets left behind.

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What Crude Oil Prices Reveal About Your Liability Insurance Renewal

Article · Jun 22, 2026 · 8 min read

What Crude Oil Prices Reveal About Your Liability Insurance Renewal

On a recent episode of *The Advocate Insurance Desk*, hosts Katie Dowson and Grace Schmidt opened with a question that sounds absurd: are crude oil prices and habitation **liability insurance** rates connected? Grace had been overlaying indices in Advocate's Terminal app and noticed that the WTI crude oil index and the national liability index had nearly the same shape, with the same peaks, the same trough, and the same sharp spike into 2026. This piece walks through their data and the answer they landed on, which changes how to read an insurance renewal.

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Insuring AI Data Centers: Why Business Interruption Insurance Now Drives the Deal

Article · Jun 21, 2026 · 6 min read

Insuring AI Data Centers: Why Business Interruption Insurance Now Drives the Deal

Data centers are the hottest asset class in commercial real estate right now — capital is pouring in, valuations are enormous, and the buildings are some of the most complex structures going up anywhere. But the insurance behind them is quietly becoming one of the hardest parts of getting a deal done. On a recent episode of The Advocate Insurance Desk, host Katie Dowson and Advocate co-founder and CEO Ashwin Agarwal sat down with Rachel Nixon of IMA — who has placed data center coverage for more than 20 years and recently helped structure a $4 billion placement. Their conversation kept circling one idea: in this asset class, business interruption insurance, not the building itself, is what really drives the deal.

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Same Math, Different Wrapper: Prediction Markets and Insurance Data Analytics

Article · Jun 12, 2026 · 5 min read

Same Math, Different Wrapper: Prediction Markets and Insurance Data Analytics

On a recent episode of The Advocate Insurance Desk, hosts Grace Schmidt and Katie Dowson stepped just outside the commercial real estate insurance market to look at something sitting right next to it: prediction markets like Polymarket and Kalshi. Their argument is that prediction markets and insurance are doing structurally the same job, pricing the probability of a future event, and that the gap between the two is closing fast in specific corners of the market. The thread connecting them, and the reason the episode matters for insurance, is insurance data analytics: the real-time pricing layer the industry has historically lacked.

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$150M in Flood Penalties. The Rules Didn't Change, the Banks Didn't Learn.

Article · Jun 3, 2026 · 9 min read

$150M in Flood Penalties. The Rules Didn't Change, the Banks Didn't Learn.

The Atlantic hurricane season opened on June 1, and on The Advocate Insurance Desk, hosts Katie Dowson and Grace Schmidt used it to make a point that has little to do with the weather. Flood risk in commercial real estate is now as much a compliance problem as a coverage one. The flood layer of commercial property insurance sits inside a web of federal rules, and the regulators just attached a $150 million number to what happens when lenders get it wrong. As Grace put it, this is not just the bank's problem: if you are a broker helping place coverage on a CRE deal in a flood zone and the flood insurance is not right at closing, you are part of this story too.

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Captives, Parametric, and the New Math of Holding Your Own Risk

Article · May 27, 2026 · 8 min read

Captives, Parametric, and the New Math of Holding Your Own Risk

On episode 14 of The Advocate Insurance Desk, hosts Katie Dowson and Grace Schmidt dug into a pattern in their data: the property and casualty market is splitting, with property finally softening while liability keeps hardening, and multifamily operators are responding by changing how they hold risk. Rather than buying more commercial real estate insurance from a market that is pricing against them, they are turning to captives and parametric coverage to retain risk on their own terms. What was a Fortune 500 conversation three years ago is now reaching operators of every size. This piece breaks down why it is happening, what the tools actually are, and what operators at different scales should do about it.

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AI Just Got Carved Out of the Commercial General Liability Policy, and Almost No One Noticed

Article · May 6, 2026 · 9 min read

AI Just Got Carved Out of the Commercial General Liability Policy, and Almost No One Noticed

Three of the largest carriers in the country just won approval to walk away from a major category of commercial risk, and it has barely been covered in the news. This month Chubb, Berkshire Hathaway, and Travelers all got the green light from state regulators to start excluding AI related damages from the standard commercial general liability policy. On this episode of The Advocate Insurance Desk, hosts Katie and Grace broke down what is being quietly removed, brought in Advocate's head of infrastructure and security to give the operator's view, and landed on a simple rule: visibility first, coverage second.

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Your $1 Million Limit Might Be Worth $250,000: The Assault and Battery Trap in Commercial Real Estate Insurance

Article · Apr 29, 2026 · 10 min read

Your $1 Million Limit Might Be Worth $250,000: The Assault and Battery Trap in Commercial Real Estate Insurance

The number on your declarations page is not your coverage. That is the uncomfortable lesson sitting underneath one of the sneakier problems in commercial real estate insurance right now: assault and battery coverage, the protection that responds when someone is hurt or killed by a violent act on your property. On this episode of The Advocate Insurance Desk, hosts Katie and Grace traced how that coverage has been quietly carved out of general liability policies, walked through a court case where it cost an operator everything, pulled their own placement data across two states, and asked whether the new standalone products hitting the market actually fix the problem or just hide it better.

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Price Benchmarking and the Bloomberg Terminal for Insurance

Article · Apr 22, 2026 · 8 min read

Price Benchmarking and the Bloomberg Terminal for Insurance

How do you explain a data company to your mom? On this episode of The Advocate Insurance Desk, hosts Katie and Grace landed on the line they both use: Advocate is building the Bloomberg Terminal for insurance. It is a bigger claim than it sounds, and this episode unpacks why. It is the second part of a series that began with the Chicago Board of Trade standardizing grain in the 1850s. This chapter is about what comes after a standard exists: the tool that finally makes scattered data usable, and what price benchmarking does to a market once everyone can see it.

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AI Is Supposed to Make Insurance Cheaper. For Liability Insurance, the Data Says the Opposite

Article · Apr 15, 2026 · 7 min read

AI Is Supposed to Make Insurance Cheaper. For Liability Insurance, the Data Says the Opposite

Everyone in insurance is telling the same story about artificial intelligence: lower costs, faster claims, smarter pricing, a more efficient market. On this episode of The Advocate Insurance Desk, Katie came in skeptical of that narrative, and the data backed her up. The efficiency story is real, but it is only half the picture. The other half is that AI is not only a tool for carriers. It is just as available to plaintiffs, litigation funders, and legal tech startups, and when the other side of the courtroom gets the same technology, the economics of filing a lawsuit change completely. The cost of bringing a claim drops toward zero, volume goes up, and liability insurance premiums follow.

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La Nina Has Been Quietly Repricing Your Commercial Property Insurance for Six Years

Article · Apr 9, 2026 · 10 min read

La Nina Has Been Quietly Repricing Your Commercial Property Insurance for Six Years

It started as a watercooler question. A colleague had read something about La Nina fading and asked Katie a simple-sounding thing: is that good or bad for hurricane season, and would it even show up in insurance data? The honest answer was that there is no simple yes or no. On this episode of The Advocate Insurance Desk, Katie and Grace pull back from the single-storm episodes they have done before, the wildfires, the one-off disasters, to look at the climate pattern sitting underneath all of them, and show what six years of La Nina has actually done to commercial property insurance pricing across the Southeast, using transaction-level data from real policies, carriers, and placements.

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