The AI and website questions pools are wrestling with
In two interactive conference sessions this fall, public entity risk pool staff worked through real-world AI scenarios and audited their own websites. Here are the questions they answered, how they responded and what it means for pools.
Two national pool conferencesFall 2026Matt Burleson, OMAG
Pool staff are ready.Most are curious or already using AI, and confidence grows fast once they have a simple framework.
Their instincts are right.AI can draft, but a person verifies, a person decides and the employee stays accountable.
The structure is behind.Policy, data rules, member disclosure and pool websites haven't caught up to staff.
How the room responded:Nearly everyonebroad agreementMosta clear majorityDividedno clear consensus
01 · Readiness
Are pool staff ready for AI?
The common assumption is that pool employees are wary of AI. The room told a different story.
How are you feeling about AI right now?
Response
Mostwere curious or already using AI at work. Only a few said they were mainly worried. Asked again at the end, the "give me all the AI" group had roughly doubled. Among people who answered both times, 7 moved toward embracing AI and none moved away.
Share choosing each answer, start vs. end of session
Start
End
Mostly concerned
6%
5%
Interested, but cautious
38%
24%
Already using it
36%
32%
Give me all the AI
19%
39%
What it means
Fear isn't the barrier. Plan for direction and guardrails, not persuasion.
How prepared do you feel to make AI decisions in your organization?
Response
Nearly everyonefelt at least prepared to ask the right questions by the end of the session, and many said they could help set guardrails or lead the conversation at their pool.
What it means
Staff can be partners in building AI policy, not just audiences for it.
Which AI model would you use for a simple, low-stakes writing task?
Rewriting a short announcement for a member training webinar.
Response
Mostchose a fast, lower-cost model instead of the most powerful option.
What it means
Staff instinctively match the tool to the job, which helps keep AI costs in check as subscriptions spread.
02 · Where we agree
AI drafts. People verify and decide.
Whenever a scenario put AI in front of members or put a decision about a person on the line, pool staff chose the option that kept a human in charge.
Does using AI shift accountability away from the employee who used it?
Response
Nearly everyonesaid no. In fact, every single person did. Whoever uses AI owns the result.
What it means
"The AI wrote it" will never be an acceptable answer to a member, a board or a court, and staff already know it.
AI answered a policy question confidently. Was its answer trustworthy?
The policy had two sections that contradicted each other, and AI quoted one without mentioning the conflict.
Response
Mostcaught it and said AI should have flagged the conflict. Almost no one trusted the answer as given.
What it means
Pool people read the fine print for a living. That healthy skepticism is one of our biggest advantages with AI.
Leadership wants AI to write a press release and plans to approve it with a quick read. How should the team handle it?
Response
Nearly everyonewould let AI draft it, but only after verifying every name, number and fact against the original sources.
What it means
Staff see AI as a fast first draft, not a finished product.
A storm hits member cities overnight and leadership wants a message out in ten minutes. What's the best use of AI?
Response
Nearly everyonechose a quick AI draft with confirmed claim-reporting steps, reviewed before sending. Almost no one would let AI answer members' coverage questions on its own.
What it means
Speed is welcome in a crisis, as long as a person checks what goes to members.
Should AI review an HR complaint, decide whether policy was violated and recommend discipline?
Response
Nearly everyonesaid no. Most would use AI to organize the facts and relevant policy for a human investigator. Some would keep AI out of it entirely.
What it means
Decisions about people stay with people.
A supervisor pastes an employee's medical records into a personal AI account. Green, yellow or red?
Response
Nearly everyonesaid red.
What it means
Some lines are bright, and staff already see them.
03 · Gray zones
Where pool staff need clearer rules
The questions that divided the room are where well-meaning staff at the same pool will make different calls, and where written guidance does the most good.
Can AI help write interview questions from a publicly posted job description?
Response
DividedAbout half treated it as routine work and nearly half wanted to slow down, even though the job posting is public and nothing sensitive is involved.
Green, yellow or red?
Green 53%Yellow 45%
This was designed as an easy green. Red was 2%.
What it means
We tend to judge risk by the department asking ("HR") instead of the data involved. A simple classification framework fixes that.
Can an approved enterprise AI tool look for trends across thousands of anonymized incident records?
Response
Mostsaid yes, with safeguards and a human reviewing the findings. Some treated it as routine work.
What it means
Big-data projects can be a great use of AI, but they deserve a defined review step.
04 · AI policy
The building blocks of a pool AI policy
When pool staff work through the core policy questions together, a fairly clear consensus emerges, with two questions every pool should settle on purpose.
Should employees be limited to organization-approved AI tools?
Response
Mostsaid yes. Others would allow any tool for brainstorming but keep work data in approved tools. Almost no one wanted no restrictions.
What it means
Give staff an approved tool. Without one, they'll use whatever they have.
Which AI outputs need a human review before they're used?
Response
Mostsaid everything, every time. A sizable group would require review only for higher-risk work involving data, HR, legal matters or major decisions.
What it means
Both are reasonable. Pick one and write it down.
Where's the line for sensitive organizational information?
Response
Mostsaid it should never leave an approved, organization-controlled environment. A meaningful minority felt anonymized or aggregated data is fine anywhere.
What it means
Define "anonymized" for your pool. Claims and loss data from small members can identify people even without names.
Should members be told when AI helped create something they receive from the pool?
Response
Mostsaid no, as long as a person reviewed it. Some would disclose only for significant content like coverage letters, claims communications or legal guidance. Few would always disclose.
Should members be told AI helped?
68%22%10%
No, if a person reviewed it (68%)
Only for significant content (22%)
Always disclose (10%)
What it means
That may be the right answer, but few pools have decided it deliberately. In a business built on trust, make this call on purpose.
05 · What staff ask
The questions staff bring to work
When attendees shared the real AI questions they face, the same themes came up. Most touch personal information, employment decisions, claims or rating, which are the areas where pools carry the most risk.
Personal AI accountsIs it OK to use my own AI account for work tasks?
Data with names in itCan I upload loss data that includes employee names into a tool that's supposed to be private?
Anonymizing claimsHow do I strip identifying details from a long, complicated claim before AI summarizes it?
HR documentsShould AI help write disciplinary or probation memos?
Rating and underwritingShould AI play a role in decisions like experience modifiers?
Everyday productivityCan AI help plan a year of newsletter topics or similar routine work?
Shadow AI is already here. Several of these questions suggest staff are experimenting before their organization has given them an approved tool or a clear answer. That's a signal to build the official path, not a discipline problem.
06 · Pool websites
Does your website get members to the next step?
In a session on improving pool websites, attendees audited pages from their own pool's site using four FIND questions. The results were consistent: 8 in 10 pages fell short on at least one, and many fell short on most.
Share of audited pages failing each FIND test
Directed: a clear next step
68%
Findable: easy to find
56%
Intuitive: easy to use
48%
Necessary: current and useful
44%
Directed: Does the page point members to a clear next step?
Response
Mostpages did not. This was the most common gap: no button, phone number or "here's what to do now."
What it means
Every member-facing page should end with an obvious action.
Findable: Can members find this page quickly?
Response
DividedRoughly half the pages were hard to find, often buried under confusing navigation or too many competing links.
What it means
Organize around what members are trying to do, not around the org chart.
Intuitive: Is the page easy to use once members get there?
Response
DividedMany pages hid important information or relied on internal language and acronyms that members don't use.
What it means
Write for the member who's stressed and in a hurry, like someone reporting a claim.
Necessary: Is the content still current and useful?
Response
DividedMany pages were flagged for outdated content, sometimes years old.
What it means
Retire what's stale. Old pages crowd out the ones members need.
Why this matters for AI. Members increasingly ask AI tools their questions instead of browsing pool websites, and those tools read our pages to answer. Clear, current pages with an obvious next step get summarized correctly. Cluttered ones get misread or skipped.
About these results
These summaries come from anonymous, live audience participation in two interactive sessions for public entity risk pool staff at national conferences in fall 2026: one on leveraging AI in pool work and one on using AI to improve pool websites. No names, emails or organizations were collected.
Most responses are described in general terms. Where a figure is shown, it counts one response per participant. Attendees chose to be in the room, so read this as a snapshot of engaged pool professionals, not a statistical survey of the industry.