Case Study
How Stable Rock Insurance Services Uses Outmarket AI to Protect Against E&O Risk, Empower Employees, and Scale
By Outmarket
Stats at a Glance:
15 to 30 Seconds: Time it takes to complete a commercial policy comparison using Outmarket.
5%: Estimated workload increase for the agency even if they double their commercial accounts.
150 to 200 Pages: Length of standard insurance policies that Outmarket instantly analyzes. This spares human employees from reading every single word at every renewal.
90%: Drop in commercial property coverage that was caught by Outmarket during a policy comparison. This catch prevented a massive potential Errors and Omissions (E&O) lawsuit.
Company Overview:
Company: Stable Rock Insurance Services
Key Stakeholder: Rob Bowen, Senior Managing Director
Specialization: Independent property and casualty insurance agency working with commercial, personal auto and home clients.
About
Stable Rock Insurance Services is a New York-based independent property and casualty insurance agency that has been in operation since 2020 as part of Stable Rock Solutions. As an innovation-focused agency, they view technology as the ultimate game-changer in an industry that is currently transforming. Stable Rock's leadership is continuously searching for new technology to eliminate manual tasks, scale efficiently, and make their team's lives significantly easier.
Challenge
The insurance industry has historically been cautious when it came to technology adoption. Many agencies are still built entirely on paper, and it is common for the industry to still receive faxes daily. For an agency like Stable Rock, relying on humans to execute repetitive, daily tasks, such as manually comparing massive documents or copy-pasting to create customized proposals, was identified as an archaic and painful process.
One of the most significant challenges the agency faced is commercial policy comparison. Insurance policies can range from 150 to 200 pages long. It is unrealistic to expect any human employee to read every single word of every policy at every single renewal. Yet failing to catch a newly added exclusion or a severe drop in coverage limits creates massive Errors and Omissions (E&O) exposure, which can potentially lead to devastating client lawsuits.
The Solution
Stable Rock partnered with Outmarket AI to automate the comparison of old policies to new ones. They also use the platform to assess quotes versus actual policies. Outmarket allows the agency to instantly spot significant coverage changes, such as newly inserted exclusions or missing endorsements.
Beyond policy comparison, Stable Rock centralized their carrier appetite guides by uploading them into Outmarket. Now, team members can simply ask the platform conversational questions to identify which carriers will insure specific commercial properties, such as a restaurant located in Connecticut. They also leverage Outmarket to quickly generate perfectly branded proposals and ensure all critical disclaimers are automatically included to mitigate risk. In the future, the agency plans to use Outmarket to analyze claim denial letters and compare them against underlying policies to fight incorrect adjuster decisions.
The Process
Stable Rock experienced a frictionless onboarding process. Unlike other AI systems that require custom setups or heavy training, Outmarket simply required the team to drop in PDF documents and retrieve the generated outputs. Because the platform is highly conversational, no formal training was needed for the team to start asking questions about market appetite or policy gaps.
To maintain consistency and streamline operations, Stable Rock centralized specific workflow inputs. Dedicated team members handle inputting the appetite guides so that the agency maintains a single source of truth and only has to update one person if a flow needs fixing. Looking ahead, Stable Rock is preparing to utilize Outmarket’s automated workflows to seamlessly grab renewal documents, compare them to previous policies, and automatically create tasks in their agency management system entirely without human intervention.
The Outcomes
The adoption of Outmarket has transformed how Stable Rock operates, yielding several key benefits:
Protecting Against Errors & Admissions (E&O): Outmarket caught a massive mistake on a commercial building renewal where the insurance company arbitrarily dropped the coverage from $670,000 to just $65,000. Catching this 90% decrease allowed Stable Rock to alert the carrier immediately. This protected the agency from a severe E&O lawsuit by putting the carrier on record regarding the mistake.
Scaling Operations: By automating heavy comparison tasks, Outmarket acts as a foundation for exponential growth. The agency estimates that doubling their commercial accounts would only increase their operational workload by about 5%.
Leveling Up the Agency: Stable Rock can now operate like a much larger brokerage. They get the exact benefits of having dedicated document analysis teams without taking on massive headcount overhead.
Eliminating "Mindless Mouse Clicks": Employees are finally freed from repetitive, manual workflows. They can now produce highly summarized comparison charts in 15 to 30 seconds. This enables them to do more value-added work and elevates their professional performance.
Recruiting and Retention: Highlighting their use of Outmarket gives Stable Rock a major advantage when hiring account managers and producers. Candidates are eager to join knowing they won't be bogged down by labor-intensive, hair-on-fire, paper-based work.
Winning New Business: Producers can quickly compare a prospect's current, sub-par policy against Stable Rock's new quote. This clearly and visually demonstrates coverage gaps, easily justifying the value of switching to Stable Rock.
In Their Own Words
"OutMarket allows StableRock two huge advantages. Number one, we can start acting like we are a larger brokerage... But I think also the other piece of it, it allows us to scale." — Rob Bowen | Senior Managing Director, Stable Rock Insurance Services
1. On Scaling and ROI "If I'm doing commercial policy comparisons, for example. And I double the number of accounts I have. I'm not doubling the workload. The workload probably goes up by maybe 5%. So OutMarket allows me to build a platform... that I can scale off of."
2. On Employee Satisfaction and Retention "Now I can go to them as I'm hiring them and say, hey, listen, we have a lot of technology. One of the things is outmarket, where policy comparisons done in 15 seconds, 30 seconds. You don't have to do that anymore... So I think you you have a better, you're better positioned to hire people because they they know that they're not going to be doing some of these mindless tasks."
3. On Fostering a Culture of Innovation "I love being the first one in. I love helping ensure techs develop technology correctly for our industry. I think the key here is you start realizing what AI can do. You change your mindset and say, hey, how could AI help me here?"
4. On E&O Protection "The real power of OutMarket is protecting my errors and admissions. So a great example of let's say a policy renews, we had a commercial building renewed and the building was insured for $670,000 currently. The renewal insured it at $65,000. What it did is it put the carrier on record at that point that hey, you know there's a problem."
5. On Quality Control "It allows an agency of my size to act like a larger insurance agency, because a lot of the large shops have people that compare all these documents and make sure that there are certain exclusions or endorsements. Outmarket allows me to kind of level up my game, but it's also done very quickly."
Stats at a Glance:
15 to 30 Seconds: Time it takes to complete a commercial policy comparison using Outmarket.
5%: Estimated workload increase for the agency even if they double their commercial accounts.
150 to 200 Pages: Length of standard insurance policies that Outmarket instantly analyzes. This spares human employees from reading every single word at every renewal.
90%: Drop in commercial property coverage that was caught by Outmarket during a policy comparison. This catch prevented a massive potential Errors and Omissions (E&O) lawsuit.
Company Overview:
Company: Stable Rock Insurance Services
Key Stakeholder: Rob Bowen, Senior Managing Director
Specialization: Independent property and casualty insurance agency working with commercial, personal auto and home clients.
About
Stable Rock Insurance Services is a New York-based independent property and casualty insurance agency that has been in operation since 2020 as part of Stable Rock Solutions. As an innovation-focused agency, they view technology as the ultimate game-changer in an industry that is currently transforming. Stable Rock's leadership is continuously searching for new technology to eliminate manual tasks, scale efficiently, and make their team's lives significantly easier.
Challenge
The insurance industry has historically been cautious when it came to technology adoption. Many agencies are still built entirely on paper, and it is common for the industry to still receive faxes daily. For an agency like Stable Rock, relying on humans to execute repetitive, daily tasks, such as manually comparing massive documents or copy-pasting to create customized proposals, was identified as an archaic and painful process.
One of the most significant challenges the agency faced is commercial policy comparison. Insurance policies can range from 150 to 200 pages long. It is unrealistic to expect any human employee to read every single word of every policy at every single renewal. Yet failing to catch a newly added exclusion or a severe drop in coverage limits creates massive Errors and Omissions (E&O) exposure, which can potentially lead to devastating client lawsuits.
The Solution
Stable Rock partnered with Outmarket AI to automate the comparison of old policies to new ones. They also use the platform to assess quotes versus actual policies. Outmarket allows the agency to instantly spot significant coverage changes, such as newly inserted exclusions or missing endorsements.
Beyond policy comparison, Stable Rock centralized their carrier appetite guides by uploading them into Outmarket. Now, team members can simply ask the platform conversational questions to identify which carriers will insure specific commercial properties, such as a restaurant located in Connecticut. They also leverage Outmarket to quickly generate perfectly branded proposals and ensure all critical disclaimers are automatically included to mitigate risk. In the future, the agency plans to use Outmarket to analyze claim denial letters and compare them against underlying policies to fight incorrect adjuster decisions.
The Process
Stable Rock experienced a frictionless onboarding process. Unlike other AI systems that require custom setups or heavy training, Outmarket simply required the team to drop in PDF documents and retrieve the generated outputs. Because the platform is highly conversational, no formal training was needed for the team to start asking questions about market appetite or policy gaps.
To maintain consistency and streamline operations, Stable Rock centralized specific workflow inputs. Dedicated team members handle inputting the appetite guides so that the agency maintains a single source of truth and only has to update one person if a flow needs fixing. Looking ahead, Stable Rock is preparing to utilize Outmarket’s automated workflows to seamlessly grab renewal documents, compare them to previous policies, and automatically create tasks in their agency management system entirely without human intervention.
The Outcomes
The adoption of Outmarket has transformed how Stable Rock operates, yielding several key benefits:
Protecting Against Errors & Admissions (E&O): Outmarket caught a massive mistake on a commercial building renewal where the insurance company arbitrarily dropped the coverage from $670,000 to just $65,000. Catching this 90% decrease allowed Stable Rock to alert the carrier immediately. This protected the agency from a severe E&O lawsuit by putting the carrier on record regarding the mistake.
Scaling Operations: By automating heavy comparison tasks, Outmarket acts as a foundation for exponential growth. The agency estimates that doubling their commercial accounts would only increase their operational workload by about 5%.
Leveling Up the Agency: Stable Rock can now operate like a much larger brokerage. They get the exact benefits of having dedicated document analysis teams without taking on massive headcount overhead.
Eliminating "Mindless Mouse Clicks": Employees are finally freed from repetitive, manual workflows. They can now produce highly summarized comparison charts in 15 to 30 seconds. This enables them to do more value-added work and elevates their professional performance.
Recruiting and Retention: Highlighting their use of Outmarket gives Stable Rock a major advantage when hiring account managers and producers. Candidates are eager to join knowing they won't be bogged down by labor-intensive, hair-on-fire, paper-based work.
Winning New Business: Producers can quickly compare a prospect's current, sub-par policy against Stable Rock's new quote. This clearly and visually demonstrates coverage gaps, easily justifying the value of switching to Stable Rock.
In Their Own Words
"OutMarket allows StableRock two huge advantages. Number one, we can start acting like we are a larger brokerage... But I think also the other piece of it, it allows us to scale." — Rob Bowen | Senior Managing Director, Stable Rock Insurance Services
1. On Scaling and ROI "If I'm doing commercial policy comparisons, for example. And I double the number of accounts I have. I'm not doubling the workload. The workload probably goes up by maybe 5%. So OutMarket allows me to build a platform... that I can scale off of."
2. On Employee Satisfaction and Retention "Now I can go to them as I'm hiring them and say, hey, listen, we have a lot of technology. One of the things is outmarket, where policy comparisons done in 15 seconds, 30 seconds. You don't have to do that anymore... So I think you you have a better, you're better positioned to hire people because they they know that they're not going to be doing some of these mindless tasks."
3. On Fostering a Culture of Innovation "I love being the first one in. I love helping ensure techs develop technology correctly for our industry. I think the key here is you start realizing what AI can do. You change your mindset and say, hey, how could AI help me here?"
4. On E&O Protection "The real power of OutMarket is protecting my errors and admissions. So a great example of let's say a policy renews, we had a commercial building renewed and the building was insured for $670,000 currently. The renewal insured it at $65,000. What it did is it put the carrier on record at that point that hey, you know there's a problem."
5. On Quality Control "It allows an agency of my size to act like a larger insurance agency, because a lot of the large shops have people that compare all these documents and make sure that there are certain exclusions or endorsements. Outmarket allows me to kind of level up my game, but it's also done very quickly."

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The #1 AI platform for insurance. 250+ agencies. Purpose-built workflows. Enterprise security.
The #1 AI platform for insurance. 250+ agencies. Purpose-built workflows. Enterprise security.
The #1 AI platform for insurance. 250+ agencies. Purpose-built workflows. Enterprise security.
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