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Windward Risk Managers Jobs (NOW HIRING)

Chief Financial Officer

White Plains, NY ยท On-site

$300K - $325K/yr

Windward is committed to helping students achieve their full potential in preparation for a ... Manage risk at the school to ensure the safety of personnel and students in their use of the ...

Chief Financial Officer

White Plains, NY ยท On-site

$300K - $325K/yr

Windward is committed to helping students achieve their full potential in preparation for a ... Manage risk at the school to ensure the safety of personnel and students in their use of the ...

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Windward Risk Managers information

See salary details

$51.5K

$111.6K

$170K

How much do windward risk managers jobs pay per year?

As of Jun 5, 2026, the average yearly pay for windward risk managers in the United States is $111,556.00, according to ZipRecruiter salary data. Most workers in this role earn between $90,000.00 and $129,000.00 per year, depending on experience, location, and employer.

What is the difference between Windward Risk Managers vs Insurance Underwriters?

AspectWindward Risk ManagersInsurance Underwriters
CredentialsRisk management certifications, industry-specific licensesInsurance licenses, actuarial credentials often preferred
Work EnvironmentCorporate offices, consulting firms, or client sitesInsurance companies, brokerage firms, or underwriting agencies
Industry UsageUsed across various industries to assess and mitigate risksPrimarily within insurance companies to evaluate policy applications

Windward Risk Managers focus on identifying and mitigating risks for organizations across multiple industries, often working in consulting or corporate settings. Insurance Underwriters evaluate insurance applications and determine policy terms within insurance companies. While both roles involve risk assessment, Windward Risk Managers have a broader scope, whereas Underwriters specialize in insurance policy evaluation.

More about Windward Risk Managers jobs
What cities are hiring for Windward Risk Managers jobs? Cities with the most Windward Risk Managers job openings:
What states have the most Windward Risk Managers jobs? States with the most job openings for Windward Risk Managers jobs include:
What job categories do people searching Windward Risk Managers jobs look for? The top searched job categories for Windward Risk Managers jobs are:
Infographic showing various Windward Risk Managers job openings in the United States as of May 2026, with employment types broken down into 86% Full Time, and 14% Part Time. Highlights an 86% In-person, and 14% Remote job distribution, with an average salary of $111,556 per year, or $53.6 per hour.

Regression Specialist

Windward Risk Managers

Boca Raton, FL โ€ข On-site

Full-time

Posted 14 days ago


Job description

Job Summary:
Windward Risk Managers is seeking a Regression Specialist responsible for ensuring quality through the development and execution of regression testing. The role involves creating test cases, monitoring testing results, and assisting developers with defect resolution.
Responsibilities:
โ€ข Creates test cases from functional requirements.
โ€ข Monitors the execution and results of nightly regression testing.
โ€ข Participates in release testing efforts through script creation/execution, analysis of continuous integration results, updating scripts and reporting of defects
โ€ข Assists developers in identifying the cause of any defects found during regression testing to ensure timely resolution.
โ€ข Contributes in identifying scope of testing/test planning/optimization of test conditions
โ€ข Ensure that bugs are properly identified, documented, tracked, and fixed.
Qualifications:
Required:
โ€ข Must reside in Florida
โ€ข Bachelorโ€™s degree in computer science, Information Technology, Business Administration, or equivalent work experience
โ€ข Two or more years in Information Technology and P&C Insurance
โ€ข Experience with test automation and regression tools like Duck Creekโ€™s Test Automation Center.
โ€ข Strong attention to detail with an analytical mind and outstanding problem-solving skills plus experience collaborating across multiple teams/vendors
โ€ข Must possess the ability to troubleshoot and apply logic to solve business problems with minimal supervision and a willingness to dig into the details of specific projects to ensure the appropriate approach and best use of company resources.
โ€ข Must have excellent organizational skills and the ability to prioritize and manage multiple projects and assignments.
โ€ข Must have excellent computer skills with proficiency using MS Office (Word, Excel, PowerPoint, Teams, and Visio).
โ€ข Must have excellent verbal and written communication and presentation skills.
โ€ข Candidates must be authorized to work for any employer in the U.S. without requiring visa sponsorship now or in the future.
Preferred:
โ€ข Agile/Lean methodologies, with Waterfall experience preferred.
Company:
Windward Risk Managers is an MGA for homeowners carriers, overseeing Florida Peninsula, Edison, and Ovation. Founded in , the company is headquartered in Boca Raton, USA, with a team of 201-500 employees. The company is currently Growth Stage.