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Benefits Underwriter

Ryan Specialty · Remote · $112,000–$140,000 a year · Full time

Posted Sep 23, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time you had to decline or significantly change a case. How did you communicate that to sales?

What they are checking: Whether they can deliver tough decisions while keeping a good working relationship.

Tell me about a time you worked with Claims or Finance to understand a trend in a book of business.

What they are checking: Whether they use cross-functional data to improve underwriting decisions.

How do you balance growing new business premium with keeping the book profitable?

What they are checking: Whether they understand that growth without discipline hurts long-term results.

What would you do

A broker pushes back hard on a renewal increase. How do you handle it?

What they are checking: Whether they can explain pricing with data and hold firm on sound decisions.

You're behind on your loss ratio target for your territory. What do you do?

What they are checking: Whether they think about risk selection and pricing discipline, not just volume.

About the work

Walk me through how you'd underwrite a renewal for a group health case using experience rating.

What they are checking: Whether they know how to blend claims experience with manual rates and credibility.

When do you rely on manual rating instead of the group's own claims experience?

What they are checking: Whether they understand credibility and when small groups need manual rates.

What in a group's medical history or large claims would make you want more information before quoting?

What they are checking: Whether they can spot high-cost risks like ongoing conditions or large claimants.

How do you make sure quotes and binders go out accurate and on time when volume is high?

What they are checking: Whether they have systems for accuracy under deadline pressure.

What's your experience with underwriting software and rating tools?

What they are checking: Whether they can use rating systems efficiently and check outputs.

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The full job description

As published by Ryan Specialty.

Position Summary The Benefits Underwriter is responsible for quoting, rating and issuance of new business, quotes, renewals, and endorsements. The role will work closely with Specialty Sales, Claims and Operations, Finance, Legal, Risk and Compliance to help achieve strategic initiatives, which will assure the long-term growth of profits for Health. What will your job entail? Job Responsibilities: • Case underwriting of Health coverage for both renewals and new business (manual rating and experience rating) • Analyze, select, evaluate price risks, articulate underwriting analyses and identify corrective actions, if any, to sales team and broker contacts. • Deliver timely and accurate quotes/binder by determining premiums and calculate premiums based on the level of risk and the type of coverage requested. • Evaluate the risk associated with insuring applicants using underwriting software and guidelines. • Achieve new business premium targets, premium retention targets and loss ratio targets for assigned territory. • Servicing of assigned accounts and brokers, in conjunction with other Underwriting and Sales team members within assigned territory. • Prepare (where applicable) review and approval of case referrals. • Analyzing applicant information by reviewing medical histories, financial data, and other relevant information • Work closely with other functional areas: Claims; Actuarial; Operations; Finance; Legal and Compliance. • Liaise with internal stakeholders to ensure awareness of underwriting activities that require support and service. • Adherence to all internal and external compliance standards, including implementation of new standards. • Assist in achieving overall Ryan Specialty goal in collaboration with Distribution. Work closely and share responsibility for overall revenue goal through new business and retention targets. • Engage in ongoing education to stay current with industry trends, regulations, and best practices. • Quarterly self-audit process to assure 100% and timely compliance and take necessary actions on audit recommendations and findings. • Training to ensure compliance to underwriting authority and sales practice. • Strategize with other members of assigned territory team to identify target market segments and to develop broker distribution relationships. Work Experience and Education: • Bachelor’s degree in fields such as business, finance, economics, or a related field. • 5 years of Health Insurance Underwriting or 3 years of experience with a master’s degree. Licenses & Certifications: • State Accident and Health Insurance license a plus. • Charter Healthcare Consultant (ChHC) or Registered Health Underwriter (RHU) is plus. Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment. How We Support Our Teammates Ryan Specialty seeks to offer our employees a comprehensive and best-in-class benefits package that helps them — and their family members — achieve their physical, financial, and emotional well-being goals. In addition to paid time off for company holidays, vacation, sick and personal days, Ryan offers paid parental leave, mental health services and more. The target salary range for this position is $112,000.00 - $140,000.00 annually. The wage range for this role considers many factors, such as training, transferable skills, work experience, licensure and certification, business needs, and market demands. The pay range is subject to change and may be modified in the future. Full-time roles are eligible for bonuses and benefits. For additional information on Ryan Specialty Total Rewards, visit our website https://benefits.ryansg.com/. We provide individuals with disabilities reasonable accommodations to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment in accordance with applicable law. Please contact us to request an accommodation at HR@Ryansg.com The above is intended to describe this job's general requirements. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.

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