Jobs › Ryan Specialty

Underwriter

Ryan Specialty · Chicago, IL · $85,855–$100,000 a year · Full time

Posted Sep 1, 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 risk you declined. How did you explain it to the broker?

What they are checking: Whether they can say no clearly and keep the broker relationship strong.

How do you build and keep strong relationships with wholesale and retail broker partners?

What they are checking: Whether they earn trust through responsiveness and consistency, which drives new business.

What would you do

A broker pushes for a lower deductible and price on a risk with a heavy wind exposure. How do you negotiate?

What they are checking: Whether they protect portfolio profitability while finding terms the broker can accept.

A submission is just outside your delegated authority but looks like a good risk. What do you do?

What they are checking: Whether they respect authority limits and know how to refer properly.

How do you balance growth goals with keeping a profitable portfolio?

What they are checking: Whether they write good business rather than chasing volume.

About the work

Walk me through how you evaluate a coastal property submission from start to quote.

What they are checking: Whether they combine CAT modeling, construction, occupancy and loss history into a sound decision.

How do you use CAT modeling results, and where do you not trust them?

What they are checking: Whether they understand model limits and apply judgment beyond the model output.

How do you think about pricing adequacy on a renewal after a bad loss year?

What they are checking: Whether they can justify rate and terms changes with exposure and loss data.

How do you manage aggregate exposure in a catastrophe-prone region across your portfolio?

What they are checking: Whether they think beyond single risks to concentration across the book.

What policy structures, like layered or shared programs, have you used on large property accounts?

What they are checking: Whether they have experience structuring complex property placements.

Practice this interview out loud.

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The full job description

As published by Ryan Specialty.

Position Summary Velocity Risk Underwriters is a leading managing general agency specializing in catastrophe-exposed property insurance solutions. As part of Ryan Specialty, Velocity combines deep underwriting expertise, advanced analytics, and a collaborative culture to deliver innovative solutions for brokers and insureds nationwide. We are seeking an experienced Underwriter II to join our growing team. This role is ideal for a relationship-driven property underwriting professional who enjoys analyzing complex risks, building broker partnerships, and contributing to a high-performing underwriting organization. What will your job entail? As an Underwriter, you will be responsible for evaluating, pricing, and managing new and renewal business within delegated authority while maintaining a profitable portfolio. Key responsibilities include: • Underwrite and manage a portfolio of new and renewal property business. • Evaluate submissions, loss history, CAT modeling results, risk characteristics, and exposure data to make sound underwriting decisions. • Assess risk acceptability, coverage requirements, pricing adequacy, and policy structures. • Negotiate terms, conditions, deductibles, and pricing with brokers to achieve profitable growth objectives. • Develop and maintain strong relationships with wholesale and retail broker partners. • Drive new business production while maximizing retention within your assigned portfolio. • Collaborate with underwriting, brokerage, operations, claims, and carrier partners to deliver exceptional service. • Ensure underwriting decisions comply with company guidelines, carrier requirements, and regulatory standards. • Monitor portfolio performance and market trends to identify opportunities and emerging risks. • Assist in achieving production, profitability, and retention goals established by leadership. What We're Looking For Required Qualifications • Bachelor's degree in Risk Management, Business, Finance, Insurance, or a related field; equivalent experience will be considered. • 5+ years of commercial property underwriting experience. • Strong understanding of property underwriting principles, policy structures, pricing methodologies, and risk assessment. • Experience evaluating complex commercial property risks. • Strong analytical, negotiation, and decision-making skills. • Excellent communication and relationship management abilities. • Proficiency with underwriting systems, Microsoft Office, and data-driven decision making. Preferred Qualifications • Experience working within an MGA, wholesale, E&S, or specialty insurance environment. • Experience underwriting catastrophe-exposed property risks. • CPCU, AU, ARM, or other insurance designations. • Knowledge of CAT modeling tools and property analytics platforms. Why Join Velocity? • Opportunity to work with a recognized leader in specialty property underwriting. • Entrepreneurial culture supported by the resources and stability of Ryan Specialty. • Direct exposure to complex and challenging risks. • Collaborative team environment with significant opportunity for professional growth. • Competitive compensation and comprehensive benefits package. 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 $85,855.00 - $100,000.00 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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