Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.
Ryan Specialty, LLC is seeking an early-career insurance professional to join our Property Underwriting team in Chicago. The role targets an Underwriting Assistant or recent graduate building toward underwriting, with 1–2 years of property underwriting experience welcomed.
You will evaluate property risks, support new and renewal business, and prepare accounts for underwriting review while developing expertise in risk selection, pricing, and coverage within a hybrid Chicago schedule.
Position Summary Velocity Risk is seeking an early-career insurance professional to join our Property Underwriting team in Chicago. This opportunity is well suited for an Underwriting Assistant looking to build toward an underwriting career, a recent college graduate interested in commercial property insurance, or an early-career underwriter with approximately 1–2 years of property underwriting experience. In this role, you will work closely with experienced underwriters to evaluate property risks, support new and renewal business, prepare accounts for underwriting review, and develop an understanding of risk selection, pricing, coverage, and Velocity’s underwriting appetite. The position offers hands‑on exposure to the underwriting process and the opportunity to take on increasing underwriting responsibility as your knowledge and experience grow. This position requires the ability to work a hybrid schedule from our Wacker Drive office in downtown Chicago.
Bachelor’s degree in Risk Management & Insurance, Finance, Business, Economics, or a related discipline preferred; equivalent relevant insurance experience will also be considered.
We are open to candidates at multiple early-career stages, including:
Prior exposure to commercial property insurance, underwriting, brokerage, or another P&C insurance environment is a plus but not required for recent graduates.
Interest in developing technical expertise in commercial property underwriting and building a long‑term career in underwriting.
Strong analytical skills and comfort working with detailed exposure, financial, and risk information.
Strong written and verbal communication skills with an ability to build relationships with brokers and internal partners.
Detail‑oriented, organized, and able to manage multiple submissions and priorities in a fast‑paced environment.
Ability to obtain any applicable P&C and/or surplus lines licensing required for the role.
Insurance coursework or professional designations such as CPCU or AU are a plus but not required.
Chicago, Illinois Hybrid schedule with regular in‑office presence at our Wacker Drive location required.
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.
Ryan Specialty seeks to offer our employees a comprehensive and best‑in‑class benefits package that helps 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 $64,000.00 - $80,000.00 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 a convenient 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.
A multi‑time winner of Newsweek’s Most Loved Workplaces and Insurance Business’s Top Insurance Employers, Ryan Specialty is home to some of the brightest talent in the insurance industry. Join our team and help provide innovative solutions for insurance brokers, agents and carriers.
Not seeing the right job opening? To learn more about future opportunities, introduce yourself and join our talent network.
Curious about Ryan Specialty’s benefits? Explore our employee benefits here!
Ryan Specialty, LLC and its affiliates (“Ryan Specialty”) do not accept unsolicited resumes or candidate profiles submitted by any staffing agencies, placement services or professional recruiters (“Agencies”), including any submissions made through our website or to email accounts of Ryan Specialty employees. Agencies must be registered in Ryan Specialty’s agency portal and have a fully executed contract for service between Ryan Specialty and the Agency. Agency fee agreements will only be valid if provided in such fully executed contract between the Agency and the Agency. Any unsolicited resume or candidate profile received from an Agency without prior approval from Ryan Specialty’s HR department and in compliance with Ryan Specialty’s candidate submission process shall be considered unsolicited, gratuitous and property of Ryan Specialty for recruiting purposes and, as such, is not subject to payment of any Agency fees.