Jobs › Ryan Specialty

Senior Business Analyst

Ryan Specialty · Chicago, IL · $106,080–$132,600 a year · Full time

Posted Aug 24, 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 business process you redesigned that made a measurable difference.

What they are checking: Whether they deliver real efficiency gains, which is the goal of the role.

How do you manage multiple complex projects at once?

What they are checking: Whether they prioritize and communicate status well across several initiatives.

Describe a time you recommended not building something.

What they are checking: Whether they have the judgment to push back when a solution doesn't fit the need.

What would you do

Two business leaders want conflicting things from the same system. How do you handle it?

What they are checking: Whether they can surface tradeoffs and help leaders reach a decision.

A new system is live but users keep using their old spreadsheets. What do you do?

What they are checking: Whether they find the reasons for low adoption and address them rather than forcing compliance.

How do you keep business stakeholders informed during a long project?

What they are checking: Whether they keep relationships strong with regular, honest updates.

About the work

Walk me through how you gather requirements from a business group like brokers who are busy and impatient.

What they are checking: Whether they can get clear requirements without wasting stakeholders' time.

How do you document requirements so developers and business users both understand them?

What they are checking: Whether they write clear user stories, process maps and acceptance criteria.

What do you know about the workflow of a wholesale insurance broker, from submission to bind?

What they are checking: Whether they understand the business enough to spot real improvement opportunities.

How do you measure whether a digital solution actually improved efficiency?

What they are checking: Whether they set baselines and success metrics before delivering a change.

Practice this interview out loud.

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The full job description

As published by Ryan Specialty.

RT Specialty, a division of Ryan Specialty, is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. Position Summary The Senior Business Analyst will support strategic business initiatives including RT Specialty’s technical solution and business processes. This position will be a vital link between our solutions and our business objectives and will be responsible for the identification, management, and implementation of business processes and digital solutions leading to increased efficiency and integration in all areas of RT Specialty. You will be tasked to lead or participate in multiple, complex projects utilizing and leveraging your own skillsets while also collaborating across teams. What will your job entail? Essential Functions: • Build relationships and partnerships with key business stakeholders, staying current on their needs, challenges and strategies. Gather detailed requirements, identify improvements and best practices, propose new or optimized solutions and develop execution strategies, ensuring long-term business strategies are met • Produce and maintain detailed documentation related to projects, solutions and processes. Project documentation may include business requirements, scope, use cases, future state proposals, etc. • Develop and execute a project communication plan for updates, facilitating project meetings, working sessions, and presentations. Communications should be tailored for diverse audiences. • Gather, synthesize, and analyze complex data to recognize trends and extract insights across the business to support your own informed decisions or to assist other team members and leadership in making sound decisions • Coordinate user acceptance testing, developing UAT plans and testing strategies when necessary, to ensure solutions meet current business needs, with a focus on future scalability • Demonstrate up-to-date expertise in relevant software, solutions and business processes to define requirements, provide recommendations, develop action plans and provide advice and guidance. Adapt to competing demands, organizational changes and new responsibilities • Participate in agile team sprint planning, daily standups, and retrospectives as needed, while often participating in multiple projects of varying sizes with competing priorities • Provide leadership to team members and peers by collaborating with others, articulating ideas and viewpoints, identifying and initiating projects, managing resources and holding self and team accountable for results • Lead or participate in multiple, complex projects meeting with project team regularly to monitor project milestones and results, identify blockers or risks that may impact project progress, coordinating actions and resolving conflict with the project manager and escalating when necessary to the appropriate stakeholder and management channels • Identify ways to increase adoption and user satisfaction, ultimately improving the customer experience Education/Experience/Skills • Bachelor’s Degree (BS) and 3 - 5 years of relevant experience required, preferably with consultative experience or business/systems analysis in a complex business environment. • Prior experience in the property and casualty insurance industry is desirable • Excellent written, verbal, and presentation communication skills • Experience with Agile development techniques and supporting tools desirable • Prior experience using Jira and Confluence is desirable • Experience with insurance policy management/administration systems is desirable • Project management skills such as defining scope, maintaining project plans and driving project teams desirable • Experience in analyzing data to draw business-relevant conclusions • Able to cultivate interpersonal client, partner, co-worker and executive relationships • Experience handling multiple deliverables and moving adeptly between internal and external issues and interactions • Willingness to learn new technologies and take on new responsibilities • Ability to perform job duties and manage workload with little or no supervision • Demonstrating a strong work ethic and setting an example of excellence • Ability to multi-task while consistently maintaining strong attention to detail • Able to work in a dynamic, fast-moving company environment • Ability to meet designated deadlines with a strong sense of urgency • Ability to maintain the highest level of confidentiality and handle sensitive material concerning employees, the company, company partners, and end-customer 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 $106,080.00 - $132,600.00 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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