Sr. Scrum Master

at Insight Global in Naperville, Illinois, United States Job Description Job Description We are seeking a Product-Oriented Scrum Master to support agile delivery for a growing digital product organization. This role will partner closely with product managers, engineers, and delivery leadership to ensure teams are operating efficiently, collaboratively, and with a strong focus on customer-impacting outcomes. This Scrum Master will join a team working on an established digital product that is entering a phase of significant new feature development and iterative releases. The ideal candidate brings strong agile fundamentals, exceptional communication skills, and experience supporting product teams, not service-based delivery. A key focus of this role is interpersonal effectiveness-the ability to work across diverse personalities, create alignment, and keep complex initiatives moving forward. Familiarity or enthusiasm for AI-driven product delivery is a strong bonus. We are a company committed to creating inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity employer that believes everyone matters. Qualified candidates will receive consideration for employment opportunities without regard to race, religion, sex, age, marital status, national origin, sexual orientation, citizenship status, disability, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to Human Resources Request Form. The EEOC "Know Your Rights" Poster is available here. We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.

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https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements Experience as a Scrum Master on product-focused teams (B2B and/or B2C), not purely services-based environments Strong agile delivery background supporting engineering teams building digital products Exceptional communication and interpersonal skills; able to collaborate effectively across leadership, product, and engineering Highly organized and detail-oriented, with a structured approach to work and problem-solving Comfortable guiding teams through frequent releases, milestones, and roadmap-driven delivery Experience working in Azure DevOps ( ADO ) preferred over Jira Ability to adapt style to different team dynamics and personalities Prior experience supporting AI-enabled products, intelligent automation, or data-driven platforms Hands-on exposure to AI tools, experimentation, or personal projects (e.g., building agents, exploring emerging tech) Background in regulated or enterprise-scale environments Experience partnering closely with Product Managers on roadmap execution Military, operations, or highly structured professional background that reinforces discipline and execution Demonstrated curiosity and a growth mindset when adopting new technologies or delivery practices To view full details and how to apply, please login or create a Job Seeker account