Sr. Scrum Master
Insight Global
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.
Required Skills & Experience 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
Nice to Have Skills & Experience 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
Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.
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