Job Description

Role: Scrum Master
Duration: 6 months with extension
Location: Chicago, IL (hybrid onsite 1 day per week) (Need nearby candidate)
Interview: Video

Role Overview

We are seeking an experienced Scrum Master to support the Pay Portfolio within Crew Systems, focused on applications supporting Pilots and Flight Attendants. This is a newly introduced Scrum Master role for the team, and the ideal candidate will bring strong Agile expertise along with the ability to coach, guide, and mature a team that has limited prior Agile experience.

This Scrum Master will partner closely with a single development team of approximately 20 engineers (a mix of onshore and offshore resources), helping to establish and reinforce Agile best practices while ensuring consistent delivery and accountability.

Key Responsibilities

• Serve as the Scrum Master for one development team, facilitating all core Scrum ceremonies including sprint planning, daily stand-ups, sprint reviews, and retrospectives
• Coach the team on Agile and Scrum principles, helping to implement and mature Agile processes in an environment with limited prior Agile adoption
• Guide the team in establishing effective workflows, roles, and norms while reinforcing accountability and continuous improvement
• Partner with Product Owners, engineering leadership, and stakeholders to ensure alignment on priorities, scope, and delivery expectations
• Identify and remove impediments, escalating risks and issues as needed to ensure smooth sprint execution
• Track and report on Agile metrics (velocity, sprint commitments, delivery trends) and use insights to drive improvement
• Foster collaboration across a distributed team (onshore/offshore) and help promote clear communication and transparency
• Bring enough technical understanding to engage credibly with engineers, ask the right questions, and challenge assumptions when needed

Required Qualifications

• Strong hands-on experience as a Scrum Master supporting development teams in an Agile/Scrum environment
• Proven ability to coach teams that are new or relatively immature in Agile practices
• Deep understanding of Scrum ceremonies, Agile frameworks, and best practices, with the confidence to hold teams accountable
• Experience working with medium-to-large development teams, including distributed/onshore-offshore models
• Solid technical aptitude with the ability to understand system-level discussions and "call out BS" when necessary

Technical Environment (Working Knowledge Preferred)

• AWS (including ECS)
• Messaging frameworks (Kafka or similar)
• Relational databases (Postgres, MySQL)
• Web services and APIs
• Data-intensive systems and integrations

Nice to Have

• Experience supporting payroll, compensation, or crew-related systems
• Prior experience introducing Scrum Master roles into teams without existing Agile structure
• Scrum Master or Agile certifications (CSM, PSM, SAFe, etc.)

Additional Details

• Hybrid work model: onsite in Chicago approximately one day per week

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