Senior Scrum Master - Contract to Hire

Location: Greater Madison, WI Area (Onsite)

Type: Contract-to-Hire

Duration: Long-Term

Position Overview

We are seeking an experienced Senior Scrum Master to support Agile delivery across multiple data and technology teams. This individual will serve as a hands-on Agile practitioner, partnering closely with Product, Engineering, Data, and Quality teams to drive consistent delivery, improve team effectiveness, and foster a culture of continuous improvement.

This role is ideal for someone who combines strong Scrum Master fundamentals with experience supporting complex, data-driven initiatives. The successful candidate will be comfortable working in environments with significant cross-team dependencies, helping teams improve flow, increase predictability, and deliver high-quality outcomes.

What You Will Be Working On

You will support enterprise-scale data and software initiatives involving data integration, platform enhancements, reporting solutions, analytics capabilities, and modernization efforts. Teams operate within a complex technical environment where collaboration, dependency management, and delivery transparency are critical to success.

The environment places a strong emphasis on data quality, operational reliability, scalable architecture, and Agile delivery excellence. Teams leverage modern cloud and data technologies while continuously improving delivery practices through metrics-driven decision making.

Key Responsibilities

• Facilitate Agile ceremonies including sprint planning, backlog refinement, daily standups, sprint reviews, and retrospectives.
• Serve as Scrum Master for one or more Agile delivery teams and help teams improve execution and collaboration.
• Coach teams toward greater ownership, accountability, and self-management.
• Partner with Product Owners to maintain healthy backlogs and align work with business objectives.
• Guide teams in creating clear requirements, acceptance criteria, and definitions of done.
• Remove impediments and proactively manage risks that impact delivery.
• Identify and address cross-functional dependencies to help teams maintain delivery momentum.
• Support continuous improvement initiatives through transparency, inspection, and adaptation.
• Use Agile metrics and delivery data to identify bottlenecks and improve workflow efficiency.
• Foster collaboration between technical teams, business stakeholders, and leadership.
• Help teams establish sustainable delivery practices that promote predictability and quality.

Required Qualifications

• 3+ years of experience serving as a Scrum Master or in a similar Agile leadership role.
• Strong knowledge of Agile delivery methodologies including Scrum, Kanban, and hybrid approaches.
• Experience supporting software development, digital product, data engineering, or technology delivery teams.
• Proven ability to facilitate Agile ceremonies and coach teams at varying levels of Agile maturity.
• Experience supporting multiple Agile teams simultaneously.
• Strong facilitation, communication, conflict resolution, and stakeholder management skills.
• Ability to influence teams and stakeholders without formal authority.
• Experience using Agile metrics to improve delivery performance and team effectiveness.
• Familiarity with dependency management and coordination across multiple teams.
• Experience with Agile delivery tools such as Jira or Azure Dev Ops.

Preferred Qualifications

• Experience supporting data engineering, data platform, analytics, or integration-focused teams.
• Understanding of data pipelines, data movement, data transformation, and enterprise data workflows.
• Experience in cloud-based technology environments.
• Familiarity with modern data platform technologies.
• Knowledge of forecasting techniques and delivery planning practices.
• Advanced Agile or Scrum certifications.

Top Skills

• Scrum and Kanban Frameworks
• Agile Coaching and Facilitation
• Agile Metrics and Delivery Reporting
• Cross-Functional Team Leadership
• Stakeholder Communication
• Data Platform and Data Pipeline Awareness
• Flow-Based Delivery Management
• Jira and Azure Dev Ops

Tools & Technologies

• Jira
• Agile Metrics and Reporting Tools
• Data Platforms and Analytics Environments
• Cloud-Based Technology Platforms
• Collaboration and Work…