Remote Scrum Master & Delivery Coach

Hagerty Insurance Agency; United States; Remote; USD 90,000 - 120,000; Full time

Job summary

Hagerty Insurance Agency is seeking a Scrum Master to enable delivery across value streams. You will coach teams, facilitate ceremonies, and remove impediments to improve flow and predictability. You’ll partner with Product, Engineering, Architecture, and IT Portfolio Management to foster accountability and continuous improvement.

This role emphasizes coaching at scale, cross-team collaboration, and delivering value in a dynamic technology environment, with a flexible US remote work option.

Qualifications

• Hands-on experience as a Scrum Master in software delivery.
• Strong facilitation and coaching skills.
• Systems thinking with focus on flow and dependencies.
• Experience working in complex/enterprise environments preferred.
• Familiarity with Agile and Lean principles and practices.

Responsibilities

• Facilitate Scrum ceremonies and team-level planning activities to drive clarity and outcomes.
• Coach teams on backlog readiness, estimation, and commitment practices.
• Support teams in managing dependencies, risks, and impediments and escalate when needed.
• Promote transparency into delivery progress and use delivery metrics to improve flow.
• Foster a psychologically safe environment and drive continuous improvement.

Skills

Facilitation

Coaching

Agile & Lean

Backlog management

Stakeholder communication

Systems thinking

Delivery leadership

Cross-team collaboration

Problem-solving

SOX / compliance awareness

Tools

Azure DevOps

Lucid

Job description

Hagerty Insurance Agency is seeking a Scrum Master to enable delivery across value streams. You will coach teams, facilitate ceremonies, and remove impediments to improve flow and predictability. You’ll partner with Product, Engineering, Architecture, and IT Portfolio Management to foster accountability and continuous improvement.

This role emphasizes coaching at scale, cross-team collaboration, and delivering value in a dynamic technology environment, with a flexible US remote work option.