Remote Scrum Master: Agile Delivery Leader

Hagerty Insurance Agency; Northern (KY); Hybrid; USD 90,000 - 120,000; Full time

Job summary

Hagerty seeks a Scrum Master to lead delivery across value streams for our software delivery teams. You will coach teams, facilitate ceremonies, and partner with Product, Engineering, Architecture, and IT Portfolio Management to enable value delivery with transparency and accountability.

The role emphasizes Agile and Lean practices, flow optimization, and cross-team collaboration, with a flexible remote option for eligible U.S. remote staff and hybrid in certain locations.

Qualifications

• Hands-on Scrum Master with software delivery experience.
• Strong facilitation and coaching skills.
• Clear communicator across technical and non-technical audiences.
• Experience operating in complex or enterprise environments preferred.

Responsibilities

• Facilitate Scrum ceremonies and team-level planning to drive clarity and outcomes.
• Coach teams on backlog readiness, estimation, and commitment practices.
• Support teams in managing dependencies, risks, and impediments and escalate as needed.
• Promote transparency into delivery progress and metrics to inform improvements.
• Lead retrospectives and drive actionable improvement experiments.
• Collaborate with Product, Engineering, and Architecture to improve delivery outcomes.

Skills

Facilitation

Coaching

Agile/Lean

Cross-team collaboration

Systems thinking

Communication

Enterprise context

Tools

Azure DevOps

Lucid

Job description

Hagerty seeks a Scrum Master to lead delivery across value streams for our software delivery teams. You will coach teams, facilitate ceremonies, and partner with Product, Engineering, Architecture, and IT Portfolio Management to enable value delivery with transparency and accountability.

The role emphasizes Agile and Lean practices, flow optimization, and cross-team collaboration, with a flexible remote option for eligible U.S. remote staff and hybrid in certain locations.