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AI Scrum Master / Agile Coach - Regrello

Cayuse Holdings, LLC

Overview

Job Title: AI Scrum Master / Agile Coach - Regrello

Location: Hybrid - Phoenix, AZ

Job Type: Independent Contract (Contractor / Non-Employee)

Start Date: ASAP

Pay Rate: $90-$110 per hour C2C/1099

Contract Length: 12+ Months

We are seeking an experienced Scrum Master / Agile Coach to support the successful delivery of Regrello platform initiatives by driving Agile best practices, facilitating cross-functional collaboration, and enabling high-performing delivery teams. This role will work closely with Product Owners, Technical Leads, Engineers, QA teams, UX Designers, and business stakeholders to ensure the successful implementation of workflow orchestration and business process automation solutions.

The Scrum Master / Agile Coach will champion Agile methodologies, remove delivery impediments, improve team performance, and foster continuous improvement across Regrello implementation teams.

Regrello is a workflow orchestration platform designed to coordinate people, systems, processes, and documents across complex business operations, making Agile delivery and cross-functional collaboration critical to successful implementations.

Responsibilities

Key Responsibilities

Agile Leadership
  • Serve as Scrum Master for one or more Regrello delivery teams.
  • Facilitate Agile ceremonies including:
    • Daily Standups
    • Sprint Planning
    • Sprint Reviews
    • Sprint Retrospectives
    • Backlog Refinement Sessions
  • Promote Agile values, principles, and best practices.
  • Ensure adherence to Scrum and Agile frameworks.
  • Foster a culture of accountability, transparency, and continuous improvement.

Team Coaching
  • Coach team members on Agile methodologies and delivery practices.
  • Improve team collaboration, communication, and effectiveness.
  • Mentor Product Owners and stakeholders on Agile product management.
  • Support newly formed teams in Agile adoption.
  • Help teams become self-organizing and high-performing.

Delivery Facilitation
  • Track sprint progress and delivery commitments.
  • Facilitate dependency management across teams.
  • Identify and remove delivery roadblocks and impediments.
  • Coordinate with leadership to resolve escalated issues.
  • Help teams achieve predictable and sustainable delivery outcomes.

Program & Stakeholder Coordination
  • Coordinate delivery efforts across multiple workstreams.
  • Partner with Product Owners to manage priorities and backlog health.
  • Facilitate communication between business and technical teams.
  • Provide visibility into team performance and delivery risks.
  • Support portfolio and program-level planning activities.

Continuous Improvement
  • Lead retrospective sessions and improvement initiatives.
  • Establish actionable improvement plans and track progress.
  • Identify opportunities to improve delivery processes.
  • Promote Lean and Agile practices throughout the organization.
  • Drive organizational Agile maturity.

Metrics & Reporting
  • Track and report Agile delivery metrics including:
    • Sprint Velocity
    • Team Capacity
    • Burndown/Burnup
    • Cycle Time
    • Lead Time
    • Release Predictability
    • Defect Trends
  • Develop dashboards and executive reporting.
  • Facilitate data-driven decision making.

Risk & Dependency Management
  • Identify delivery risks and mitigation strategies.
  • Manage dependencies across Regrello implementation teams.
  • Coordinate release readiness activities.
  • Escalate issues when needed to protect delivery timelines.

Organizational Agile Transformation
  • Support Agile transformation initiatives.
  • Assess team Agile maturity and identify growth opportunities.
  • Develop Agile training and coaching materials.
  • Facilitate workshops and team-building activities.
  • Promote cross-functional collaboration and continuous learning.

Qualifications

Required Qualifications
  • Bachelor's degree in Business, Information Technology, Engineering, or related field.
  • 5+ years of Scrum Master, Agile Coach, Project Management, or Agile Delivery experience.
  • Experience supporting software development or enterprise platform implementations.
  • Deep understanding of:
    • Scrum
    • Kanban
    • SAFe
    • Lean Principles
    • Agile Portfolio Management
  • Strong facilitation, coaching, and communication skills.
  • Experience managing complex cross-functional initiatives.

Preferred Qualifications
  • Experience supporting workflow automation, BPM, or process orchestration platforms.
  • Experience working on Regrello implementations or similar workflow solutions.
  • Knowledge of manufacturing, supply chain, engineering, or operational business processes.
  • Experience supporting enterprise SaaS implementations.
  • Experience leading organizational Agile transformation efforts.

Certifications

Preferred certifications include:
  • Certified Scrum Master (CSM)
  • Professional Scrum Master (PSM I/II)
  • SAFe Scrum Master (SSM)
  • SAFe Agilist (SA)
  • ICAgile Certified Professional (ICP)
  • PMI Agile Certified Practitioner (PMI-ACP)
  • Certified Agile Coach (ICP-ACC)

Tools & Platforms

Experience with:
  • Jira
  • Azure DevOps
  • Confluence
  • Miro
  • Microsoft Teams
  • Slack
  • Power BI
  • Agile Planning Tools
Experience supporting enterprise workflow platforms such as Regrello is highly desirable.

Deliverables
  • Sprint Planning Documentation
  • Team Velocity Reports
  • Agile Health Assessments
  • Burndown/Burnup Dashboards
  • Risk and Dependency Logs
  • Release Readiness Reports
  • Retrospective Action Plans
  • Agile Process Improvement Roadmaps
  • Stakeholder Status Reports
  • Team Performance Metrics
  • Agile Coaching Plans and Training Materials

Success Metrics
  • Increased sprint predictability and delivery consistency
  • Improved team velocity and throughput
  • Reduced delivery impediments and blockers
  • Higher stakeholder satisfaction scores
  • Successful release execution
  • Improved Agile maturity across teams
  • Increased collaboration between business and technical stakeholders
  • Reduced cycle and lead times
  • Enhanced adoption of Agile best practices

Ideal Candidate Profile

A successful Regrello Scrum Master / Agile Coach is a servant leader who combines strong Agile coaching expertise with enterprise delivery experience. They excel at facilitating collaboration across Product Management, Engineering, QA, UX, and business teams while ensuring Regrello implementations are delivered efficiently, predictably, and in alignment with organizational goals. Experience supporting workflow automation, digital transformation, manufacturing, or supply chain initiatives is highly desirable given Regrello's focus on orchestrating complex enterprise processes.
Vacancy posted 1 day ago
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