Agile Coach

Company Overview

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone's best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Job Overview

Job Description: Agile Coach

We are seeking an experienced Agile Coach to join our Agile Enablement team, supporting the rapid scaling and adoption of SAFe (Scaled Agile Framework) across the organization. This role is pivotal in coaching teams, delivering SAFe training, and enabling leadership to drive continuous improvement and business agility.

Key Responsibilities

• Team Coaching & Launch Facilitation
• • Provide hands-on coaching for new and existing Agile teams, including launch preparation, execution, and stabilization.
  • Assess team maturity and Scrum Master practices; deliver tailored coaching plans and improvement recommendations.
  • Facilitate Agile ceremonies and ensure alignment with SAFe delivery playbooks, metrics, and governance.
• SAFe Training & Onboarding
• • Deliver SAFe courses (SP, SSM/SASM, POPM, Product Manager, and leadership workshops).
  • Support the "Born in SAFe" onboarding pipeline, ensuring all new hires complete mandatory SAFe training within required timelines.
  • Coordinate with HR and Agile Enablement to maintain training throughput.
• Leadership & Stakeholder Enablement
• • Coach AVPs, Directors, and Product/Delivery leaders on SAFe adoption, prioritization, backlog management, and value delivery.
  • Facilitate leadership workshops and maturity deep dives.
• Capacity Surge & Scaling
• • Provide scalable coaching resources to deliver a ~50% increase in capacity during peak periods (e.g., Q1).
  • Implement a flexible ramp-up/ramp-down model to adjust coaching capacity based on demand.
• Agile Enablement Framework
• • Enable and enhance the Agile Enablement Framework, including processes, playbooks, templates, and governance routines.
  • Define and operationalize KPIs for Agile performance (flow, predictability, maturity, team health).
• Quality Assurance & Continuous Improvement
• • Maintain delivery quality through structured retrospectives, feedback cycles, and adherence to SAFe best practices.
  • Identify and implement opportunities to optimize onboarding, team launch processes, and training delivery.
• Reporting & Metrics
• • Produce standardized progress reports, coaching metrics, and training attendance data for dashboards and governance.
  • Ensure secure handling of all data in accordance with enterprise privacy and compliance requirements.

Required Skills & Qualifications

• Experience: Minimum 7+ years of experience in Agile coaching, transformation, or related roles, with a proven track record of leading Agile teams and driving SAFe adoption at scale.
• Agile & SAFe Expertise: Deep knowledge of Agile principles, SAFe frameworks, and coaching practices.
• Certification: Current SAFe certifications relevant to delivery scope (e.g., SPC, RTE, SSM, SASM, POPM, APM, SA). Authorization to deliver accredited SAFe courses is a plus.
• Training & Facilitation: Experience delivering SAFe training and facilitating workshops for teams and leadership.
• Tools: Proficiency with Jira, Azure DevOps, Confluence, Miro, Mural, and enterprise collaboration platforms (e.g., MS Teams).
• Reporting: Ability to produce coaching metrics and training data compatible with enterprise dashboards.
• Soft Skills: Excellent communication, stakeholder management, and organizational skills. Ability to coach, mentor, and influence at all levels.
• Background: Experience in Agile transformation, team launches, and scaling frameworks (SAFe preferred).

Nice to Have

• Experience with advanced agile instruction (e.g., Product Manager classes, leadership-focused workshops).
• Pharmaceutical or regulated industry experience.
• Familiarity with hybrid and virtual facilitation.

Compensation

Estimated Pay Range:

Exact compensation and offers of employment are dependent on circumstances of each case and will be determined based on job-related knowledge, skills, experience, licenses or certifications, and location.

Our Commitment to Diversity & Inclusion

At Milestone we strive to create a workplace that reflects the communities we serve and work with, where we all feel empowered to bring our full, authentic selves to work. We know creating a diverse and inclusive culture that champions equity and belonging is not only the right thing to do for our employees but is also critical to our continued success.

Milestone Technologies provides equal employment opportunity for all applicants and employees. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, gender, gender identity, marital status, age, disability, veteran status, sexual orientation, national origin, or any other category protected by applicable federal and state law, or local ordinance. Milestone also makes reasonable accommodations for disabled applicants and employees.

We welcome the unique background, culture, experiences, knowledge, innovation, self-expression and perspectives you can bring to our global community. Our recruitment team is looking forward to meeting you.