AI Scrum Master with Python - 100% remote

System One; United States; Remote; USD 96,000 - 152,000; Full time

Job summary

System One is seeking an AI Scrum Master with Python skills for a 100% remote, contract-to-hire engagement. You will serve as SAFe Scrum Master for AI-enabled information systems, facilitating ceremonies and PI planning while coordinating with product owners, release trains, and technical leads.

The role requires a Bachelor’s degree or equivalent experience, 3+ years as a Scrum Master in enterprise software, and strong knowledge of SAFe, Agile, and Kanban.

Qualifications

• Bachelor's degree in IT, CS, Engineering, Business, Data Science, or related field or 4 additional years of experience.
• Minimum three (3) years of experience as a Scrum Master supporting enterprise software delivery teams.
• Demonstrated experience serving as a Scrum Master in a SAFe Agile environment.
• Experience supporting delivery of AI-enabled information systems or similar data-driven applications.
• Strong knowledge of Agile, Scrum, Kanban, and SAFe principles and practices.
• Proven ability to facilitate Agile ceremonies, coach teams, remove impediments, and drive continuous improvement.
• Experience working with cross-functional teams including Product Owners, engineers, data scientists, testers, security teams, and operations.
• Strong understanding of software delivery lifecycle practices.

Responsibilities

• Serve as SAFe Agile Scrum Master for one or more teams delivering AI-enabled information systems.
• Facilitate Agile ceremonies: daily stand-ups, sprint planning, backlog refinement, sprint reviews, retrospectives.
• Support PI Planning, iteration execution, dependency coordination, and alignment with program objectives.
• Partner with Product Owners, Release Train Engineers, and stakeholders to promote transparency and delivery predictability.
• Coach teams on SAFe and Scrum practices; drive continuous improvement and accountability.
• Enable delivery of AI capabilities such as document understanding, semantic search, summarization, and automation.
• Coordinate across business, engineering, data science, testing, and operations teams.
• Promote iterative delivery balancing speed, quality, governance, and feasibility.
• Identify and resolve impediments impacting delivery, quality, or velocity.
• Support communication between technical and non-technical stakeholders for alignment on scope and risks.
• Contribute to release readiness and transition capabilities into testing, deployment, and operations.

Skills

SAFe

Scrum Master

Python

Agile Coaching

Education

Bachelor's degree in IT/CS/Engineering/related field

Tools

Jira

Azure DevOps

Confluence

Miro

OpenAI/AI tools

Job description

Job Title: AI Scrum Master with Python skills
Location: 100 % remote
Type: Contract To Hire
Compensation: W-2 Negotiable
Work Model: Remote
Hours: 40 hours a week

Responsibilities

• Serve as SAFe Agile Scrum Master for one or more Agile teams delivering AI-enabled information systems in a SAFe Agile environment.
• Facilitate Agile ceremonies including daily stand-ups, sprint planning, backlog refinement, sprint reviews, retrospectives, and other team synchronization activities.
• Support Program Increment (PI) Planning, iteration execution, dependency coordination, and alignment with broader program objectives.
• Partner closely with Product Owners, Release Train Engineers, technical leads, and stakeholders to promote transparency, execution discipline, and delivery predictability.
• Help ensure Agile practices are applied consistently and effectively across the team in alignment with SAFe principles and organizational delivery standards.
• Enable delivery of AI-enabled information systems supporting capabilities such as document understanding, semantic search, summarization, recommendation, intelligent automation, conversational experiences, and decision-support tools.
• Help teams manage unique delivery considerations of AI-enabled systems, including experimentation, iterative model improvement, data dependencies, integration readiness, and validation of AI outputs.
• Coordinate across business, engineering, data science, testing, and operations teams to support practical, usable, and supportable AI feature delivery.
• Promote iterative delivery approaches that balance speed, quality, trust, governance, and technical feasibility.
• Proactively identify, track, escalated, and resolve impediments impacting team delivery, quality, or velocity.
• Coach teams on Agile best practices, collaboration, self-organization, estimation, work management, and continuous improvement.
• Foster an environment of accountability, focus, transparency, and continuous learning.
• Use Agile metrics and team insights to identify improvement opportunities.
• Support coordination of dependencies, risks, and integration points across multiple teams and stakeholders.
• Facilitate communication between technical and non-technical stakeholders for alignment on scope, progress, and risks.
• Contribute to release readiness and support the transition of capabilities into testing, deployment, and operations.
• Support quality, governance, and responsible delivery practices, including addressing operational controls such as security and compliance.
• Coach team members and stakeholders on SAFe Agile values, Scrum practices, and effective delivery behaviors.
• Facilitate retrospectives that lead to actionable improvements and measurable team progress.
• Support Agile maturity across the organization by sharing best practices and insights.

Requirements

• Bachelor's degree in Information Technology, Computer Science, Engineering, Business, Data Science, or related field, or 4 additional years of experience.
• Minimum three (3) years of experience as a Scrum Master supporting enterprise software delivery teams.
• Demonstrated experience serving as a Scrum Master in a SAFe Agile environment.
• Experience supporting delivery of AI-enabled information systems or similar data-driven applications.
• Strong knowledge of Agile, Scrum, Kanban, and SAFe principles and practices.
• Proven ability to facilitate Agile ceremonies, coach teams, remove impediments, and drive continuous improvement.
• Experience working with cross-functional teams including Product Owners, engineers, data scientists, testers, security teams, and operations.
• Strong understanding of software delivery lifecycle practices.
• Ability to manage competing priorities, risks, dependencies, and stakeholder expectations.
• Experience supporting environments with governance, compliance, security, and quality requirements.

Nice to Have

• SAFe Scrum Master (SSM), Certified ScrumMaster (CSM), PMI-ACP, or similar certification.
• Experience supporting Generative AI, large language models (LLMs), or AI-assisted software products.
• Experience working with sensitive or regulated data (PII, PHI, CUI).
• Familiarity with AI/ML delivery concepts such as model evaluation, prompt iteration, and governance controls.
• Experience with enterprise platforms such as Jira, Azure DevOps, Confluence, Miro.
• Experience supporting teams with platforms like Palantir Foundry, Databricks, Azure AI, AWS AI/ML, OpenAI/Azure OpenAI.
• Experience in government, healthcare, or mission-oriented environments.
• Experience using Generative AI tools to enhance Scrum Master tasks, ensuring governance and security.

System One, and its subsidiaries including Joulé and Mountain Ltd., are leaders in delivering outsourced services and workforce solutions across North America. We help clients get work done more efficiently and economically, without compromising quality. System One not only serves as a valued partner for our clients, but we offer eligible employees health and welfare benefits coverage options including medical, dental, vision, spending accounts, life insurance, voluntary plans, as well as participation in a 401(k) plan.

System One is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, age, national origin, disability, family care or medical leave status, genetic information, veteran status, marital status, or any other characteristic protected by applicable federal, state, or local law.