Senior Scrum Master

Posted Yesterday
2 Locations
Remote or Hybrid
Senior level
Cloud • Information Technology
The Role
Lead and coach multiple Agile teams to deliver enterprise software and platform solutions. Facilitate Scrum ceremonies, remove impediments, manage cross-team dependencies, use delivery metrics to improve predictability, mentor Scrum Masters, and drive organizational Agile maturity.
Summary Generated by Built In
AHEAD builds platforms for digital business. By weaving together advances in cloud infrastructure, automation and analytics, and software delivery, we help enterprises deliver on the promise of digital transformation.
 
At AHEAD, we prioritize creating a culture of belonging, where all perspectives and voices are represented, valued, respected, and heard. We create spaces to empower everyone to speak up, make change, and drive the culture at AHEAD. 
 
We are an equal opportunity employer, and do not discriminate based on an individual's race, national origin, color, gender, gender identity, gender expression, sexual orientation, religion, age, disability, marital status, or any other protected characteristic under applicable law, whether actual or perceived. 
 
We embrace all candidates that will contribute to the diversification and enrichment of ideas and perspectives at AHEAD. 

AHEAD is seeking a Senior Scrum Master to enable multiple Agile teams within Enterprise Engineering. This role combines delivery leadership, facilitation, coaching, and continuous improvement to help cross-functional teams deliver valuable, high-quality technology solutions predictably. 

The Senior Scrum Master will partner closely with product owners, engineering leaders, developers, quality engineers, and business stakeholders. They will foster team ownership, remove delivery barriers, improve cross-team coordination, and use data to strengthen execution. This is an individual-contributor role requiring influence across technical and business teams. 

Duties & Responsibilities:

    • Facilitate sprint planning, daily stand-ups, backlog refinement, sprint reviews, retrospectives, and other Agile working sessions across multiple teams. 

    • Coach teams in Agile principles, Scrum practices, estimation, capacity planning, definition of ready, and definition of done. 

    • Help teams become self-organizing, accountable, and focused on delivering measurable business value. 

    • Partner with product owners to maintain healthy, prioritized backlogs aligned with product roadmaps and business objectives. 

    • Identify, track, and remove impediments that affect delivery, escalating systemic issues when necessary. 

    • Coordinate dependencies, risks, releases, and delivery commitments across Enterprise Engineering teams. 

    • Use delivery metrics—including velocity trends, cycle time, throughput, predictability, and work-in-progress—to identify improvement opportunities. 

    • Communicate delivery health, risks, dependencies, and actionable insights to stakeholders and leadership. 

    • Promote engineering practices that support quality, sustainable delivery, and operational readiness. 

    • Foster transparency, psychological safety, constructive conflict resolution, and healthy team dynamics. 

    • Lead continuous-improvement initiatives and ensure retrospective actions produce measurable results. 

    • Mentor Scrum Masters and contribute reusable practices, standards, and learning across Agile Operations. 

    • Support organizational change and the continued maturity of AHEAD’s Agile operating model. 

    • Other job duties as assigned 

      • AI & Automation Proficiency 

      • Working knowledge of AI-assisted tools and workflows (e.g., generative AI assistants, AI-powered coding/testing tools, or agentic AI platforms) relevant to the role's core function. 

      • Ability to apply effective prompting techniques to accelerate research, documentation, coding, or analysis tasks. 

      • Comfortable learning and adopting new AI-enabled tools as part of day-to-day work, with a willingness to continuously build AI fluency. 

      • Understanding of responsible AI use, including data privacy, security, and verification of AI-generated outputs before acting on them. 

       

Education & Experience:

    • Bachelor’s degree in Computer Science, Information Technology, Business, or a related field, or equivalent professional experience. 

    • At least five years of experience in technology delivery, including substantial experience as a Scrum Master or Agile delivery leader. 

    • Demonstrated experience supporting multiple cross-functional software, platform, SaaS, automation, or enterprise application teams. 

    • Strong knowledge of Agile principles, Scrum, Kanban, software delivery lifecycles, and continuous-improvement practices. 

    • Experience using Azure DevOps, Jira, Rally, or a comparable Agile lifecycle-management platform. 

    • Experience managing cross-team dependencies, delivery risks, and stakeholder expectations. 

    • Proven facilitation, coaching, mentoring, conflict-resolution, and problem-solving capabilities. 

    • Strong written and verbal communication skills, including the ability to engage technical contributors and senior stakeholders 

Preferred Qualifications

    • Certified ScrumMaster, Professional Scrum Master, PMI Agile Certified Practitioner, or comparable certification. 

    • Experience working with Salesforce or other enterprise SaaS development teams. 

    • Familiarity with DevOps, release management, CI/CD, quality automation, and modern engineering practices. 

    • Experience supporting distributed or globally located teams. 

    • Experience introducing delivery metrics and coaching teams to use data constructively. 

    • Familiarity with Microsoft 365 and enterprise collaboration tools 

Why AHEAD:
 
Through our daily work and internal groups like Moving Women AHEAD and RISE AHEAD, we value and benefit from diversity of people, ideas, experience, and everything in between.
 
We fuel growth by stacking our office with top-notch technologies in a multi-million-dollar lab, by encouraging cross department training and development, sponsoring certifications and credentials for continued learning.
 
India Employment Benefits include: 
Comprehensive health insurance coverage for employees, with options to extend coverage to dependents
Paid time off and company holidays, along with additional leave benefits as per policy
Flexible work arrangements, supporting work-life balance
Learning and development opportunities to support continuous growth and upskilling
Employee wellness initiatives and programs focused on physical and mental well-being
Retirement and statutory benefits in line with India regulations
Inclusive and people-first culture, with a strong focus on collaboration and ownership
 

Skills Required

  • Bachelor's degree in Computer Science, IT, Business, or equivalent experience
  • At least five years of experience in technology delivery including substantial Scrum Master or Agile delivery leadership experience
  • Experience supporting multiple cross-functional software, platform, SaaS, automation, or enterprise application teams
  • Strong knowledge of Agile principles, Scrum, Kanban, SDLC, and continuous-improvement practices
  • Experience using Azure DevOps, Jira, Rally, or a comparable Agile lifecycle-management platform
  • Experience managing cross-team dependencies, delivery risks, and stakeholder expectations
  • Proven facilitation, coaching, mentoring, conflict-resolution, and problem-solving capabilities
  • Strong written and verbal communication skills, including ability to engage technical contributors and senior stakeholders
  • Certified ScrumMaster, PSM, PMI-ACP, or comparable certification
  • Experience working with Salesforce or other enterprise SaaS development teams
  • Familiarity with DevOps, release management, CI/CD, and quality automation
  • Experience supporting distributed or globally located teams
  • Experience introducing delivery metrics and coaching teams to use data constructively
  • Familiarity with Microsoft 365 and enterprise collaboration tools

AHEAD Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about AHEAD and has not been reviewed or approved by AHEAD.

  • Retirement Support 401(k) contributions are matched dollar-for-dollar on the first $5,000 each year, with matching made each pay period and immediate 100% vesting. This structure signals above-standard employer support for retirement savings.
  • Affordable Benefits Medical options include low employee premiums for PPO and HDHP plans, and the HDHP adds employer HSA funding plus a dollar-for-dollar HSA match up to stated amounts. Dental and vision plans list very low per-paycheck costs, helping keep overall healthcare spend manageable.
  • Wellbeing & Lifestyle Benefits No-cost telemedicine (including virtual mental health when enrolled), free Calm access for the employee and dependents, and an EAP with counseling are included. Company-paid life and disability plus voluntary protections (legal/ID, pet insurance) and other extras round out a comprehensive set of supports.

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The Company
HQ: Chicago, IL
1,154 Employees
Year Founded: 2007

What We Do

AHEAD builds platforms for digital business. By weaving together cloud infrastructure, intelligent operations, and modern applications, we help enterprises deliver on the promise of digital transformation.

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