Senior Scrum Master

BT Senior Scrum Master
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Bridgeway Benefit Technologies provides innovative benefits administration solutions for the multiemployer market, supporting thousands of members and organizations.
Bridgeway Benefit Technologies
Employee count: 201-500
United States only

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Bridgeway is seeking a Senior Scrum Master to lead complex Scrum implementations across multiple product and platform teams, mentor and develop other Scrum Masters, and align Agile practices with organizational objectives. In this role, you will act as a coach and facilitator to multiple teams, partnering with Product Owners, engineering leadership, and senior management to remove impediments, improve delivery predictability, and foster a high-performing Agile environment. The role blends hands-on ceremony facilitation with program-level coaching and change leadership, contributing to the standards, metrics, and practices that shape how Technology teams deliver.

This is a remote position with preference given to East Coast candidates.
Responsibilities:
- Lead and facilitate Scrum ceremonies, including Daily Stand-ups, Sprint Planning, Sprint Reviews, and Retrospectives.
- Ensure team members understand project objectives, focusing on cross-functional accountability, teamwork, and iterative processes toward well-defined goals.
- Mentor and coach less experienced Scrum Masters and team members on Agile practices and principles.
- Facilitate productivity by setting up meetings and removing blockers that obstruct the team’s sprint goals or performance.
- Facilitate Scrum of Scrum meetings to track quarterly release progress across teams.
- Protect the team from outside influences to ensure the team remains focused on priorities.

- Drive continuous improvement initiatives across multiple teams, using retrospectives to identify opportunities that optimize velocity and quality while mitigating risks.
- Serve as the liaison between the Product Owner, Lead Engineer/development team, and senior management to ensure all milestones and requirements are met.
- Partner with senior management within Technology to develop best practices, process enhancements, and strategic planning to increase velocity and overall team effectiveness.
- Partner with the Product Owner to ensure backlog items are prioritized based on business value and ready for the team.
- Develop and track key performance metrics for teams, using data to drive continuous improvement and Agile practices refinement.
- Track the overall team’s progress and routinely communicate/report to senior management.

- Ensure all Scrum teams follow defined policies and procedures for consistent results across teams.
- Enforce process and policies, including timesheets and ADO maintenance.
- Identify risks and impediments to sprint/project deliverables and work towards mitigation and proactive escalation.
- Help new hires with process adoption and maintain process documentation as it evolves.
- Coordinate with Professional Services for work prioritization, critical escalations and unplanned work disruptions and project go live.
- Leverage generative AI tools such as Claude and Copilot to streamline workflows, enhance productivity, improve solution quality, and accelerate delivery of business outcomes.

Requirements:
- 5+ years of relevant experience in software development execution using Agile methodology.
- Advanced Scrum Master Certification required (e.g., Advanced Certified ScrumMaster (A-CSM), Professional Scrum Master II (PSM II)).
- Experience in mentoring and coaching teams, with a proven track record of driving continuous improvement.
- Proficiency in setting and producing meaningful sprint metrics to track, interpret, and course-correct based on data.
- Experience with ADO, or similar tools for tracking and managing development work.
- Excellent interpersonal communication skills, both verbal and written.
- Ability to work well with cross-functional teams and influence at all levels of the organization.
- Experience using generative AI tools such as Claude and Copilot to improve productivity and deliver high-quality outcome.
- Bachelor's degree in Business, Computer Science, or a related field, or equivalent practical experience.

Bridgeway is an equal opportunity employer.

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About the job
Apply before
Nov 05, 2026
Posted on
Sep 06, 2026
Job type
Full Time
Experience level
Senior

Education
Bachelor degree

Experience

5 years minimum

Experience accepted in place of education

Location requirements
Suggest an edit

United States

Hiring timezones
Show UTC offsets

United States +/- 0 hours

Job categories
Scrum Master Agile Coach Scrum Technology Scrum Master Semi Senior Scrum Master Lead Scrum Master (Technology) Scrum Master (International) Scrum Master II

Skills
Agile Scrum Sprint Planning Sprint Reviews Sprint Retrospectives Agile Metrics Generative AI Process documentation Agile Coaching Continuous Improvement Product Backlog Management Scrum Master Certification Mentoring and Coaching Coaching Claude Copilot Backlog Management Risk Management Process Improvement

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About Bridgeway Benefit Technologies

Learn more about Bridgeway Benefit Technologies and their company culture.

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Bridgeway Benefit Technologies serves the multiemployer community and its millions of members through our BASYS and ISSI benefits administration platforms. The landscape of today’s funds is evolving, and companies like Bridgeway are leading the way by delivering secure, systematic, and sustainable solutions. We continuously strive to be the most trusted and forward-thinking technology company within the multiemployer market. Our mission is to support your way to success by providing a range of solutions tailored to meet the needs of various stakeholders.

We cater to National Pension and Health & Welfare Funds, offering flexible and scalable solutions to manage benefits for over two million workers. Additionally, we help self-administered fund offices and third-party administrators (TPAs) keep costs down while maintaining high levels of customer satisfaction. Our advanced automation and secure 24/7 self-service web portal allow members to easily manage their benefits. For nearly five decades, Bridgeway has proudly served the Taft-Hartley community, working diligently to ensure compliance with complex regulations and helping organizations boost their security and efficiency.

Tech stack

Learn about the tools and technologies that Bridgeway Benefit Technologies uses to build, market, and sell its products.

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.NET

ASP.NET

C

SQL

Git

Bridgeway Benefit Technologies employees can create an account to update this tech stack.

Employee benefits

Learn about the employee benefits and perks provided at Bridgeway Benefit Technologies.

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Company-Wide Annual Bonuses

Company-Wide Annual Bonuses

Work From Home

We are a Remote-first Company!

Flexible & Generous Paid Time Off

Flexible & Generous Paid Time Off

Paid Holidays & Floating Holidays

Paid Holidays & Floating Holidays

View Bridgeway Benefit Technologies 's employee benefits

Apply now
Job expired?

Please let Bridgeway Benefit Technologies know you found this job on Himalayas. This helps us grow!
Apply now

About the job
Apply before
Nov 05, 2026
Posted on
Sep 06, 2026
Job type
Full Time
Experience level
Senior

Education
Bachelor degree

Experience

5 years minimum

Experience accepted in place of education

Location requirements
Suggest an edit

United States

Hiring timezones
Show UTC offsets

United States +/- 0 hours

Job categories
Scrum Master Agile Coach Scrum Technology Scrum Master Semi Senior Scrum Master Lead Scrum Master (Technology) Scrum Master (International) Scrum Master II

Skills
Agile Scrum Sprint Planning Sprint Reviews Sprint Retrospectives Agile Metrics Generative AI Process documentation Agile Coaching Continuous Improvement Product Backlog Management Scrum Master Certification Mentoring and Coaching Coaching Claude Copilot Backlog Management Risk Management Process Improvement

Browse similar jobs
Remote Senior Scrum-Master Jobs Remote Full Time Scrum-Master Jobs Remote Senior Scrum-Master Jobs in United States Remote Full Time Jobs in United States Remote Scrum-Master Jobs in United States

Claim this profile BT Bridgeway Benefit Technologies

Company size

201-500 employees

Founded in

1977

Chief executive officer

Todd Plesko

Markets
Third Party Administration Benefits Administration Pension Fund Management Labor Union Services Enterprise Software Human Resources Technology Health and Welfare Funds Multiemployer Plans Employee Benefits Technology RegTech

Employees live in
United States

View company profile

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