Scrum Master

Drawbridge; United States; Hybrid; USD 90,000 - 130,000; Full time

Job summary

Drawbridge in the United States seeks a Scrum Master to support two agile teams in cybersecurity and AI initiatives. You will facilitate ceremonies, coach product owners, and remove blockers to improve delivery.

You will also integrate AI-assisted refinement and ensure release readiness across web apps, APIs, and data pipelines. The role emphasizes data-driven delivery, collaboration with developers and QA, and clear reporting to the Head of Development.

Qualifications

• 3+ years as a Scrum Master or agile delivery role.
• Certified Scrum Master (PSM/CSM) or similar is a plus.
• Familiarity with modern development workflows (Git, PRs, CI/CD).
• Hands-on use of AI tools such as Claude, Copilot, or Cursor.
• Strong facilitation and clear written communication.

Responsibilities

• Facilitate sprint planning, daily stand-ups, refinement, reviews, and retros.
• Guide teams and product owners on Scrum practices and improvements.
• Remove blockers and raise risks and dependencies early.
• Maintain accurate backlogs and sprint boards in Azure DevOps.
• Track velocity, cycle time, and sprint predictability to improve workflows.
• Leverage AI tools for refinement, story writing, and retrospective analysis with human review.
• Coordinate with developers, product, and QA on release readiness and definitions of ready/done.
• Report progress, risks, and decisions to Head of Development and stakeholders.

Skills

Scrum Master

Agile delivery

Git workflows

CI/CD

AI tools

Facilitation

Written communication

Tools

Azure DevOps

Jira

Git

CI/CD tooling

Job description

Scrum Master

Drawbridge - Boston / New York location preferred- Full-time - Reports to Head of Development

About Drawbridge

Drawbridge provides cybersecurity to the world's leading hedge funds, private equity firms, and portfolio companies through its Cyber Risk Intelligence platform.

The role

The role combines two in-demand fields, cybersecurity and AI, with agile delivery.

You'll serve two agile teams of developers and product managers, help strengthen the Scrum practice, and learn how AI changes the way teams plan and ship software. The teams build a cybersecurity platform for investment firms around the world, covering web applications, APIs, data pipelines, and AI-powered features. Agents propose, pipelines verify, and people decide.

This is a data-driven Scrum Master role. We expect you to use delivery data and AI tools, not only facilitation skills.

What you'll do

• - Facilitate sprint planning, daily stand-ups, refinement, sprint reviews, and retrospectives, so each event has a clear purpose and outcome.
• - Guide both teams and their product owners on Scrum practices, and help each team improve how it works.
• - Remove blockers quickly, and raise risks and dependencies early, including those between the two teams.
• - Keep the backlogs and sprint boards in Azure DevOps accurate, and make work visible to the teams and stakeholders.
• - Track delivery metrics such as velocity, cycle time, and sprint predictability, and use them to improve how the teams work, not to judge people.
• - Help the teams use AI tools for refinement, story writing, and retrospective analysis, with human review of the output.
• - Work with developers, product, and QA on release readiness, and keep each team's definitions of ready and done current.
• - Report progress, risks, and decisions clearly to the Head of Development and other stakeholders.

What you bring

• - 3+ years as a Scrum Master, or in agile delivery, project coordination, or software development with hands-on Scrum experience. A PSM, CSM, or similar certification is a plus.
• - Working knowledge of Scrum and agile principles, used to serve teams rather than manage them.
• - Familiarity with modern development workflows, including Git, pull requests, and CI/CD.
• - Hands-on use of AI tools such as Claude, Copilot, or Cursor.
• - Comfort asking questions in the open.
• - Strong facilitation, curiosity, healthy skepticism of AI output, and clear written communication.

Nice to have

Azure DevOps boards and pipelines, Jira, Kanban or flow metrics, SAFe or other scaling frameworks, basic SQL or scripting, Microsoft Fabric, or cybersecurity or financial-sector experience.

What you'll grow into

• - How AI changes planning, estimation, and delivery for development teams.
• - Delivery for a cybersecurity product used by hedge funds and private equity firms, including their security and compliance expectations.
• - A larger part in the Scrum practice as the organization grows.