Senior Digital Scrum Master

🔥 0 minutes ago

🎸 Tennessee – Remote

🎸 Tennessee – Remote

⏰ Full Time

🟠 Senior

⚡️ Scrum Master + Agile Coach

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Cracker Barrel

WebsiteLinkedInAll Job Openings

10,000+ employees

Founded 1969

✈️ Travel

🏨 Hospitality

🍽️ Food & Beverage

💰 $300M Post-IPO Debt - Cracker Barrel on 2025-06

Travel • Hospitality • Food & Beverage

Cracker Barrel is a vibrant business grounded in a clear belief - the goodness of country hospitality. They are dedicated to serving not just meals, but also creating moments of appreciation and togetherness for their customers. With a focus on country-style hospitality, Cracker Barrel aims to foster a welcoming atmosphere where guests feel valued and connected.

📋 Description

• Serve as Senior Scrum Master for multiple digital delivery teams or a portfolio of related digital initiatives • Lead sprint planning, backlog refinement, daily standups, sprint reviews, retrospectives, release planning, dependency planning, and cross-team coordination sessions • Own delivery coordination across digital product, IT, marketing, operations, finance, legal, customer experience, QA, UX, architecture, infrastructure, security, analytics, support, and third-party partner teams • Partner with Product Owners and business stakeholders to improve backlog health, priority clarity, roadmap alignment, story readiness, acceptance criteria, sprint goals, and stakeholder expectations • Identify, manage, escalate, and help resolve impediments, risks, dependencies, sequencing conflicts, capacity constraints, decision gaps, and release impacts • Maintain visibility into sprint commitments, progress, burndown, velocity, throughput, cycle time, carryover, aging work, blocker trends, release readiness, and delivery predictability • Use delivery metrics and team insights to facilitate continuous improvement and support data-informed planning and leadership communication • Drive Agile maturity by strengthening estimation, capacity planning, Definitions of Ready and Done, intake discipline, retrospective follow-through, quality practices, and ownership of commitments • Facilitate alignment on decisions, risks, dependencies, milestones, tradeoffs, scope changes, release impacts, and business outcomes • Support release readiness and operational handoff, including UAT readiness, environment needs, test progress, defect prioritization, go/no-go inputs, release notes, support planning, and post-release follow-up • Protect team focus by managing distractions, clarifying priorities, and reinforcing intake and communication channels • Mentor Product Owners, team members, delivery leads, and less experienced Scrum Masters • Prepare status updates, delivery summaries, risk and issue updates, decision logs, dependency views, action tracking, and portfolio-level insights • Maintain delivery information in Jira, Confluence, Azure DevOps, Smartsheet, Microsoft 365, Teams, dashboards, and other approved tools • Support traditional project management activities including milestone planning, timeline coordination, dependency tracking, issue/risk management, status reporting, stakeholder follow-up, and leadership communication • Encourage a collaborative, accountable, data-informed, outcome-focused delivery culture • Comply with company privacy, security, accessibility, change management, and technology standards

🎯 Requirements

• Bachelor's degree in Information Technology, Computer Science, Business, Project Management, or a related discipline preferred; equivalent experience may be considered • 5+ years of experience as a Scrum Master, Agile Project Manager, Delivery Lead, Program Delivery Lead, or similar role supporting software, web, mobile, digital product, commerce, customer experience, or technology delivery teams • Experience independently supporting multiple Agile teams, complex cross-functional initiatives, or a portfolio of related digital delivery workstreams • Experience coordinating delivery across Product Owners, Business Analysts, UX, QA, developers, architects, infrastructure, security, operations, analytics, vendors, business stakeholders, and leadership • Experience managing cross-team dependencies, delivery risks, release readiness, UAT coordination, defect triage, stakeholder communication, and execution transparency • Experience using Agile delivery tools such as Jira, Confluence, Azure DevOps, Smartsheet, Microsoft 365, dashboards, or comparable platforms • Restaurant, retail, hospitality, loyalty, ecommerce, mobile app, CMS, or customer-facing digital platform experience preferred but not required • Experience with Agile at scale, portfolio delivery coordination, vendor delivery models, or enterprise technology transformation preferred • Certified ScrumMaster (CSM), Professional Scrum Master (PSM), PMI-ACP, SAFe Scrum Master, SAFe Agilist, or equivalent Agile/Scrum certification preferred • Project Management Professional (PMP) or equivalent project management certification preferred • Additional training or certification in Agile coaching, Kanban, product delivery, ITIL, change management, digital delivery, or portfolio/program delivery practices is a plus • Advanced understanding of Agile, Scrum, Kanban, servant leadership, empirical planning, transparency, inspection, adaptation, flow optimization, and continuous improvement practices • Ability to lead productive ceremonies, cross-functional working sessions, dependency planning, decision discussions, retrospectives, conflict resolution, and stakeholder alignment conversations • Strong knowledge of software development lifecycle, digital product delivery, QA and testing practices, release readiness, DevOps concepts, production support, technology operations, and vendor coordination • Strong working knowledge of Agile metrics and delivery reporting • Ability to communicate complex delivery, technical, risk, dependency, sequencing, capacity, and priority information clearly • Ability to coach teams toward self-organization, accountability, focus, quality, collaboration, and improved delivery maturity • Strong project and program coordination skills • Strong analytical and problem-solving skills • Ability to influence without direct authority and build alignment across stakeholders • Proficiency with Microsoft 365, Teams, Jira, Confluence, Azure DevOps, Smartsheet, dashboards, and reporting tools • Excellent verbal and written communication skills • High level of organization, follow-through, adaptability, professional judgment, and ability to operate independently • Must be able to sit at a desk for long periods during the work-day • Must be able to participate in virtual and in-person meetings and facilitate team ceremonies and cross-functional working sessions

🏖️ Benefits

• Competitive Annual Salary • Annual Bonus Opportunities • Medical, Rx, Dental and Vision Benefits on Day 1 • Life Insurance and Disability Coverage • Paid Vacation • Employee Assistance Program • Business Resource Groups • Tuition Reimbursement • Professional Development • Onboarding, training, and development • Recognition programs and employee events • 401k Plan with Company Matching Contributions at 90 days • Employee Stock Purchase Program • 35% Discount on Cracker Barrel Food and Retail items • Exclusive Biscuit Perks like discounts on home, travel, cell phones, and more!