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Cracker Barrel

Senior Digital Scrum Master

Cracker Barrel

Senior Scrum Master coordinating Agile digital delivery teams for Cracker Barrel’s restaurant and hospitality business. Improving execution predictability, release readiness, and cross-functional alignment.

Posted 8/11/2026full-timeRemote • Tennessee • 🇺🇸 United StatesSeniorWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in Agile methodologies, including Scrum and Kanban, with a strong focus on delivery coordination, stakeholder communication, and continuous improvement. Proficient in using Agile delivery tools and metrics to enhance team performance and project outcomes.

Highest-signal resume keywords
Certified ScrumMaster (CSM)Agile Project ManagementJiraCross-Functional CoordinationAgile Metrics

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
AgileScrumKanbanDelivery CoordinationRisk ManagementDependency PlanningRelease ReadinessSoftware Development LifecycleQuality AssuranceProject Management
Soft Skills
CommunicationProblem-SolvingInfluencing Without AuthorityCollaborationAdaptability
Tools & Technologies
JiraConfluenceAzure DevOpsSmartsheetMicrosoft 365TeamsDashboardsReporting Tools
Certifications & Qualifications
Professional Scrum Master (PSM)PMI-ACPSAFe Scrum MasterSAFe AgilistProject Management Professional (PMP)
Industry Keywords
Digital Product DeliveryCustomer ExperienceEcommerceMobile AppVendor Coordination

Tech Stack

Tools & technologies
AzurePMP

About the role

Key responsibilities & impact
  • 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

What you’ll need
  • 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

Comp & perks
  • 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!