Job description

DELIVERY LEAD — AI PRODUCT DELIVERY Enterprise AI Program | Remote/Hybrid (Dallas) ABOUT THE OPPORTUNITY We are seeking an experienced Delivery Lead to serve as the single point of accountability for partner-side delivery efforts across multiple AI product initiatives. This is a senior program management role providing unified delivery oversight, status visibility, and risk management across distributed development teams and workstreams. The Delivery Lead owns delivery health holistically: release predictability, proactive risk management, resource optimization, and executive-ready reporting. This role coordinates above individual project managers, synthesizes delivery information across all teams, and serves as the primary interface for program-level delivery accountability. ROLE SUMMARY As Delivery Lead, you will: • Manage end-to-end delivery across multiple AI product workstreams involving distributed onsite and offshore teams • Provide consolidated program status, risk visibility, and decision support to executive stakeholders • Own release planning, capacity management, and dependency coordination across multiple Azure DevOps boards • Proactively identify and resolve delivery risks before they impact commitments • Produce executive-ready artifacts including status reports, RAID logs, release plans, and burn-down analyses • Coordinate with technical leads, project managers, and product owners to ensure aligned execution This role requires a proactive, ownership-driven leader who operates independently, anticipates issues before they materialize, and presents solutions—not just problems—to stakeholders. KEY RESPONSIBILITIES 1. Program Status Reporting & Executive Communication • Produce weekly written status updates per product: RAG status, key decisions needed, blockers, sprint progress • Synthesize consolidated status across all workstreams—delivering executive-ready summaries, not raw data • Draft escalation memos within 24 hours of critical issues, including situation analysis, impact assessment, options, and recommendations • Create and maintain program dashboards providing real-time visibility into delivery health • Manage stakeholder expectations proactively with data-driven insights and trade-off analysis 2. RAID Log & Decision Management • Own and maintain comprehensive RAID (Risks, Assumptions, Issues, Dependencies) log across all workstreams • Update RAID log continuously and deliver to stakeholders before weekly reviews—proactively, not on request • Maintain decision log documenting context, options considered, decisions made, and rationale • Flag decisions requiring stakeholder input with sufficient lead time and supporting analysis • Track risk mitigation actions to closure with accountability and deadlines 3. Release Planning & Multi-Sprint Forecasting • Maintain rolling release plans per product with all requirements allocated to sprints • Produce weekly multi-sprint burn-down reports showing projected completion at actual velocity • Provide explicit RAG assessment on release targets with quantitative supporting data • When targets are at risk (Amber/Red), present options (scope, capacity, timeline) with recommendations—before being asked • Confirm resource capacity at least 2 sprints forward; re-project forecasts within 48 hours of material changes 4. Resource, Capacity & Workstream Management • Maintain living register of all team resources: assignments, workstreams, allocation percentages, confirmed capacity • Track demand vs. capacity per workstream; surface imbalances and context-switching risks proactively • Provide unified view of resource allocation across all teams—eliminating need for stakeholder triangulation • Flag resource conflicts and skill gaps at least 2 sprints ahead with proposed mitigation • Optimize resource allocation across onsite and offshore delivery teams 5. Proactive Risk Management & Dependency Resolution • Identify and flag stories with unclear acceptance criteria, missing dependencies, or capacity risks before sprint start • Own cross-team dependency resolution with defined SLAs and escalation paths • Anticipate delivery risks through forward-looking analysis and trend identification • Conduct post-mortems on significant delivery misses; share findings and corrective actions • Build mitigation plans for identified risks with clear ownership and timelines 6. Delivery Artifact Production • Serve as first-draft owner of: sprint plans, release notes, RAID logs, dependency registers, decision logs, status reports • Ensure all artifacts are polished, complete, and executive-ready before stakeholder review • Maintain documentation standards ensuring consistency across all workstreams • Produce handover documentation for production releases and major milestones 7. Program Governance & Quality Assurance • Establish and maintain program execution standards and risk management frameworks • Ensure adherence to Agile delivery practices: sprint planning, backlog grooming, reviews, retrospectives • Partner with technical leads to validate feasibility, assess risks, and challenge delivery assumptions • Drive delivery discipline and accountability across distributed teams • Monitor velocity trends and quality metrics; recommend process improvements REQUIRED QUALIFICATIONS Experience & Background • 8+ years of program/project management experience in enterprise technology delivery • Proven track record managing complex, multi-workstream programs with distributed teams • Strong experience with AI, cloud-native applications, or enterprise software delivery • Demonstrated ability to consolidate delivery information across multiple teams and tools (Azure DevOps, Jira, etc.) • Experience working with onsite/offshore delivery models and multi-vendor coordination • History of proactive risk management and issue prevention—not reactive firefighting Technical Knowledge • Working knowledge of AI/ML technologies, LLM-based architectures, and AI orchestration frameworks (LangChain, AutoGen, LlamaIndex, Semantic Kernel) • Familiarity with modern development stacks: Python, .NET (C#, .NET Core), Azure cloud platform • Understanding of Agile/Scrum methodologies, CI/CD pipelines, and DevOps practices • Experience with Azure DevOps, Jira, or similar project management and tracking tools • Ability to engage in technical discussions with architects and engineers to assess delivery feasibility Communication & Leadership Skills • Exceptional written communication—capable of producing executive-ready documents without iteration • Strong stakeholder management and executive presentation skills • Proven ability to present options and recommendations with every issue—not just identify problems • Experience facilitating cross-functional workshops, prioritization sessions, and alignment meetings • Skilled at managing expectations and navigating scope/timeline/resource trade-offs Delivery Excellence Attributes • Proactive ownership mentality—operates independently and doesn't wait to be asked • Strong analytical skills: velocity tracking, capacity planning, burn-down forecasting, trend analysis • Experience maintaining RAID logs, capacity maps, and dependency registers continuously—not periodically • Pattern recognition: ability to anticipate delivery challenges before they materialize • High accountability with minimal supervision; thrives in fast-paced, dynamic environments • Data-driven decision making with strong attention to detail ROLE CHARACTERISTICS What This Role IS: ✓ Single point of delivery accountability for partner-side execution ✓ Proactive program leader who anticipates risks and presents solutions ✓ Executive interface providing consolidated delivery visibility ✓ First-draft owner of all program artifacts and documentation ✓ Coordinator above project managers—consolidating the complete picture What This Role Is NOT: ✗ Scrum master focused on team-level sprint execution ✗ Technical architect or hands-on developer ✗ Replacement for existing project managers—coordinates above them ✗ Reactive reporter waiting to be asked for status ✗ Problem identifier without solutions—always presents options and recommendations SUCCESS METRICS • Stakeholders have complete delivery visibility through single consolidated view • Risks and issues are identified and escalated proactively—before impacting commitments • Release targets are met or, when at risk, options are presented with sufficient lead time for decision-making • Resource capacity and allocation are transparent, balanced, and optimized • All delivery artifacts are complete, accurate, and require minimal stakeholder rework • Stakeholders can focus on strategic decisions rather than information gathering WORKING ENVIRONMENT • Remote/hybrid work arrangement with core business hours overlap required • Coordination across multiple time zones (onsite and offshore teams) • Fast-paced environment with high expectations for delivery excellence • Direct interface with executive stakeholders and technical leadership • Ownership-driven culture with high accountability and minimal micromanagement

Requirements

Must-haves

Enterprise AI Program | Remote/Hybrid (Dallas)
Manage end-to-end delivery across multiple AI product workstreams involving distributed onsite and offshore teams
Provide consolidated program status, risk visibility, and decision support to executive stakeholders
Own release planning, capacity management, and dependency coordination across multiple Azure DevOps boards
Proactively identify and resolve delivery risks before they impact commitments
Produce executive-ready artifacts including status reports, RAID logs, release plans, and burn-down analyses
Coordinate with technical leads, project managers, and product owners to ensure aligned execution
This role requires a proactive, ownership-driven leader who operates independently, anticipates issues before they materialize, and presents solutions—not just problems—to stakeholders.
Program Status Reporting & Executive Communication
Produce weekly written status updates per product: RAG status, key decisions needed, blockers, sprint progress
Synthesize consolidated status across all workstreams—delivering executive-ready summaries, not raw data
Draft escalation memos within 24 hours of critical issues, including situation analysis, impact assessment, options, and recommendations
Create and maintain program dashboards providing real-time visibility into delivery health
Manage stakeholder expectations proactively with data-driven insights and trade-off analysis
RAID Log & Decision Management
Own and maintain comprehensive RAID (Risks, Assumptions, Issues, Dependencies) log across all workstreams
Update RAID log continuously and deliver to stakeholders before weekly reviews—proactively, not on request
Maintain decision log documenting context, options considered, decisions made, and rationale
Flag decisions requiring stakeholder input with sufficient lead time and supporting analysis
Track risk mitigation actions to closure with accountability and deadlines
Release Planning & Multi-Sprint Forecasting
Maintain rolling release plans per product with all requirements allocated to sprints
Produce weekly multi-sprint burn-down reports showing projected completion at actual velocity
Provide explicit RAG assessment on release targets with quantitative supporting data

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aiazureagilejiramlllmpythonscrumci/cd

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