AI Delivery Lead (Remote) – Cross-Functional Projects

Robots & Pencils; United States; Remote; CAD 182,000 - 231,000; Full time

Job summary

Robots & Pencils is seeking a Delivery Manager to own end-to-end delivery of cross-functional projects, coordinating onshore and offshore contributors, and serving as a key delivery partner to the client. You will drive sprint cadences, manage risks, and ensure on-time, on-budget outcomes.

This role emphasizes AI-enabled delivery, data-driven decision making, and clear communication to executive audiences. Remote-first with regular travel, and a team with deep AWS and enterprise experience.

Qualifications

• 3+ years of software delivery, technical PM, or engineering leadership.
• Strong understanding of agile delivery practices (Scrum, Kanban).
• Experience managing distributed teams across onshore and offshore locations.
• Ability to deliver multi-platform digital systems in agile environments.
• Strong client-facing communication and relationship management skills.
• Familiarity with cloud-native architectures and AI-enabled platforms.
• Demonstrable usage of AI tools to enhance delivery planning, reporting, and documentation (e.g., Claude).
• Scrum Master or equivalent certification preferred.
• Experience in regulated environments (e.g., utilities, government, finance) is a plus.

Responsibilities

• Lead end-to-end delivery of cross-functional projects, ensuring alignment across scope, budget, timeline, and quality to meet delivery commitments and achieve successful outcomes.
• Facilitate sprint planning, backlog refinement, and delivery execution across one or more cross-functional teams.
• Manage releases, production readiness, and transitions into operations and maintenance models.
• Identify and proactively manage dependencies, risks, scope changes, and escalations before they become blockers.
• Define, track, and report delivery KPIs, using data to guide decisions, manage delivery health, and inform tradeoffs across scope, timeline, and budget.
• Support QA and UAT efforts, ensuring quality is validated and outcomes meet agreed acceptance criteria.
• Bring an AI-forward mindset to your daily work, using tools like Claude to enhance delivery planning, reporting, and stakeholder communications.

Skills

Delivery leadership

Agile methodologies

Distributed teams

Client-facing communication

Delivery tooling

Cloud-native architectures

AI tools (Claude)

Scrum Master cert (preferred)

Regulated environments experience

Tools

Jira

Confluence

GitHub

Azure DevOps

CI/CD pipelines

Job description

Robots & Pencils is seeking a Delivery Manager to own end-to-end delivery of cross-functional projects, coordinating onshore and offshore contributors, and serving as a key delivery partner to the client. You will drive sprint cadences, manage risks, and ensure on-time, on-budget outcomes.

This role emphasizes AI-enabled delivery, data-driven decision making, and clear communication to executive audiences. Remote-first with regular travel, and a team with deep AWS and enterprise experience.