Senior Delivery Manager

New
R
Robots & PencilsApplied AI
Canada, Remote FriendlyFull-TimeSenior
Salary160,000 - 200,000 CAD per year
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Job Details

Experience
5+ years of experience in software delivery, technical project management, or engineering leadership
Required Skills
SCRUMJiraConfluenceGitHubAzure DevOps

Requirements

  • 5+ years of experience in software delivery, technical project management, or engineering leadership.
  • Strong understanding of agile delivery practices across complex, multi-team engagements, such as Scrum, SAFe, or Kanban.
  • Experience managing distributed teams across onshore and offshore locations.
  • Proven ability to deliver complex, multi-platform digital systems in agile environments.
  • Strong client-facing communication and relationship management skills.
  • Experience with delivery tooling such as Jira, Confluence, GitHub, Azure DevOps, and CI/CD pipelines.
  • Familiarity with cloud-native architectures and AI-enabled platforms.
  • Demonstrable use of AI tools, such as Claude, for delivery planning, reporting, and documentation.
  • Track record leading at least one engagement where AI/ML or agentic capability was core to the solution, including managing model risk, evaluation, and client expectations.
  • Experience setting standards for AI-native work, including evaluation criteria, human-in-the-loop checkpoints, and monitoring, and coaching other delivery managers on them.
  • Track record leading an agentic development or delivery process, including observability, success metrics, and status visibility.
  • PMP, Scrum Master, SAFe, or equivalent certification preferred.

Responsibilities

  • Lead end-to-end delivery of complex, multi-phase engagements, aligning scope, budget, timeline, and quality.
  • Facilitate sprint planning, backlog refinement, and delivery execution across cross-functional teams.
  • Manage phased releases, production readiness, and transitions into operations and maintenance.
  • Identify and manage dependencies, risks, scope changes, and escalations.
  • Define and report delivery KPIs, using data to guide decisions and delivery tradeoffs.
  • Support QA and UAT to validate quality against agreed acceptance criteria.
  • Implement AI Development Life Cycle practices and set standards for AI-augmented delivery across engagements.
  • Partner with AI/ML engineering leads and product managers on model risk, data readiness, evaluation, observability, and AI-feature definitions of done.
  • Serve as the primary delivery contact for clients, leading stakeholder sessions and communicating progress, risks, and tradeoffs.
  • Lead and coach distributed delivery teams and junior delivery managers; contribute to delivery practices and staffing decisions.
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160,000 - 200,000 CAD per year
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