ITAM Manager governing enterprise technology assets for Medavie, a Canadian health solutions partner. Building lifecycle controls, trusted data, licensing compliance, and investment insights.
About the role
- Senior Delivery Manager leading end-to-end AI engineering engagements at Robots and Pencils. Managing distributed teams, client delivery, and AI-native production processes.
Responsibilities
- Lead end-to-end delivery of complex, multi-phase engagements across 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, track, and report delivery KPIs to guide decisions and tradeoffs
- Support QA and UAT efforts and ensure acceptance criteria are met
- Use AI tools such as Claude for delivery planning, reporting, and stakeholder communications
- Implement the AI Development Life Cycle across engagements
- Establish AI-augmented delivery standards, metrics, and processes
- Partner with AI product managers and engineers on observability, model risk, data readiness, evaluation strategy, infrastructure, and production readiness
- Set definitions of done for probabilistic and AI-driven features, including evaluation thresholds, human-in-the-loop checkpoints, and post-launch monitoring
- Coach delivery managers and coordinators on AI-native and agentic development processes
- Serve as primary delivery contact for clients and lead stakeholder, roadmap, and delivery forums
- Communicate progress, risks, and tradeoffs to executive and non-technical audiences
- Identify expansion opportunities and translate delivery progress into business impact
- Lead distributed onshore and offshore delivery teams
- Coach junior delivery managers and contribute to development plans
- Improve delivery practices, tools, and frameworks across engagements
- Assess team strengths and gaps, flag staffing needs, and participate in executive interviews and hiring decisions
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, including 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 usage of AI tools to enhance delivery planning, reporting, and documentation, such as Claude
- Track record leading at least one engagement where AI/ML or agentic capability was core to the solution, including model risk, evaluation, and client expectations
- Ability to set delivery standards for AI-native work, including evaluation criteria, human-in-the-loop checkpoints, and monitoring, and coach other delivery managers
- Track record leading a team through an agentic development/delivery process, including observability, success metrics, and status visibility
- Comfortable setting standards for infrastructure, context management, and latency trade-offs in an agentic delivery pipeline
- PMP, Scrum Master, SAFe, or equivalent certification preferred
- Vertical depth in one or more of Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, or Manufacturing is helpful
- Experience delivering agentic, AI co-worker, or applied-AI initiatives in enterprise is helpful
- Prior client-facing experience in engagement management, consulting, or account leadership is helpful
Benefits
- Paid time off
- Medical insurance
- Dental insurance
- Vision insurance
- 401(k) for eligible employees
- Background check conducted in accordance with local legislation
- Equal employment opportunities
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