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indeed

Senior Delivery Manager

Robots & Pencils
Toronto, CAN
Senior
Onsite
$160,000 to $200,000
Discovered 2 weeks ago
Software deliveryTechnical project managementAgile deliveryScrumSAFeKanban

Full Job Posting

Position overview

Serves as senior delivery authority for cross-functional client engagements, owning execution from kickoff through release.

Leads distributed teams and acts as the primary delivery partner to clients.

The company builds and deploys applied AI solutions for enterprise operations.

Delivery leadership

  • Owns scope, budget, schedule, and quality for complex, multi-phase engagements.
  • Facilitates sprint planning, backlog refinement, and execution across cross-functional teams.
  • Manages phased releases, production readiness, and transitions to operations and maintenance.
  • Tracks delivery KPIs and manages dependencies, risks, scope changes, and escalations.
  • Supports QA and UAT against agreed acceptance criteria.

AI enablement

  • Implements the AI Development Life Cycle and models AI-augmented delivery practices for teams.
  • Partners with AI product and engineering teams on observability, model risk, data readiness, evaluation, and delivery risks.
  • Defines success metrics, delivery standards, and expectations for AI pipelines and AI-driven features.
  • Assesses agentic approaches, including context, latency, infrastructure, and tradeoffs, and communicates when they are unsuitable.
  • Coaches delivery colleagues on AI product delivery, AI-assisted traditional delivery, and agentic development processes.

Client and team leadership

  • Serves as primary delivery contact and leads client working sessions, roadmap discussions, and delivery forums.
  • Communicates progress, risks, tradeoffs, milestones, and business impact to executive and non-technical audiences.
  • Identifies engagement expansion opportunities with Client Partners.
  • Leads onshore and offshore teams, coaches junior delivery managers, improves practices, and contributes to staffing and hiring decisions.

Experience and delivery qualifications

  • 5+ years in software delivery, technical project management, or engineering leadership.
  • Strong agile delivery experience across complex multi-team engagements and distributed teams.
  • Experience delivering complex, multi-platform digital systems and strong client-facing communication skills.
  • Experience with delivery tooling such as Jira, Confluence, GitHub, Azure DevOps, or CI/CD pipelines.
  • Familiarity with cloud-native architectures and AI-enabled platforms.

AI delivery qualifications

  • Demonstrated use of AI tools for delivery planning, reporting, or documentation.
  • Has led an AI/ML or agentic engagement, managing model risk, evaluation, and client expectations.
  • Can set AI-native delivery standards and coach delivery managers on evaluation, human-in-the-loop checkpoints, and monitoring.
  • Has led an agentic delivery process and set standards for observability, metrics, status visibility, infrastructure, context management, and latency tradeoffs.

Preferred qualifications

  • PMP, Scrum Master, SAFe, or equivalent certification is preferred.
  • Experience with consumer products and retail, education, energy, financial services, healthcare, or manufacturing is helpful.
  • Enterprise agentic, AI co-worker, or applied AI delivery experience is helpful.
  • Client-facing experience in engagement management, consulting, or account leadership is helpful.

Compensation

  • The stated salary range is CAD $160,000 to $200,000; the posting does not specify a pay cadence.

Benefits

  • Eligible employees may receive paid time off, medical, dental, and vision insurance, and a 401(k).

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