Senior Delivery Manager

🔥 6 hours ago

🇨🇦 Canada – Remote

💵 $170k - $220k / year

⏰ Full Time

🟠 Senior

👔 Manager

👻 Ghost score 5%

What it means: the chance that no one is really hiring for this job.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Robots & Pencils

WebsiteLinkedInAll Job Openings

51 - 200 employees

🤖 Artificial Intelligence

🤝 B2B

☁️ SaaS

💰 Venture Round on 2022-04

Artificial Intelligence • B2B • SaaS

Robots & Pencils is a digital innovation firm that specializes in developing digital strategies and products utilizing mobile, web, and frontier technologies to drive transformation for businesses. They focus on areas such as mobile development, product design, UX research, artificial intelligence, machine learning, and organizational change management. With a commitment to blending creativity with technology, they aim to unlock data insights and enhance product innovation, ultimately delivering excellent customer experiences and helping brands gain a competitive edge.

📋 Description

• 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, track, and report delivery KPIs to guide decisions and tradeoffs • Support QA and UAT and ensure outcomes meet acceptance criteria • Use AI tools such as Claude for delivery planning, reporting, and stakeholder communications • Implement the AI Development Life Cycle across engagements and establish delivery standards • Model and coach AI-augmented delivery processes for delivery managers • Partner with AI product managers and engineers on observability, model risk, data readiness, evaluation strategy, infrastructure, context management, latency, monitoring, and production readiness • Define success metrics for AI-augmented delivery, including quality, rework, review overhead, and velocity • Build or direct status-visibility tooling for complex AI-driven pipelines • Decide when agentic approaches are unsuitable and defend those decisions to clients • Establish definitions of done for AI-driven features, including evaluation thresholds, human-in-the-loop checkpoints, and post-launch monitoring • Serve as the primary delivery contact for clients and lead stakeholder, roadmap, and delivery forums • Communicate progress, risks, and tradeoffs to executive and non-technical audiences • Partner with Client Partners on expansion opportunities and translate delivery progress into business impact • Lead distributed onshore/offshore teams and coach junior delivery managers • Improve delivery practices, tools, and frameworks across engagements • Assess team strengths and gaps, flag staffing needs, and identify high-potential talent • Conduct executive interviews and contribute to go/no-go 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 • Able 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 agentic delivery pipelines • PMP, Scrum Master, SAFe, or equivalent certification preferred • Helpful extras include vertical depth in Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, or Manufacturing; enterprise agentic/AI co-worker/applied-AI delivery experience; and prior client-facing engagement management, consulting, or account leadership experience • Strong ownership, learning, direct feedback, attention to detail, resourcefulness, calm under pressure, and client commitment

🏖️ Benefits

• Paid time off • Medical insurance • Dental insurance • Vision insurance • 401(k) for eligible employees • Equal employment opportunities • Background check conducted in accordance with local legislation • Current employer will not be contacted without your permission

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