Delivery Manager

Delivery Manager
Location: Remote in US or Canada | Travel: Regular
Company Overview
Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. We design and ship AI co-workers that integrate into enterprise operations and deliver measurable results for our clients. We're all in on AWS, combining deep UX capability with senior engineering talent to get AI into production fast and keep it there.
We’ve earned the trust of leaders across Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, and Manufacturing and more, and earned a reputation as the nimble alternative to traditional global systems integrators. Founded in 2009, with delivery centers in Canada, the United States, Eastern Europe, and Latin America, we are smaller, faster, and more senior by design. Our teams average 15+ years of experience. We move fast, sweat the details, and build things that actually ship.
Position Overview
As a Delivery Manager, you own delivery on a cross-functional project: leading the team from kickoff through release, coordinating onshore and offshore contributors, and serving as a key delivery partner to the client. You bring the discipline to keep work on track, the judgment to navigate everyday trade-offs, and the ownership to make sure the project lands.
Why This Role Matters
Delivery Managers are where Robots and Pencils’ promise of “production-ready AI in 30 to 45 days” turns into actual project plans, sprint cadences, and shipped work. On the projects you run, you set the pace of delivery, the discipline behind it, and the trust that builds when the team consistently ships on time. The work moves only as fast as someone is willing to own the plan, surface trade-offs early, and keep the team pulling in the same direction.
What You’ll Do
Craft & Delivery
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
Collaboration & Communication
Serve as the primary delivery contact for clients, building trusted relationships through transparency, consistency, and clear communication