AI Agent Deployment Engineering Manager

Reports to:

Head of Deployment / Product Magical’s agentic AI platform brings AI Agents into the workplace to take over repetitive, soul-crushing workflows that slow teams down. Our customers, especially in healthcare, use Magical to automate high-stakes, high-complexity processes. The shift to agentic work is accelerating, and we’re leading it. Our AI Deployment Engineering team is the engine behind that shift. As we scale to a team of 30 people, we’re hiring a hands‑on, detail‑obsessed leader who can build both the people and the systems required to deliver world‑class deployments in high‑stakes customer environments. We’re backed by the investors behind OpenAI, Anthropic, Hugging Face, and Notion, including Greylock, Bain Capital, Coatue, Altman Capital, and Lightspeed. About The Role

You’ll lead and scale Magical’s AI Deployment Engineering team — the technical, customer‑facing group responsible for implementing our AI Agents into customer environments. You’ll manage and dive into the details every day: Reviewing workflow logic and agentic designs Troubleshooting issues directly Project‑managing customer launches Recruiting, onboarding, and developing new AI Agent Engineers Creating systems, templates, and processes that make the team faster and more predictable You will own both

delivery

and

quality , ensuring customers go live quickly, reliably, and with an experience that feels unmistakably Magical. What You’ll Do

Scale & Lead the Team

Grow the AI Agent Engineering team from 8 → ~25 by EOY 2026. Recruit, hire, and onboard top‑tier talent with engineering, QA, or test backgrounds. Build a culture of ownership, precision, and customer obsession. Establish performance management, leveling, and clear expectations.

Drive World‑Class Delivery

Oversee the design, build, testing, and launch of agentic workflows across healthcare and payer/provider customers. Stay hands‑on with builds early on to set the quality bar and expectations. Ensure deployments meet reliability, latency, and quality standards.

Operational Excellence

Build rigorous systems for project management, QA, review cycles, and documentation. Create reusable components, templates, and tooling that dramatically speed up future builds. Reduce deployment timelines from weeks to days through process improvement and standardization.

Customer & Stakeholder Management

Act as the senior escalation point for complex customer issues. Interface directly with customer engineering teams, PMs, and operational leaders. Set expectations clearly, communicate proactively, and manage timelines confidently. Feed real‑world deployment learnings into Product and Engineering to improve the platform.

Raise the Quality Bar

Implement detailed workflow and logic reviews with consistency. Drive best practices in agentic design, testing, and performance tuning. Ensure every deployment is robust, maintainable, and production‑grade.

About You

Must‑Have Leadership Traits

You’ve managed 20+ technical ICs before (pods, squads, or distributed groups). Obsessively detail‑oriented — nothing escapes your field of view. Hands‑on operator who works in the weeds, not above them. Obsessive commitment to quality in logic, workflows, and customer experience. Customer‑obsessed, especially in high‑pressure or healthcare environments. Exceptional project manager who can juggle many active deployments simultaneously. Clear, direct communicator with customers and internal teams. Able to recruit, hire, and build a high‑performing AI Agent Engineering team. Experience delivering technical solutions to customers, ideally in environments requiring precision and reliability. Background in engineering, QA, or testing — strong technical underpinning is mandatory.

Bonus Experience

Healthcare deployments (EHRs, payer systems, portals) Multi‑agent orchestration or LLM/automation work QA automation or test engineering foundations Startup or 0→1 team‑building experience Consulting or forward‑deployed engineering roles

What we offer

The opportunity to build and scale one of the world’s first Forward Deployed AI Engineering teams focused on Healthcare. A chance to shape how AI Agents are deployed into mission‑critical, real‑world systems. Competitive salary + meaningful equity. Unlimited PTO. Epic offsites (Iceland, Lisbon, Cancun, Costa Rica). Cutting‑edge AI tools and infrastructure. Job Details

Seniority level:

Mid‑Senior level Employment type:

Full‑time Job function:

Sales and Business Development Industry:

Software Development Location:

Vaughan, Ontario, Canada

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