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AI Agent Deployment Engineering Manager

2 weeks ago

Toronto, Ontario, Canada Magical Full time
AI Agent Deployment Engineering Manager

Team size scaling: 8 today → ~25 by end of 2026

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 like prior auth, UM, denials, GLP, and more.

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 from 8 to ~25 AI Agent Engineers by the end of 2026, 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, 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.

This is not a high-level, people-manager-only role. You'll be deep in 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 DoScale & 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 YouMust-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.

  • OCD-level 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