Senior Engineering Manager

SwiftCruit; Toronto; On-site; CAD 150,000 - 210,000; Full time

Job summary

Magical is building an AI-native automation platform for enterprise healthcare. You will lead a team of up to 12 engineers and influence architecture, product direction, and customer outcomes.

This is a deeply technical, product-minded leadership role focused on reliability, security, and scalable delivery in healthcare workflows. You will partner with Product, Design, Deployment, and GTM to raise quality and velocity while staying close to problems and architecture.

Qualifications

• Experience leading a high-performing engineering team through growth and ambiguity.
• Strong product judgment and an instinct for balancing speed, quality, and impact.
• Experience with AI systems, LLMs, evals, orchestration, or related production AI work.
• Ability to earn respect of engineers without making every decision personally.
• Comfort operating close to customers and understanding real-world outcomes.

Responsibilities

• Own the performance, development, and effectiveness of a team of up to 12 engineers.
• Drive technical execution across a meaningful area of Magical’s AI platform.
• Ensure engineering quality, delivery speed, ownership, planning, architecture reviews, and incident response.
• Develop systems to make probabilistic AI reliable for enterprise healthcare workflows.
• Provide clear technical direction and translate product problems into executable plans.
• Hire, onboard, coach, and retain exceptional engineers; foster autonomy and accountability.
• Collaborate with Product, Design, Deployment, Security, and customer-facing teams.

Skills

Technical leadership

Architecture judgment

People management

Cross-functional collaboration

Customer-focused

Strategic thinking

Job description

Senior Engineering Manager

Build the agentic workforce for healthcare

Magical is building an AI-native automation platform for enterprise healthcare.

We believe healthcare organizations will not solve their operational problems by buying another 50 point solutions. They will build an agentic workforce: AI agents that can execute real work across fragmented systems, adapt as workflows change, and operate with the reliability, security, and observability healthcare requires.

That is what we are building.

Our work matters. Magical automations have helped identify more than 200 positive cancer cases, match suicidal veterans with mental health care, improve access to care, and help providers get paid in a $5.2 trillion healthcare system still held together by too much manual work.

We are looking for a deeply technical, AI-native Senior Engineering Manager to lead a team of up to 12 engineers as we scale from early customer pull toward category-defining execution.

The role

This is not a traditional engineering management role.

We are not looking for someone whose primary contribution is running ceremonies, tracking tickets, or managing from a distance. We need a technical, product-minded leader who can raise the quality and velocity of a team while remaining close to the architecture, the product, and the customer problems we are solving.

You will lead a team responsible for building and operating critical parts of Magical’s AI platform. You will set a high bar for execution, develop engineers, drive technical decisions, and work closely with Product, Design, Deployment, and GTM.

The right person can move from a one-on-one to an architecture review, unblock a production issue, challenge a roadmap decision, and help close an exceptional candidate without losing context or momentum.

What you will own

• The performance, development, and effectiveness of a team of up to 12 engineers

• Technical execution across a meaningful area of Magical’s AI platform

• Engineering quality, delivery speed, ownership, planning, architecture reviews, and incident response

• The systems required to make probabilistic AI reliable enough for enterprise healthcare workflows

• Clear technical direction within your team, in partnership with senior engineers and engineering leadership

• Translating ambiguous product and customer problems into executable technical plans

• Improving the platform so customer deployments become faster, more repeatable, and more scalable

• Hiring, onboarding, coaching, and retaining exceptional engineers

• Creating an environment where engineers have high autonomy, clear accountability, and room to grow

• Cross-functional execution with Product, Design, Deployment, Security, and customer-facing teams

What we are looking for

• Experience leading a high-performing engineering team through an ambiguous, fast-growing stage

• Strong technical judgment in production software systems, architecture, reliability, and operational excellence

• Meaningful experience with LLMs, agents, evals, orchestration, model behavior, or other production AI systems

• The ability to earn the respect of strong engineers without needing to make every technical decision yourself

• Strong product judgment and an instinct for balancing speed, quality, scalability, and customer impact

• A track record of developing engineers, addressing performance issues directly, and raising the talent bar

• Experience turning broad objectives into clear ownership, technical plans, and measurable outcomes

• Comfort operating close to customers and understanding the real-world consequences of engineering decisions

• Familiarity with enterprise security and healthcare trust requirements, including HIPAA, SOC 2, PHI, permissions, auditability, logging, and data access

• Low ego, high standards, direct communication, and founder-level urgency

Why this matters

Agentic automation will not win in healthcare because the demos are impressive.

It will win when the systems are reliable, secure, observable, governed, and economically transformative.

That is the engineering problem.

As a Senior Engineering Manager at Magical, you will help turn emerging AI capabilities into production systems that healthcare organizations can trust with their most important operational workflows.

You will have the opportunity to shape the team, the technical foundation, and the operating culture during a period of rapid growth.

What this role is not

This is not the right role for someone who wants to manage from a distance.

We are not looking for:

• A process-first manager whose primary value is ceremonies, reporting, and administration

• A big-company operator who wants to introduce heavy process before the team needs it

• A manager who has moved too far away from architecture, technical tradeoffs, and production systems

• A pure AI researcher who does not want to own reliability, customers, and business outcomes

• A leader who avoids difficult performance conversations or allows standards to drift

• A project manager who coordinates work but cannot challenge the technical plan

• A backend-only leader who does not want to engage deeply with Product, Deployment, and customer problems

• A manager who measures success by output rather than shipped outcomes, system quality, and team growth

We need someone technical enough to earn trust, decisive enough to create clarity, and hands‑on enough to help the team move faster.