Deployment Strategist

2 days ago


Toronto, Ontario, Canada Magical Full time
About Magical

Our agentic AI platform brings "AI employees" into the workplace to take over the repetitive, soul-crushing workflows that slow teams down. The result: organizations move faster, with sharper focus, and deliver better outcomes where it matters most, like improving patient care.

The shift to agentic work is inevitable, and we're leading it. As a founding member of our team you'll be shaping the playbook for the future of work alongside a small, relentless team pushing the edge of what's possible with AI.

We're backed by the investors behind OpenAI, Anthropic, Hugging Face, and Notion, including Greylock, Coatue, Altman Capital and Lightspeed. The runway is long. The ambition is high. And the market is wide open.

About the role

As a Deployment Strategist, you'll own the success of our largest and most strategic customers post-sale. You'll be the connective tissue between the customer's business goals and Magical's agentic AI platform, partnering closely with Deployment Engineers to deliver high-impact implementations and drive expansions.

You will:

  • Own end-to-end implementations for a portfolio of customers - from pre-kickoff planning through go-live, early adoption, and scale-up.

  • Act as engagement manager: build and run project plans, align stakeholders, manage risks and dependencies, and keep workstreams moving across customer, Magical, and third parties.

  • Translate business goals into a deployment plan, defining use cases, success metrics, milestones, and an execution roadmap alongside our Deployment Engineers.

  • Run regular customer touchpoints (weekly/bi-weekly standups, stakeholder syncs, exec readouts) to keep projects on track and surface decisions early.

  • Programmatically run business reviews (QBRs/MBRs) that tell a clear ROI story, highlight operational impact, and create a natural path to expansion.

  • Become a trusted advisor on workflow redesign and change management, especially in healthcare revenue cycle and operations-heavy environments.

  • Partner with GTM on expansion: identify new workflows, sites, and departments to automate; shape proposals and rollout plans that make expansion low-friction.

  • Champion the voice of the customer internally, feeding structured insights back to Product, Engineering, and Sales to influence roadmap and playbooks.

  • Codify the playbook: help build templates, dashboards, checklists, and best practices that make every future deployment faster and more repeatable.

You'll work side-by-side with our Deployment Engineers and AE team, typically managing several customer programs at once.

About you
  • You have 3–6+ years of experience in roles like management consulting, customer success, program management, solutions/engagement management, or similar in an enterprise SaaS or services environment.

  • You've led complex implementations or transformation programs end-to-end, coordinating multiple stakeholders and workstreams to successful go-live.

  • You're exceptional at relationship building — from frontline operators to VP/C-suite — and comfortable running recurring touchpoints, workshops, and executive readouts.

  • You're structured and analytical: you think in frameworks, define clear KPIs, and can turn messy operational data into a crisp impact narrative.

  • You have a commercial mindset: you naturally look for ways to deepen value, expand scope, and help Sales frame and close expansions without being "salesy."

  • You're comfortable working with technical partners (e.g., engineers, solutions architects) and can translate between business requirements and technical execution.

  • You thrive in early-stage chaos: you want to write the playbook, not just follow one.

  • You have a strong bias to action and are willing to do whatever it takes to unblock progress and make the deployment successful.

  • Bonus: experience in healthcare, revenue cycle management, or other operations-heavy domains; exposure to AI/automation is a plus, not a requirement.

  • Located in SF/Toronto or willing to relocate.

What we offer
  • A chance to be an early team member at a fast-growing, ambitious company

  • The opportunity to push the boundaries of what's possible with AI

  • A modern stack and the latest tools to do your best work

  • Competitive salary and meaningful equity

  • Unlimited PTO

  • Fun team offsites, past trips include Iceland, Lisbon, Cancun, and Costa Rica



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