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Mechanical Orchard
Remote Manager, Delivery Infrastructure EngineeringMechanical Orchard • Winnipeg, Manitoba
Remote Manager, Delivery Infrastructure Engineering

Remote Manager, Delivery Infrastructure Engineering

Mechanical Orchard • Winnipeg, Manitoba
30+ days ago
Job type
  • Full-time
  • Remote
Job description

Mechanical Orchard builds Imogen, a mainframe modernization platform for rewriting the most critical and complex business applications—the systems that quietly run the world as we know it—so they can continue operating reliably while adapting to new challenges and opportunities. These are business-critical systems where reliability, safety, and correctness are paramount.


Delivery at Mechanical Orchard is where Imogen meets reality. Delivery teams work directly with customers and system integration partners in real production environments to modernize mainframe systems using Imogen. This work delivers customer outcomes while also shaping how the platform evolves, ensuring Imogen is grounded in real-world constraints, risks, and opportunities.


Our Delivery team operates in complex, ambiguous environments with high stakes. We balance long-term modernization outcomes with incremental, production-ready delivery; validate functional equivalence, performance, and operational readiness; and work closely with partners to enable durable handoff and long-term ownership. We value strong fundamentals, pragmatic use of AI, and close collaboration across roles and organizations. Our values are simple: Do the right thing. Do what works. Be kind.


The Role


The Manager, Delivery Infrastructure Engineering is accountable for how Imogen is deployed, maintained, and supported across customer environments. Partnering closely with Platform, Delivery, Platform, Sales, and Product Support, this role owns the infrastructure delivery and support model — ensuring Imogen deployments are fast, reliable, and scalable while enabling Delivery teams and SI partners to execute modernization engagements effectively.


As Imogen adoption grows and the number of concurrent customer engagements increases, success in this role increasingly centers on building the team, systems, and operating model that scale Mechanical Orchard's deployment and support capability — moving from hands-on execution to an infrastructure practice that runs reliably through others.


This is a technical leadership role that combines infrastructure ownership, people leadership, and cross-functional partnership.


What You’ll Do


As Manager, Delivery Infrastructure Engineering, you will be expected to:




  • Own the end-to-end deployment model — from reference architectures and installation workflows to hardening, upgrades, and ongoing environment support across customer environments




  • Enable Delivery teams and SI partners to use Imogen effectively, and draw a clear boundary between Mechanical Orchard's infrastructure ownership and partner-led modernization execution




  • Partner with Platform to influence roadmap and architecture decisions, serving as the voice of real-world deployment complexity in platform prioritization




  • Engage with Sales and Delivery during pursuits to define infrastructure scope, set readiness criteria, and reduce downstream delivery risk before engagements begin




  • Build, hire, and develop a high-performing infrastructure engineering team through consistent coaching, career development, and a culture of ownership




  • Define the processes, playbooks, and metrics that move infrastructure delivery and support from heroics to a repeatable, scalable operating model




What You’ll Bring




  • 7+ years in infrastructure engineering, with at least 3 years in an engineering management or team lead role




  • Experience deploying and operating enterprise software in complex, regulated, or multi-tenant customer cloud environments




  • Demonstrated ability to build scalable delivery and support models — playbooks, runbooks, reference architectures




  • Experience supporting pre-sales or technical scoping activities — defining infrastructure approach, environment prerequisites, and readiness criteria alongside sales and delivery teams




  • Experience enabling external partners or systems integrators through documentation, onboarding frameworks, or direct engagement support




  • Track record of building and developing high-performing engineering teams




  • Strong cross-functional collaboration skills; comfortable working across Sales, Product, and Delivery




  • Ability to operate in ambiguity and drive clarity across organizational boundaries




Things to Consider Before Applying




  • This is a client-facing leadership role with direct accountability for delivery outcomes across multiple engagements.




  • The role includes regular domestic travel to client sites, up to approximately once per month, to support customer relationships, delivery oversight, and key engagement moments.




  • You will work closely with executive-level client stakeholders and internal leaders, often navigating high-stakes conversations and tradeoffs.




  • Much of the work involves complex legacy systems and long-running modernization efforts, where progress is incremental and risk must be actively managed.




  • The work often spans ambiguity across customer needs, partner capabilities, and platform maturity.





Mechanical Orchard, Inc. is an Equal Opportunity Employer and Prohibits Discrimination and Harassment of Any Kind. Mechanical Orchard, Inc. is committed to the principle of equal employment opportunity for all employees and to providing employees with a work environment free of discrimination and harassment. All employment decisions at Mechanical Orchard, Inc. are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected by the laws or regulations in the locations where we operate. Mechanical Orchard, Inc. will not tolerate discrimination or harassment based on any of these characteristics. Mechanical Orchard, Inc. encourages applicants of all ages. Mechanical Orchard, Inc. will provide reasonable accommodation to employees who have protected disabilities consistent with local law.

We look forward to reviewing your application. Thanks!
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Remote Manager, Delivery Infrastructure Engineering • Winnipeg, Manitoba

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