Technical Delivery Manager

Who We Are:

Jolera stands as a distinguished multinational Global Systems Integrator (GSI), a vanguard in delivering comprehensive and bespoke IT solutions to a diverse clientele, encompassing both direct customers and channel partners across the globe. We are driven by a commitment to excellence, leveraging a team of over 650+ highly skilled professionals to design, implement, and manage technology systems that are not only effective and competitive but also scalable and value driven.

Our comprehensive suite of services includes the creation of customized technology solutions tailored to specific business needs, in-depth IT assessments and strategic planning, meticulous IT device and infrastructure management, robust data backup and recovery solutions, seamless cloud and on-premise migrations, enterprise-grade security services, and round-the-clock, 24/7/365 quad-lingual end user support.

At Jolera, we believe in empowering organizations worldwide with innovative and reliable IT solutions, and we invite you to join us in this mission.

Position Description

We are seeking a Technical Delivery Manager with deep enterprise infrastructure experience to lead the technical direction of a dedicated managed services pod based in Toronto, ON. The ideal candidate has a strong background as a hands-on engineering leader and is comfortable directing dedicated technical teams without owning their HR line. This is a senior technical leadership role focused on architecture quality, change posture, and the technical roadmap across enterprise customer infrastructure estates.

What You’ll Do

- Direct a dedicated technical pod consisting of technical staff supported by a shared engineering bench of Cloud, Network, Compute, ITSM, and Endpoint specialists.

- Own end-to-end technical accountability for enterprise customer infrastructure including multi-site data center, branch, and cloud estates.

- Lead architecture reviews, change advisory boards, and root-cause analysis sessions in a hands-on capacity.

- Run point on enterprise infrastructure refresh programs across compute, storage, network, and virtualization, including design, vendor evaluation, migration planning, and execution oversight.

- Partner with customer-side program leadership on cadence, scorecards, and escalation paths, with clear technical and commercial RACI established at engagement kickoff.

- Serve as Jolera’s senior technical voice in front of customer CIOs and IT directors during executive engagements.

- Coach the on-site Senior Architects and bench engineers, raising the technical bar of everything the pod delivers each quarter.

- Produce executive-grade written communication including root-cause analyses, design documents, scorecards, and roadmap summaries on a weekly cadence.

Who You Are

- 10+ years across enterprise infrastructure roles, including time as a senior architect, principal engineer, lead consultant, or senior delivery role with real technical depth.

- Strong working knowledge of VMware vSphere, Microsoft Azure (IaaS and PaaS), Microsoft 365 and Entra ID, enterprise networking (cloud-managed and traditional), and enterprise firewalls.

- Demonstrated ability to direct technical teams without owning their HR line.

- ITIL and ITSM fluency, with practical experience operating against an enterprise change, incident, and problem management framework.

- Excellent written communication, with the ability to own executive-grade documents end-to-end.

- Comfortable being on-site in Toronto five days every week.

- Authorized to work in Canada.

Preferred Qualifications

- Prior MSP, MSSP, or Global Systems Integrator (GSI) delivery experience.

- Hyperconverged infrastructure (HCI) lifecycle and migration experience on any major platform.

- Virtual desktop infrastructure (VDI) operations or migration leadership.

- Direct experience operating alongside customer-side program leadership, PMO, or VMO.

- ServiceNow administration or implementation experience (CSA, CIS-ITSM, CIS-CSM).

- Microsoft or VMware certifications at the architect or expert level.

What We Offer:

- A competitive salary and benefits package that appreciates your worth.

- Perks that make every day a bit more special.

- Opportunities for professional growth and development that will push your career to new heights.

At Jolera, we are committed to creating a diverse, equal and inclusive. Our goal is to attract and retain the best talent while embracing diversity in all its forms. We value and respect differences in ethnic background, gender, age, religion, identity, disability, or any other characteristic protected by applicable law.