Technical Delivery Manager
About the job
- At least 10 years of experience 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 infrastructure and platform services, Microsoft 365 and Entra ID, enterprise networking (cloud-managed and traditional), and enterprise firewalls.
- Ability to direct technical teams without owning their human resources line.
- ITIL and ITSM fluency, with practical experience operating against an enterprise change, incident, and problem management framework.
- Ability to own executive-grade documents end-to-end.
- Availability to work on-site in Toronto five days every week.
- Authorization to work in Canada.
- 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 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 pod deliverables each quarter.
- Produce executive-grade written communication, including root-cause analyses, design documents, scorecards, and roadmap summaries on a weekly cadence.
- Prior MSP, MSSP, or Global Systems Integrator delivery experience.
- Hyperconverged infrastructure lifecycle and migration experience on any major platform.
- Virtual desktop infrastructure operations or migration leadership.
- Direct experience operating alongside customer-side program leadership, PMO, or VMO.
- ServiceNow administration or implementation experience, including CSA, CIS-ITSM, or CIS-CSM.
- Microsoft or VMware certifications at the architect or expert level.
About the company
Jolera is a Global Systems Integrator that focuses on transforming IT operations into secure, efficient environments. It offers services through a diverse team of over 500 professionals across 24 countries, combining global reach with localized expertise. Jolera helps clients (and its own team) pursue a dynamic, collaborative work environment where innovation and growth are prioritized. The company’s approach centers on delivering IT operation improvements, security, and efficiency by leveraging its global-scale capabilities and local insight. Compared with competitors, Jolera differentiates itself through its international footprint paired with local know-how, enabling tailored, scalable IT solutions. Its goal is to help organizations and teams optimize IT operations to be secure, efficient, and capable of supporting growth.
Company Size
201-500
Company Stage
N/A
Total Funding
N/A
Headquarters
Toronto, Canada
Founded
2001
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Simplify's Take
What believers are saying
- Jolera marked 25 years in July 2026, signaling durable enterprise customer relationships.
- Vodafone Portugal partnership opened Portuguese enterprise cross-sell on October 17, 2025.
- JobBank listed Toronto and Vancouver IT analyst openings in August 2026, showing demand.
What critics are saying
- ITCenter integration across Europe and Toronto strains delivery quality through 2026.
- MSP and cybersecurity offerings face relentless price pressure from IBM and larger integrators.
- Any major outage or breach would destroy Jolera's 24/7 trust-based brand quickly.
What makes Jolera unique
- Jolera spans 24 countries with 24/7/365 managed services and 600 professionals.
- ITCenter broadened Jolera's telecommunications and AI software capabilities in April 2024.
- Vodafone Portugal and Andersen Consulting partnerships extend Jolera's channel reach in Europe.
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Benefits
- Hybrid Work Options
- Flexible Work Hours
- Gym Membership
- Company Social Events
- Employee Discounts
- Professional Certification Support
- Professional Development Budget