Senior Technical Analyst – MSP Leader
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- Calgary, AB
- $100,000-140,000 per year
- Permanent
- Full-time
- Provide advanced technical support and troubleshooting for Windows Server, Active Directory, Microsoft 365/Exchange, and core IT infrastructure services.
- Plan, deploy, and maintain IT infrastructure solutions, including virtualization (VMware, Hyper-V), networking, backup and disaster recovery (DR), and cybersecurity tooling.
- Lead complex infrastructure projects and migrations, ensuring delivery within scope, timeline, and budget.
- Perform system performance tuning, patch management, and automation to optimize operations and improve efficiency.
- Ensure client environments comply with cybersecurity best practices and regulatory requirements.
- Lead end-to-end client onboarding, including discovery, assessment, remediation planning, stabilization, documentation, and handoff to steady-state support teams.
- Develop and maintain repeatable onboarding standards, checklists, and documentation to ensure consistency and speed across client transitions.
- Support onboarding and enablement for new technical team members, setting clear expectations for service delivery, standards, and escalation pathways.
- Act as a senior technical advisor to clients, translating technical risks into business impact, and providing executive-ready recommendations to support strategic IT decisions.
- Develop client-facing plans, proposals, and project deliverables, ensuring feasibility, defensibility, and successful execution.
- Serve as a senior escalation point, coordinating resolution across internal teams and ensuring operational consistency and client satisfaction.
- Lead by example to improve team processes, documentation standards, troubleshooting discipline, and operational excellence.
- Establish and maintain clear definitions of completed tickets and projects, ensuring proper documentation, client communication, and clean handoffs.
- Contribute to service improvement initiatives, identifying opportunities for process automation, repeatable delivery, and operational maturity.
- Participate in a 24/7 on-call rotation to respond to critical incidents and service outages as required.
- Collaborate closely with account management and leadership to plan client roadmaps, quarterly business reviews (QBRs), and prioritize initiatives for service delivery improvements.
- Maintain up-to-date system documentation, environment diagrams, asset lifecycle records, and compliance evidence where required.
- Diploma or bachelor's degree in Information Technology, Computer Science, or a related field is an asset but not required.
- Certifications (Microsoft, ITIL, PMP) are a plus.
- Demonstrated leadership experience in a managed IT services or IT service provider environment.
- Proven ability to lead projects end-to-end, manage shifting priorities, and deliver measurable results.
- Strong documentation and operational discipline, with an emphasis on repeatable and scalable processes.
- Excellent client communication skills, with the ability to build long-term relationships and provide executive-level guidance.
- Minimum 10 years in IT infrastructure support, including servers, virtualization, networking, and security.
- Minimum 5 years in an MSP or IT service provider environment supporting small to mid-sized business clients.
- Deep expertise with Windows Server and common MSP platforms (virtualization, backups, security tooling, documentation).
- Proficiency in networking concepts: firewalls, VLANs, VPNs, and security best practices.
- Experience with MSP toolsets: RMM, PSA, MFA, EDR/MDR, email security, documentation systems.
- Experience leading client onboarding, driving stabilization, standardization, and improving operational maturity.
- Experience developing and executing client-facing plans, proposals, and strategic IT recommendations.
- Ability to lead by influence, mentor peers, and drive standards, processes, and repeatable service delivery.
- Self-motivated, organized, and comfortable in a fast-paced, high-expectation environment with accountability for results.
- Ability to balance client priorities, team leadership, and operational oversight without sacrificing attention to detail.
- Strategic thinking and problem-solving, with the ability to translate technical issues into clear business recommendations.
- Compensation is based on experience, fit, and proven leadership impact.
- Comprehensive benefits package, including performance-based bonuses.
- Full-time, Monday - Friday
- In-office required, with client site visits and remote support as needed
- Extended hours expected during critical projects or high-priority escalations
- This opportunity does not include relocation. It will be the responsibility of the candidate should relocation be required.
- All applicants must be authorized to work in Canada to be considered for employment.