Senior Technical Lead – IT & Cybersecurity (MSP)

TEEMA; Calgary; Hybrid; CAD 75,000 - 100,000; Full time

Job summary

Join a forward-thinking company as a Senior Technical Lead in IT & Cybersecurity. This role offers the chance to lead complex projects, mentor a growing team, and drive innovation in cybersecurity solutions. With a focus on automation and AI, you'll tackle challenges that enhance client security and efficiency. Enjoy the flexibility of remote work while contributing to a culture that values growth and collaboration. If you're ready to elevate your career in a dynamic environment, this opportunity is for you!

Benefits

Remote flexibility

Professional development opportunities

Collaborative culture

Access to peer groups

Conference travel opportunities

Qualifications

• 5+ years of deep MSP experience with exposure to MSSP environments.
• Strong technical expertise across Microsoft 365, Azure, and networking.
• Hands-on cybersecurity experience including risk assessments and endpoint protection.

Responsibilities

• Act as the escalation point for complex technical issues across systems.
• Conduct vulnerability and risk assessments, supporting threat detection.
• Lead key customer projects such as cloud migrations and security stack rollouts.

Skills

MSP experience

Cybersecurity

Automation

AI integration

Risk assessments

Networking

VoIP management

Documentation skills

Education

Microsoft 365 or Azure certifications

CompTIA Security+

CCNA/CCNP

Tools

IT Glue

3CX VoIP

Microsoft Defender for 365

MS Lighthouse

Job description

Senior Technical Lead – IT & Cybersecurity (MSP)

Senior Technical Lead – IT & Cybersecurity (MSP)

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This range is provided by TEEMA. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

CA$75,000.00/yr - CA$100,000.00/yr

Direct message the job poster from TEEMA

Strategic Talent Partner | Building High-Performance Teams in Micro to Mid-Sized Managed Services, IT Consultancy, Cloud, Security & Data, | Driving…

Job Title: Senior Technical Lead – IT & Cybersecurity (MSP)

Location: Calgary, AB | Remote or Hybrid Available

Type: Full-Time

Industry: Managed Services / Cybersecurity / Cloud & AI

The Opportunity

Are you a seasoned MSP professional ready to take the next step in your career? We’re looking for a Senior Technical Lead who brings deep MSP experience and a forward-thinking approach to cybersecurity, automation, and AI.

This is more than a Tier 3 role—it’s a chance to lead by example, mentor others, and help guide a high-performing MSP as it evolves into a full-scale cybersecurity solutions provider. If you thrive on solving complex challenges, optimizing systems, and helping clients stay secure and efficient in today’s digital world, we want to hear from you.

What You’ll Be Doing

• Tier 3 Leadership: Act as the escalation point for complex technical issues across systems, infrastructure, cloud, networking, and VoIP
• Mentorship & Growth: Informally guide and support Tier 1 and 2 technicians, helping shape the team’s evolution into a formal structure
• Cybersecurity Focus: Conduct vulnerability and risk assessments, contribute to internal audits, and support threat detection initiatives
• Project Execution: Lead key customer projects such as cloud migrations, onboarding, and security stack rollouts
• Automation & AI Integration: Leverage scripting (PowerShell, Python) and tools like Microsoft 365 Copilot, ChatGPT, Zapier, Rewst, and N8N to streamline workflows
• VoIP & Network Management: Deploy and support secure voice solutions using 3CX, and maintain client infrastructure using Ubiquiti and Meraki gear
• Client Strategy: Participate in QBRs/QSRs and help shape client IT roadmaps using tools like Kaseya MyITProcess
• Documentation & Reporting: Maintain accurate and actionable documentation in IT Glue and other platforms
• Team Collaboration: Work closely with the Service Desk, SOC, and third-party vendors to ensure seamless service delivery
• Community Involvement: Join peer group calls and occasionally travel to cybersecurity conferences in North America

What You Bring

• 5+ years of deep MSP experience, with ideally some (but not limited to) exposure to MSSP environments or security professional services
• Strong technical expertise across Microsoft 365, Azure, Windows Server, virtualization, and networking
• Hands-on cybersecurity experience including risk assessments, endpoint protection, vulnerability management, and basic pen testing
• Familiarity with scripting (PowerShell, Python), automation workflows, and AI tools like Microsoft Copilot or ChatGPT
• Experience with industry-leading MSP tools such as:
• IT Glue, 3CX VoIP, Microsoft Defender for 365, MS Lighthouse
• Excellent communication and documentation skills, with a proactive, solution-oriented mindset

Points For Anyone With:

• Microsoft 365 or Azure certifications
• CompTIA Security+, CCNA/CCNP, or other security/networking credentials
• Microsoft Copilot AI Essentials or other AI-centric certifications
• Experience with security training tools, phishing simulations, or compliance frameworks

Why This Role Rocks

• Career Growth: Be part of a company transforming from MSP to cybersecurity-first
• Tech-Focused Culture: Work with cutting-edge tools in cloud, cybersecurity, and AI
• Remote Flexibility: Work from anywhere in Canada, with optional hybrid setup for Calgary-based team members
• Professional Development: Ongoing certifications, access to peer groups, and conference travel opportunities
• Supportive Environment: Collaborative culture that values innovation, respect, and fun

Interested?

We’re looking for someone who’s technically strong, execution-focused, and excited to grow with a company that’s pushing into the future of cybersecurity.

Apply today!

Note: Only those in Canada and in the Calgary area should apply. TEEMA does not partner with 3rd party recruitment vendors.

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Information Technology

• Industries

  IT Services and IT Consulting

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