20h ago

Head of IT

Toronto

$138.5k-$212.2k / year

full-timeleade-commerce

๐Ÿ›  Tech Stack

๐Ÿ’ผ About This Role

You'll define and own the multi-year IT roadmap at Gorgias, building a reliable, AI-first IT function for a fast-growing conversational commerce platform. Your core impact is making infrastructure and tooling feel invisible so the company can scale from $100M to $500M+ ARR. You'll act as both a builder improving daily IT operations and a strategist designing scalable systems with AI at the core.

๐ŸŽฏ What You'll Do

  • Define and own the multi-year IT roadmap aligned to growth trajectory.
  • Lead evaluation and rollout of AI-enabled IT tools.
  • Manage device lifecycle end-to-end: procurement, provisioning, refresh.
  • Design self-service systems that scale without linear headcount growth.

๐Ÿ“‹ Requirements

  • 10+ years of IT leadership experience in a high-growth environment.
  • Experience managing IT operations for a global company with multiple offices.
  • Hands-on experience with AI/agentic workflows in IT tooling.
  • Proven track record owning SOC 2 certification end-to-end.

โœจ Nice to Have

  • Experience with SaaS procurement and vendor management.
  • Background in security compliance such as ISO 27001.
  • Familiarity with endpoint management tools like Jamf or Intune.

๐ŸŽ Benefits & Perks

  • ๐Ÿ–๏ธ Unlimited PTO
  • ๐Ÿ’ฐ Equity package (0.003% โ€“ 0.021%)
  • ๐Ÿฅ Health benefits (medical, dental, vision)
  • ๐Ÿ“š Learning and development budget
  • ๐Ÿ’ป Latest tech equipment

๐Ÿ“จ Hiring Process

Estimated timeline: 3-4 weeks ยท AI estimate

  1. 1Recruiter Screenยท 30 min
  2. 2Hiring Manager Interviewยท 60 min
  3. 3Technical Assessmentยท 60 min
  4. 4Leadership Interviewยท 45 min
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