Head of IT
Gorgias
IT
Toronto, ON, Canada
CAD 172,250-190,381 / year + Equity
Location
Toronto
Employment Type
Full time
Department
FinanceFinance
Compensation
- CA$172,250 – CA$190,381 • 0.009% – 0.019%
Check the public salary and equity calculator to get the numbers tailored to your level and location.
Our calculator maintains fairness and pay equity within the organization, and you can find more info on how we calculate salaries here.
We believe conversations will become the #1 way to shop.
At Gorgias, we’re building the platform that makes this real: a unified AI agent that sells, supports, and re-engages customers across the entire journey. Conversational Commerce is the future of ecommerce, and we’re leading that shift.
Our mission is to turn every interaction between a brand and its customers into a relationship: personal, seamless, and intelligent. By combining deep product expertise with the latest in AI, we’re making shopping feel more natural, human, and connected than ever before.
To win, we focus relentlessly on:
Quality: conversations that feel authentic and on-brand.
Experience: effortless shopping from chat to checkout.
Re-engagement: personal, 1-1 dialogue instead of noisy marketing.
The opportunity is massive. As AI reshapes how people buy, Gorgias is building the foundation for the next decade of ecommerce, where every brand has its own intelligent agent and every customer feels understood.
Join us to make Conversational Commerce real.
About the Role
We're hiring our first senior IT leader to define how IT operates at Gorgias.
Today, IT is partially outsourced and fragmented. That's worked at our current size, but it won't scale with our path to $100M+ ARR, a growing global office footprint, and the volume of AI tooling we're adopting every quarter.
This role sits within Finance and reports to the CFO. You'll own IT infrastructure (physical and software), SaaS software procurement and IT strategy globally.
The job is half builder, half strategist. As builder, you'll fix the basics — WiFi, tooling, access, onboarding — and make day-to-day IT feel invisible. As strategist, you'll design the operating model that takes us from 100M ARR to 500M and beyond without linear IT headcount growth, and put AI at the core of how IT runs.
You'll partner closely with Security Engineering, People, and Finance to build infrastructure that gives Gorgias the leverage of a Fortune 500 — and the speed of a startup.
This is a high-ownership role with real scope: you will define what IT looks like at Gorgias for the next five years.
Mission
Build a reliable, scalable, AI-first IT function that lets Gorgias grow from 100M ARR to 500M+ ARR — and makes infrastructure, tooling, and access feel invisible to the rest of the company.
What You'll Do
🤖 IT Strategy & AI Enablement
Define and own the multi-year IT roadmap, aligned to Gorgias' growth trajectory
Lead evaluation and rollout of AI-enabled IT tools; identify high-leverage use cases and build practical governance for responsible adoption
Architect AI-powered and agentic workflows that make onboarding, offboarding, and routine IT support nearly invisible
Translate business needs into scalable solutions, with clear tradeoffs at the table
⚙️ IT Operations & Service Delivery
Own the device lifecycle end-to-end: procurement, provisioning, refresh, recovery, secure disposal
Design self-service systems that scale with company growth without linear headcount growth
Manage identity and access across the SaaS stack, balancing security and usability
Own joiner / mover / leaver processes with least-privilege, role-based access, and periodic reviews
Lead a small IT support function and manage outsourced IT support team: set operating rhythms, runbooks, growth plans
Drive recurring-issue elimination through better tooling and automation — not just faster ticket closure
Track and improve service metrics: time to first response, time to resolution, CSAT, SLA adherence
💸 Procurement & Vendor Management
Act as a sparring partner to teams selecting software tools — a center of excellence that helps identify, evaluate, and adopt the right solutions
Key partner in identifying AI tool strategy and spend (OpenAI, Anthropic, and the rest)
Manage key software vendor relationships, renewals, and procurement workflows; centralize software knowledge and procurement database
Build vendor relationships that combine startup agility with enterprise-grade capabilities
💻 Endpoint Fleet, Office IT & Workplace Infrastructure
Ensure every new hire has a consistent, secure, productive setup on day one
Oversee office technology reliability across global offices: WiFi, networking, conference rooms, AV
Maintain accurate inventory and lifecycle hygiene
Knows how to find pragmatic, cost-effective solutions
🔒 Security, Compliance & Resilience
Own and execute SOC 2 certification end-to-end, with efficient and automated evidence gathering
Partner with Security Engineering on endpoint controls, device compliance posture, and secure configurations
Support security incident response: triage, containment, device coordination, clear employee communications
Build playbooks for identity, email, and endpoint outages so failures are graceful, not chaotic
📈 Budget, Delivery & Cross-Functional Leadership
Own the IT budget; make thoughtful investment decisions within constraints
Lead key IT initiatives end-to-end with crisp stakeholder updates, predictable delivery, and measurable results
Partner with SRE and Engineering to create a cohesive infrastructure and tooling experience
Communicate the impact of operational improvements on company velocity
How We Measure Success
AI is doing the work. Agentic workflows handle the majority of onboarding, offboarding, and routine IT support
The basics are quietly excellent. WiFi, networking, AV, and day-one setup all work, every time, in every office
Stack is governed. SaaS and AI tooling are centralized, cost-managed, and consolidated where it makes sense
SOC 2 is delivered. Certification achieved on schedule with audit-ready, automated evidence
IT is proactive, not reactive. Recurring issues are eliminated, not just resolved
Service metrics trend right. TTFR, TTR, CSAT, and SLA adherence all measured and improving
IT is a strategic partner. Trusted by Security, Engineering, People, and Finance — not a function called only when things break
What We're Looking For
Experience
8–12 years in IT, including experience owning IT at a high-growth tech company
Track record building or transforming IT setups, not just maintaining them
Experience scaling IT operations >$100M
Deep experience in modern IT environments: SaaS-first, cloud-based, identity-driven (Okta, Google Workspace, Slack, etc)
SOC 2 ownership end-to-end: scoping, evidence, audit coordination
Experience working alongside Security Engineering on access, devices, and compliance
Practical experience with AI tools and automation — comfortable building agentic workflows, not just consuming them
Vendor and procurement leadership, including managing AI tool spend at scale
Comfortable hands-on (will fix the WiFi) and at the strategy table (will own the roadmap)
How You Operate
You thrive in ambiguity. You're comfortable building the path as you walk it.
You act like an owner. Your bias for action comes from genuinely caring about the outcome, not from performing urgency.
You operate with urgency. Speed and quality are not mutually exclusive.
You think at scale. You build solutions and processes that hold up at 500+, not just at 240.
You are low ego. You work in a highly collaborative fashion, effectively across teams with different priorities.
You lead with integrity. You hold yourself and others to a high bar, and you match your words with action.
This is a builder role. You will define what IT looks like at Gorgias for the next five years.
Perks & Benefits
🏖️ 5-week vacation (We follow each country's appropriate PTO Laws)
🤕 Paid sick leave
🧸 Paid parental leave (16 weeks)
💻 MacBook Pro
🏥 Private health insurance and retirement pension (RRSP with Gorgias matching up to 4%)
✈️ For a smooth onboarding, we invite you to our Toronto office for one week (flights and accommodation handled by Gorgias)
💆🏻♀️ Get up to $900 CAD to set up your workstation at home
📚 Get up to $2,600 CAD of learning material per year (books, courses, training, and individual coaching)
🥰 Every quarter, we organize a company-wide summit to discuss where we're going and strengthen social bonds. Once per year we organize offsite team retreats and company retreats!
AI at Gorgias
At Gorgias, AI is a natural extension of how we work and build. Our teams use it every day to research, write, analyze, code, and craft better customer experiences. Everyone has access to premium AI tools (ChatGPT, Claude, Granola & others) and an annual L&D budget to explore new ones.
The real magic happens when we share what we learn. Our #powerup Slack channel is a digital petri dish of new tools and workflows, and each team has AI champions who showcase fresh ideas during weekly company-wide standups, now practically AI demo sessions.
We see AI not as a replacement for creativity or empathy, but as a multiplier, helping us move faster, think deeper, and serve customers better.
AI use in Recruiting at Gorgias
By submitting your application, you agree that Gorgias may collect and process your personal data for recruiting, workforce planning, and related purposes. For more information about how we process your data and your rights, please refer to our Applicant Privacy Policy.
Diversity & Inclusion at Gorgias
We’re committed to creating an inclusive environment where everyone can thrive. We welcome applicants from all backgrounds, experiences, and perspectives because diverse teams drive innovation and better decision-making.
If you need accommodations during the application or interview process, please contact us at accommodation@gorgias.com.
Compensation Range: CA$172,250 - CA$190,381