---
title: 'Senior IT Administrator, Site Lead at Zip'
canonical: 'https://feeny.ai/job/senior-it-administrator-site-lead-zip-toronto-kzk11t69w7p6'
type: 'job'
last_seen: '2026-09-19'
---

# Senior IT Administrator, Site Lead at Zip

- **Company:** [Zip](https://feeny.ai/companies/zip)
- **Location:** Toronto, Canada
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-08-17
- **Last confirmed live:** 2026-09-19
- **Apply:** https://jobs.ashbyhq.com/zip/80fa9e38-0555-48bc-92ea-7ed8d9af46d5/application

**Skills:** Okta, Google Workspace, Slack, Python, PowerShell, Bash, TCP/IP, VLANs, DNS, DHCP, Firewall management, Intune, CrowdStrike, REST APIs, Zoom Rooms, Jira Service Management, AI tools, LLMs, Network automation

> Zip seeks a Senior IT Engineer to serve as the Onsite IT Lead in Toronto, bridging engineering and operations. The role focuses on automating IT infrastructure, managing onsite technology, and ensuring network security through code-first solutions.

## Job description

## About Zip

Zip is the AI platform for enterprise procurement — built for humans and agents working together. By orchestrating procurement across teams, tools, and suppliers with the help of AI agents, companies can secure the resources they need to innovate faster than ever before.

The world’s most influential enterprises trust Zip, including T-Mobile, OpenAI, AMD, Mars, Dollar Tree, and more. Together they’ve saved over $8 billion and processed over $500 billion in spend. Zip’s team includes product leaders from Apple, Airbnb, and Meta, as well as former procurement leaders from United Health, Sanofi, MGM Resorts, Discover, and NASA.

Backed by Adams Street, Alkeon, BOND, CRV, DST, Tiger Global, and Y Combinator, Zip has raised $371 million, most recently at a $2.2 billion valuation and has been recognized by Forbes Fintech 50, Fast Company's Most Innovative Companies, Inc. Best in Business, and LinkedIn Top Startups.

## Your Role

Zip is looking for an experienced systems administrator who can bridge the gap between high-level system engineering and essential onsite operations. In this role, you aren’t just managing systems - you are the Onsite IT Lead, serving as the technical face of our office while ruthlessly eliminating manual tasks through advanced scripting and intelligent orchestration. You will join a high-impact IT organization to build a "Code-First" infrastructure that scales. Your goal is to make people happy by creating simple, automated, and repeatable solutions for everyone. At Zip, we aren't just looking for an admin; we’re looking for a builder. If you want to play a pivotal role in scaling our infrastructure through code, security, and cutting-edge technology while leading our onsite experience, we want to hear from you. Please note: this role will be onsite in our Toronto office 5 days per week.

You will

- Automated Lifecycle & Identity: Architect end-to-end automation for employee onboarding/offboarding (Okta, Google Workspace, Slack). Your goal is "Zero-Touch" provisioning and a secure, instant-revoke "kill switch" for departures.
- Onsite IT Leadership: Serve as the primary technical lead for the physical office. You will own the health of our conference rooms, A/V integrations, and office tech, ensuring the workspace remains a frictionless environment for onsite and hybrid teams.
- Workplace & Cross-Team Collaboration: Partner closely with Workplace and People teams to manage office expansions, desk deployments, and A/V upgrades. You will act as the IT site lead for physical workspace improvements.
- Infrastructure & Network Security: Manage and secure the corporate network (WiFi, LAN, VPN, Firewalls) and endpoints (Iru/Intune). Collaborate with Information Security to automate compliance monitoring and threat remediation.
- Advanced Scripting & Tooling: Build custom scripts (Python, PowerShell, or Bash) and utilize APIs to integrate our SaaS stack, transforming manual "Help Desk" tasks into automated workflows.
- Proactive Documentation: Take the initiative to write and maintain high-quality runbooks and internal SOPs. You believe that if a process isn't documented and repeatable, it isn't finished.
- High-Touch Support: Provide top-tier support for Mac/Windows hardware and software via Jira Service Management, using these interactions to identify the next big automation project.

## Qualifications

- Experience: 5+ years in IT Systems Administrator; previous experience as an Onsite Lead is a plus.
- Networking: Strong understanding of TCP/IP, VLANs, DNS, DHCP, and firewall management.
- Security: Experience with MDM (Iru/Intune) and EDR tools (CrowdStrike).
- Identity & SaaS: Advanced mastery of Okta (Lifecycle Mgmt) and Google Workspace.
- Automation: Experience with automation workflow software, REST APIs and proficiency in Python, Bash or PowerShell for script deployment.
- Onsite Tech: Hands-on experience with Zoom Rooms, A/V hardware, and office networking.

Bonus Points

- AI Implementation: Leveraging LLMs/AI tools to accelerate scripting, automate documentation, or enhance internal support.
- Network Automation: Experience using code to manage or monitor network configurations.
- Global Scale: Experience supporting remote teams across multiple offices and time zones.

## Your Mindset

- The "Rule of Two": If you have to do it twice, you’re already thinking about how to script it.
- Proactive Owner: You don't wait for a ticket to fix a broken Zoom Room; you build a monitor that alerts you before the meeting starts.
- Security by Design: You view security as a core feature of every automation you build.
- People-Centric: You understand that behind every ticket is a human, and you use technology to make their workday frictionless.

## About Zip

## Company Overview
- **One-liner**: Zip is the AI platform for enterprise procurement, orchestrating the entire purchasing process from intake to pay for large organizations.
- **Entity Type**: Private (Series D, $371M total funding)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 2020
- **Founders**: Rujul Zaparde (CEO), Lu Cheng (CTO), Felix Meng (GTM)

## Core Business
- **Primary industry/industries**: Procurement orchestration, spend management, AI-powered enterprise software
- **Target customers**: B2B, primarily large enterprises and mid-market companies (e.g., T-Mobile, OpenAI, AMD, Mars, Dollar Tree, Anthropic)
- **Mission or purpose statement**: "To unblock innovation by helping businesses procure with the fastest process, least risk, and best value."

## Products & Services
- **Intake-to-Procure**: AI-powered platform that guides every purchasing request from intake through approval, automating workflows and policy enforcement.
- **Procure-to-Pay**: Automates purchase orders and invoice processing to close the books faster.
- **Supplier Onboarding**: Streamlines the process of vetting and onboarding new suppliers.
- **Sourcing**: Improves RFx management with AI-driven decision support.
- **Global Payments**: Ensures accurate, compliant payments globally with AI oversight.
- **Vendor Cards**: Controls card spend with real-time visibility and intelligent controls.
- **AI Superagents**: A fleet of AI agents that automate real procurement work, such as the first AI Agent that saved a customer 1,400 hours.
- **App Studio**: Allows customers to build custom integrations and extensions on the Zip platform.

## Market Standing
- **Valuation/Market Cap**: $2.2 billion (most recent valuation, per company about page)
- **Key Metric**: Total Funding of $371M; Annual Revenue estimated at $22.0M (per LinkedIn data)
- **Notable Investors/Partners**: Adams Street, Alkeon, BOND, CRV, DST, Tiger Global, Y Combinator. Partners include major ERP and systems integrators.
- **Growth Signals**: Headcount grew 62.1% YoY to 690 employees. Recognized as a Gartner Magic Quadrant Visionary for Source-to-Pay Suites 2026, Forbes Fintech 50, and Fast Company Most Innovative Companies. Customers have saved over $6.8 billion and processed over $500 billion in spend.

## Competitive Advantages
- **Category Creator**: Pioneered the "intake and orchestration" category in procurement, giving them a first-mover advantage and deep product moat.
- **AI-Native Platform**: Built from the ground up with AI, not retrofitted, allowing for more powerful automation and insights (e.g., AI Superagents).
- **Enterprise Transformation Office**: An in-house advisory team of former CPOs from major enterprises (UnitedHealth, MGM, Discover, NASA) that helps customers redesign their procurement operations, ensuring high-value outcomes and deep customer stickiness.
- **Strong Customer Base**: Trusted by high-profile, innovation-driven companies like OpenAI and Anthropic, which serves as a powerful reference and validation.

## Strategic Focus
- **AI-First Innovation**: Continuing to invest heavily in AI agents to automate more complex procurement tasks and drive efficiency.
- **Global Expansion**: Supporting payments in 140+ countries and operating in 13 countries, with a focus on scaling globally.
- **Platform Depth**: Expanding the platform's capabilities (e.g., App Studio, Vendor Cards) to become the single system of record for all procurement activity.
- **Enterprise Adoption**: Deepening relationships with large enterprises through the Enterprise Transformation Office and ensuring compliance and control at scale.

## Why Work Here
- **Culture & Values**: Emphasizes speed, collaboration ("Win as one"), and a bias for action ("Be the underdog," "Go upstream"). Described as a highly cross-functional and supportive environment where employees are encouraged to "dream big and build even bigger."
- **Remote/Hybrid/Office Policy**: Based in San Francisco, CA. The careers page mentions "catered in-office meals" and a "commuter benefit," suggesting a strong in-office or hybrid culture.
- **Notable Perks**: Start-up equity, health/vision/dental coverage, flexible PTO, generous home office stipend, parental leave, well-being resources, 401k plan, and shiny new Apple equipment.
- **Engineering Culture**: Product leaders from Apple, Airbnb, and Meta. The engineering blog is highlighted, and the team is described as turning concepts into high-quality realities quickly. The company is building a "Developer Platform" team, indicating investment in internal tooling and developer experience.
- **Growth Opportunity**: With 104 active job postings and rapid headcount growth, there is significant opportunity for career advancement and impact in a high-growth, well-funded company.

## Sources
1. [ziphq.com](https://ziphq.com/careers)
2. [ziphq.com](https://ziphq.com/)
3. [zip.com](https://zip.com/about)
4. [linkedin.com](https://www.linkedin.com/company/theziphq)
5. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/zip)

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