About Opendoor
At Opendoor our mission is to tilt the world in favor of homeowners and those who aim to become one. Homeownership matters. It's how people build wealth, stability, and community. It's how families put down roots, how neighborhoods strengthen, how the future gets built. We're building the modern system of homeownership giving people the freedom to buy and sell on their own terms. We’ve built an end-to-end online experience that has already helped thousands of people and we’re just getting started.
About The Role
The IT Systems Specialist team owns the systems, tools, and processes that keep Opendoor’s employees productive, secure, and connected. Our work spans endpoint management, identity and access, SaaS applications, office technology, and workplace infrastructure.
As an IT Specialist, you’ll serve as a global systems administrator and technical owner for our Toronto office. You’ll architect and administer endpoint and identity platforms, manage enterprise device and application lifecycles, investigate complex system-level technical issues, and partner with IT Engineering and Security on escalated or cross-functional initiatives.
This role is ideal for someone with a systems-administration mindset who enjoys improving reliability, automating repeatable work, strengthening security controls, and building scalable processes. You’ll provide hands-on technical support when needed, but your primary focus will be administration, and continuous improvement of core identity and endpoint infrastructure and other core employee tooling systems.
What You'll Do- Manage escalated requests, system integrations, and technical projects through the IT service management process.
- Administer endpoint, identity, and SaaS platforms, including Jamf, Intune, Okta, Google Workspace, and Microsoft 365.
- Design and deploy global device configuration profiles, application deployment, patching, encryption, security controls, and compliance standards.
- Troubleshoot complex endpoint, access, application, network, and office technology issues, focusing on code/scripting-level root cause and durable solutions.
- Own hardware and software lifecycle management, including procurement, deployment, inventory, refresh, and retirement.
- Monitor system health and develop advanced automations, documentation, and processes that improve reliability and reduce manual work.
- Partner with Workplace, Security, and Engineering on network architecture and workspace tech integration. Contribute to onboarding and offboarding automation, access reviews, change management, and defined on-call coverage.
- Act as an escalation contact for critical office infrastructure outages.
- Experience in IT operations, systems administration, or a similar role.
- Experience administering macOS and Windows endpoints in a business environment.
- Advanced hands-on experience with an MDM platform such as Jamf, Fleet, Intune, or similar.
- Experience managing identity and access through Okta, Microsoft Entra, Google Workspace, or a comparable platform.
- Familiarity with SaaS administration, endpoint security, patching, networking, and troubleshooting.
- Experience with automation, scripting, or workflow improvement.
- Strong technical judgment, documentation skills, and ability to troubleshoot independently.
- Clear communication and a service-oriented approach when partnering with employees and technical teams.
- Relevant industry certifications (e.g., Jamf Certified Admin, GoogleWorkspace Administrator, Okta Certified Administrator) are a plus.
- Ability to lift and move equipment as needed, typically up to ~40 lbs.
Location
This role is based in our downtown Toronto office, in-person four days per week (Monday, Tuesday, Thursday, Friday). Candidates must be based within commuting distance of the office.
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Skills Required
- Experience in IT operations, systems administration, or a similar role
- Experience administering macOS and Windows endpoints in a business environment
- Advanced hands-on experience with an MDM platform such as Jamf, Fleet, Intune, or similar
- Experience managing identity and access through Okta, Microsoft Entra, Google Workspace, or a comparable platform
- Familiarity with SaaS administration, endpoint security, patching, networking, and troubleshooting
- Experience with automation, scripting, or workflow improvement
- Strong technical judgment, documentation skills, and ability to troubleshoot independently
- Clear communication and a service-oriented approach when partnering with employees and technical teams
- Relevant industry certifications, such as Jamf Certified Admin, Google Workspace Administrator, or Okta Certified Administrator
- Ability to lift and move equipment, typically up to approximately 40 pounds
- Must be based within commuting distance of the downtown Toronto office and work in person four days per week
Opendoor Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Opendoor and has not been reviewed or approved by Opendoor.
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Healthcare Strength — Health coverage is broad, including medical, dental, vision, life/AD&D, short- and long-term disability, HSAs/FSAs, and mental-health/EAP resources. Company materials and current job listings consistently describe these as core offerings for U.S. full-time employees.
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Leave & Time Off Breadth — Time off is presented as generous, with PTO, sick leave, volunteer time, and in some roles 12 paid holidays. Several postings and profiles also reference open/unlimited PTO in certain job families.
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Equity Value & Accessibility — Equity grants and an Employee Stock Purchase Plan are commonly included alongside base pay and incentives. Public filings and employer profiles indicate these ownership programs are broadly accessible across many roles.
Opendoor Insights
What We Do
Founded in 2014, Opendoor’s mission is to empower everyone with the freedom to move. We believe the traditional real estate process is broken and confusing. It often comes with unexpected costs, the added burden of coordinating multiple third parties and the uncertainty of a transaction falling through. Our goal is simple: build a digital, end-to-end customer experience that makes buying and selling a home simple, certain and fast. We have assembled a dedicated team with diverse backgrounds and talents across engineering, operations, design, operations, mortgage, finance, legal, and more to deliver strong results. More than 85,000 customers have selected us as a trusted partner in handling one of their largest financial transactions.
Why Work With Us
We’re on a mission to power life’s progress one move at a time
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