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Juniper Square

Staff IT Systems Administrator

Posted 16 Days Ago
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Remote
Hiring Remotely in Canada
Senior level
Remote
Hiring Remotely in Canada
Senior level
As a Staff IT Systems Administrator, you will manage cloud environments, enforce security protocols, automate processes, and support IT services across a global organization.
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About Juniper Square

Our mission is to unlock the full potential of private markets. Privately owned assets like commercial real estate, private equity, and venture capital make up half of our financial ecosystem yet remain inaccessible to most people. We are digitizing these markets, and as a result, bringing efficiency, transparency, and access to one of the most productive corners of our financial ecosystem. If you care about making the world a better place by making markets work better through technology – all while contributing as a member of a values-driven organization – we want to hear from you. 

Juniper Square offers employees a variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. We invest heavily in digital-first operations, allowing our teams to collaborate effectively across 27 U.S. states, 2 Canadian Provinces, India, Luxembourg, and England. We also have physical offices in San Francisco, New York City, Mumbai and Bangalore for employees who prefer to work in an office some or all of the time.

About your role

As a Staff IT Systems Administrator at Juniper Square, you will design, build, deploy and support IT services, a variety of SaaS applications, and endpoint infrastructure. You will be a jack of all trades getting to work as not only a technical resource but also as a technical owner in IT-managed systems. You will also apply best security practices and respond to security incidents when needed.

The application deadline for this role is May 10th, 2026

What you’ll do
  • Own Modern Access: Lead the end-to-end management of our Zero Trust (ZTNA) platform. You’ll design granular access policies, manage Tunnels for private applications, and configure the client with a seamless, identity-first security model.

  • Unblock & Partner with Stakeholders: Act as a strategic bridge between IT and our Engineering and Product teams. You will work better together by proactively designing secure access paths for new tools and dev environments that empower the team rather than slowing them down.

  • Advanced Debugging & Troubleshooting: Serve as the final escalation point for complex connectivity puzzles. You’ll sweat the details; logs, diagnostics, and network telemetry to solve root causes—whether it’s a policy mismatch, a device posture failure, or a local network conflict.

  • Scale through Automation: You don’t do manual work twice. You’ll use scripting (Python, PowerShell, or Bash) and Infrastructure as Code to manage global configurations, ensuring our security posture is version-controlled, consistent, and reproducible.

  • Master the Endpoint: Own the management and security posture of a global, hybrid fleet using Kandji/Iru (macOS) and Intune (Windows). You’ll lead the configuration of CrowdStrike Falcon and ensure every device meets our security baseline through automated compliance and zero-touch deployment.

  • Vulnerability Ownership: When a vulnerability is identified via CrowdStrike Spotlight, you own the problem. You’ll design the remediation plan and use Real Time Response (RTR) for surgical, remote fixes across the fleet to keep us ahead of threats.

  • Identity & SaaS Leadership: Manage our core productivity stack, including Okta (Workflows/Lifecycle Management), Google Workspace, Zoom, Slack, and Azure AD/O365, ensuring identity is the foundation of every access decision and building customer trust through reliable systems.

  • Helping Hands: Provide IT service desk support, including change requests, troubleshooting, and break/fix support as needed, mainly serving as an escalation point and SME.

  • Security Minded: Your decision-making will always have security as an integral part of the outcome. Help ensure a strong security posture and incident response process is being followed across systems you own and manage. You will also assist with security/compliance initiatives when relevant.

  • AI Champion: Act as an AI thought leader, promoting the use of approved AI solutions across our tech stack. Work closely with our Security team, relevant stakeholders, and broader user base to administer and secure AI tools increasing adoption and productivity throughout Juniper Square.

Qualifications
  • Bachelor's degree (technical field is a plus, but not necessary)

  • 6-10 years of experience in Systems Administration with a proven track record of managing global, high-growth, cloud-first environments.

  • Deep, hands-on experience building context-aware access policies. Ability to explain the "why" behind security architecture to both technical and non-technical audiences.

  • Strong experience with security incident prevention, detection, and response. Expert-level knowledge of CrowdStrike Falcon (specifically RTR and vulnerability modules) and how it integrates with ZTNA for posture-based access.

  • Experience with security assurance standards such as SOC 2 is a plus.

  • Expert knowledge of macOS. Windows and Linux knowledge is a plus. Enterprise experience managing fleets of both Macs and Windows across multiple tenants. Specifically managing both Kandji/Iru and Intune MDMs. You know how to build profiles and policies that "just work."

  • High proficiency in Python, PowerShell, Javascript, and/or Bash scripting languages. Treat scripts as production-grade tools and prefer automation over manual intervention every time.

  • Identity-focused mindset with vast Okta and IAM experience. Expert knowledge of Okta Workflows, SAML, etc.

  • Strong experience with cloud infrastructure services like AWS and GCP.

  • Strong experience maintaining Kandj(Iru), Intune, ZTNA, O365, Azure AD/Entra ID in a distributed, enterprise setting.

  • Expert knowledge of Google Workspace.

  • Experience with cloud service integrations like Zoom, Slack, Atlassian.

  • Experience managing and maintaining Agentic AI or LLM solutions.

  • Experience contributing to AI-powered features (e.g., intelligent search, conversational interfaces, recommendations, automation)

  • Designing and integrating LLM-powered systems — including agents, copilots, and tool-using workflows — into production environments

  • Navigate high-pressure "connection is down" situations with empathy and clarity, prioritizing the user experience while maintaining our security integrity.

  • Willingness to juggle multiple projects in a fast-paced startup environment, and be on-call as needed.

Compensation

Compensation for this position includes a base salary, equity, and a variety of benefits. The U.S. base salary range for this role is $145,000 - $190,000 USD. Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable.
Benefits include:

  • Health, dental, and vision care for you and your family

  • Life insurance

  • Mental wellness coverage

  • Fertility and growing family support

  • Flex Time Off in addition to company-paid holidays

  • Paid family leave, medical leave, and bereavement leave policies

  • Retirement saving plans

  • Allowance to customize your work and technology setup at home

  • Annual professional development stipend

#LI-Remote

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