Systems Engineer

WorkosWorkos·Remote(United States)
Software Development

WFA Digital Insight

As remote work continues to redefine the modern workplace, the demand for skilled systems engineers has skyrocketed. With the rise of AI and automation, companies like WorkOS are at the forefront of revolutionizing enterprise-ready products. According to recent statistics, the need for experts in IT automation and infrastructure management has grown by over 25% in the last year alone. WorkOS, having recently raised

00M in Series C funding, is poised for significant growth, making this role an exciting opportunity for those looking to make a real impact in the industry. Before applying, candidates should be prepared to showcase their expertise in Okta, automation, and infrastructure management, as well as their ability to work independently and drive innovation.

Job Description

About the Role

The Systems Engineer role at WorkOS is a critical position that will serve as the technical backbone of the company's internal IT organization. This is not a traditional help desk role; instead, the successful candidate will be responsible for designing, building, and automating the systems and infrastructure that scale internal operations. With a strong focus on automation and efficiency, this role will involve architecting endpoint management workflows, writing scripts, and shipping automation to ensure the smooth operation of the company.

As a key member of the IT team, the Systems Engineer will work closely with the MSP partner to ensure seamless execution of tier 1 support tasks, while focusing on more complex, tier 2 and 3 issues. This will involve identifying problems, designing solutions, and implementing them in a timely and efficient manner. The ideal candidate will have a deep understanding of identity, devices, SaaS tools, and cloud infrastructure, and will be able to think in systems, eliminating manual work wherever possible.

WorkOS is committed to creating a cutting-edge, enterprise-ready platform that powers authentication, identity, authorization, and other critical infrastructure for developers. As a Systems Engineer, you will be at the heart of this effort, driving innovation and automation to help the company achieve its goals.

What You Will Do

  • Own and evolve the company's identity infrastructure, including Okta, Google Workspace, and downstream SaaS integrations
  • Architect and ship automation across the IT stack, including onboarding/offboarding workflows, access controls, and license governance
  • Manage macOS endpoint management end-to-end, including zero-touch provisioning, policy enforcement, and detection and remediation scripting via MDM
  • Use Terraform to manage infrastructure as code for identity, SaaS, and cloud resources
  • Serve as the escalation point for complex systems issues, working with the MSP partner to ensure smooth resolution
  • Evaluate and enable new SaaS tools, including pilot emerging technologies such as AI-powered IT automation
  • Create documentation and runbooks that reduce operational toil and increase durability
  • Drive an automation-first culture across the IT function, focusing on eliminating manual work wherever possible
  • Collaborate with the IT team to identify areas for improvement and implement solutions

What We Are Looking For

  • 7+ years of experience in IT systems, infrastructure, or identity engineering roles, with a clear track record of designing, building, and automating at scale
  • Deep expertise in Okta, including Workflows, integrations, policy design, and SCIM provisioning
  • Proficiency in scripting languages such as Python and Bash
  • Experience with Terraform and infrastructure as code
  • Strong understanding of SSO protocols, including SAML, OAuth, and SCIM
  • Ability to manage a macOS fleet end-to-end, including zero-touch provisioning and policy enforcement
  • Familiarity with AI-powered IT automation and a desire to explore its potential
  • Excellent problem-solving skills and the ability to work independently
  • Strong communication and documentation skills

Nice to Have

  • Experience with cloud infrastructure and management
  • Familiarity with AI and machine learning technologies
  • Knowledge of cybersecurity best practices and protocols
  • Certification in ITIL or other relevant frameworks

Benefits and Perks

  • Competitive salary and benefits package
  • Opportunity to work with a cutting-edge, enterprise-ready platform
  • Collaborative and dynamic work environment
  • Professional development and growth opportunities
  • Flexible working hours and remote work options
  • Access to the latest tools and technologies
  • Comprehensive health and wellness package
  • Generous PTO and vacation policy
  • Employee recognition and reward programs

How to Stand Out

  • When applying for this role, be sure to highlight your experience with Okta, automation, and infrastructure management, as these are key skills for the position.
  • Make sure to showcase your ability to work independently and drive innovation, as these are critical aspects of the Systems Engineer role.
  • Familiarize yourself with Terraform and infrastructure as code, as this will be a key part of the job.
  • Be prepared to discuss your experience with AI-powered IT automation and how you see it evolving in the future.
  • When negotiating salary, be sure to highlight your expertise and the value you can bring to the company, and don't be afraid to ask about benefits and perks such as remote work options and professional development opportunities.
  • Be aware of red flags such as a lack of clear communication or unclear expectations, and don't be afraid to ask questions during the interview process.

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