Senior IT Systems Engineer, AI

Who We Are At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people. We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you. We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team. Our Values If this sounds like you, you’ll fit right in. Who You Are As a Senior IT Systems Engineer, AI, you are a forward-thinking technologist who bridges the worlds of infrastructure, automation, and artificial intelligence. You thrive in dynamic, data-rich environments and bring a disciplined, service-oriented mindset to scaling AI systems and automations across Justworks. You understand how to operationalize machine learning and generative AI technologies responsibly and effectively, driving measurable business value while maintaining our commitment to reliability, security, and transparency. You are a proactive problem-solver and trusted technical partner to Digital Security, Data and Analytics, and Engineering stakeholders. You excel at designing, implementing, and maintaining AI-driven workflows that enhance productivity, automate support processes, and integrate seamlessly into our enterprise systems. Your curiosity drives continuous learning, and your expertise enables you to mentor others in emerging AI operations practices. Your Success Profile What You Will Work On Architect, deploy, and manage AI infrastructure, workflows, and automations that power IT and internal operations. Develop, monitor, and optimize AI models and pipelines used for IT support automation, knowledge retrieval, and internal tooling. Partner with IT Systems, Data Engineering, and Security teams to ensure responsible, compliant, and ethical AI deployment. Integrate AI and automation tools into Justworks’ SaaS ecosystem — including Okta, Slack, Atlassian, and other enterprise platforms. Define and maintain standard operating procedures for AI workflows, including monitoring, model retraining, and incident response. Collaborate with cross-functional teams to assess opportunities for automation using LLMs, RPA, and AI service APIs. Serve as a subject matter expert and mentor on AI operations practices, guiding the IT team through adoption and experimentation. Contribute to internal documentation, training, and governance frameworks for AI systems across the organization. Stay current with emerging AI operations technologies, frameworks, and best practices — sharing insights to strengthen our IT capabilities. How You Will Do Your Work As a Senior IT Systems Engineer, AI, how results are achieved is as important as the results themselves. Your foundational competencies include: Good Judgment — Applying critical thinking to evaluate the tradeoffs of automation and AI deployment; balancing innovation with risk. Resourcefulness — Building creative, effective solutions using available tools and data; adapting quickly to evolving AI technologies. Teamwork and Communication — Collaborating across IT, Security, and Data teams with clarity and empathy; documenting rigorously. Influence and Leadership — Mentoring peers, promoting responsible AI adoption, and fostering a culture of knowledge sharing. Skills and Knowledge — Combining deep technical expertise with continuous learning in AI systems engineering, MLOps, and automation frameworks. In addition, all Justworkers focus on aligning their behaviors to our core values known as COGIS. It stands for: Camaraderie - Day to day you can be