Senior IT Systems Engineer, Justworks
A.I.
$127-152.5k
2+ days a week in office
Business operations platform
Open for applications
Business operations platform
1001+ employees
Open for applications
$127-152.5k
2+ days a week in office
1001+ employees
Company mission
Justworks' mission is to help entrepreneurs and businesses grow with confidence.
Role
Who you are
- As a Senior IT Systems Engineer, AI, how results are achieved is as important as the results themselves
- 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
- Camaraderie - Day to day you can be seen working together toward a higher purpose. You like to have fun. You’re an active listener, treat people respectfully, and have a strong desire to know and help others
- Openness - Your default is to be open. You're willing to share information, understand other perspectives, and consider new possibilities. You’re curious, ask open questions, and are receptive to thoughts and feedback from others
- Grit - You demonstrate grit by having the courage to commit and persevere. You’re committed, earnest, and dive in to get the job done well with a positive attitude
- Integrity - Simply put, do what you say and say what you'll do. You’re honest and forthright, have a strong moral compass, and strive to match your words with your actions while leading by example
- Simplicity - Be like Einstein: “Everything should be made as simple as possible, but no simpler.”
- 5+ years of experience in IT Systems Engineering, DevOps, or AI/ML Operations
- Hands-on experience with AI workflow orchestration tools (e.g., LangChain, Airflow, Prefect, or similar)
- Proficiency in Python, API integrations, and automation scripting for systems and service management
- Experience managing LLM-based or ML-powered applications in production environments
- Knowledge of Okta, Atlassian, and SaaS automation platforms (e.g., BetterCloud, Torq, Zapier for Enterprise, or similar)
- Familiarity with cloud environments (AWS, Azure, GCP) and CI/CD best practices
- Experience building secure and auditable automations aligned with compliance and governance standards
- Proven record of mentorship, technical leadership, and cross-functional collaboration
- Passion for continuous learning in AI and automation, with a strong sense of accountability for outcomes
What the job involves
- 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
- 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
Our take
Justworks operates in an increasingly crowded space of all-in-one business operation suites, that include tools like human resources, payroll, employee management, benefits, and others that businesses critically need to operate as they scale.
Globally, human resource management has become an extremely fertile field, worth over $20 billion annually and predicted to grow to over $50 billion annually by 2030 - creating great opportunity for Justworks to continue to grow. The company is regarded as a market leader, but does see competition in the shape of Paychex Flex, Rippling, Paylocity, and TriNet, among others.
Solutions delivered by Justworks have proven to be extremely popular with SMEs, and this has not gone unnoticed by investors, with the company picking up exceptional amounts of funding. Justworks is known to have sights on going public, though action towards this end has been delayed until global mass-market conditions have settled from a period of volatility. However, the company's 2024 acquisition of the international employment-of-record (EOR) company Via is a promising sign of it's continued strength.
Steph
Company Specialist at Welcome to the Jungle
Insights
24% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Nov 2023
$16.9m
LATE VC
Jan 2020
$50m
SERIES E
Total funding: $159.9m
Company benefits
- Paid volunteer work.
- Paid parental leave.
- Work from home opportunities.
- Medical, dental, and vision insurance, plus access to One Medical, Kindbody, and Teladoc.
- Premium access to Headspace, ClassPass stipends, and webinars to support your overall wellness on topics like nutrition, budgeting, mindfulness, and more.
- All Justworks offers include equity, and Justworkers can continue to earn more over time with promotions and tenure.
- Extensive learning & development opportunities through workshops, ExecOnline, Udemy, and BetterUp coaching.
- Engineering Apprenticeship program that supports internal movement and growth
Company HQ
Fulton Ferry District, NY
Leadership
Isaac Oates
(Founder & Directive)Experience as a Senior Product Manager at Amazon before founding Adtuitive and serving as COO for a year. Left this position to spend 3 years as a VP at Etsy, before founding Justworks.
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