ChatGPT Enterprise / GenAI Platform Operations Lead (W2 Candidate Only)

Job Title: ChatGPT Enterprise / GenAI Platform Operations Lead

Location: Chicago, IL (3days On-Site, 2days Remote)
Employment Type: Contract (W2 Candidate only)

Position Overview

We are looking for an experienced GenAI Platform Operations / SRE Lead to manage and operate enterprise-scale AI platforms, with a strong focus on ChatGPT Enterprise, OpenAI APIs, Codex, AI governance, security, monitoring, and platform reliability.

The ideal candidate will combine a strong background in SRE, CloudOps, IT Operations, or Platform Engineering with hands-on experience supporting Generative AI / LLM platforms. This role will be responsible for enterprise ChatGPT administration, AI platform security, Codex workspace operations, usage and credit optimization, monitoring, governance, and leading distributed/offshore teams.

Key Responsibilities

ChatGPT Enterprise Platform Administration & Security

• Manage the enterprise ChatGPT administration environment, including domain verification, SSO/SAML, user provisioning, onboarding, and access management.
• Implement and maintain security, privacy, compliance, and data protection controls to minimize enterprise data leakage risks.
• Manage RBAC and permissions for custom GPTs, APIs, Codex/developer workspaces, and other AI platform capabilities.
• Establish and maintain governance standards for enterprise AI usage.
• Partner with security and compliance teams to implement responsible AI and risk mitigation practices.

Codex Agent & Workspace Operations

• Provision, monitor, and manage local and cloud-based development environments used by autonomous Codex agents.
• Support AI agents performing code migration, refactoring, testing, and multi-file development workflows.
• Establish governance around agent workflows, hooks, discovery surfaces, and third-party integrations.
• Monitor agent execution, token consumption, resource utilization, execution timelines, and failure patterns.
• Establish controls to prevent infinite loops, excessive resource consumption, or uncontrolled AI execution.

AI Usage, Financial & Credit Management

• Track AI platform usage, adoption, seat utilization, and consumption metrics.
• Analyze standard versus usage-based seats and optimize workspace allocation.
• Monitor and optimize AI platform credits and organizational consumption.
• Develop dashboards and reports measuring AI adoption, usage patterns, productivity, and platform health.
• Identify opportunities to reduce unnecessary consumption and improve platform ROI.

AI Operations / SRE

• Lead day-to-day AI platform monitoring, incident triage, troubleshooting, root-cause analysis, and operational support.
• Define operational thresholds, usage limits, policies, alerts, and escalation procedures.
• Apply ITSM, ITIL, and SRE principles to enterprise AI operations.
• Develop operational runbooks, incident management processes, service-level objectives, and continuous improvement frameworks.
• Monitor AI platform health and performance using tools such as Dynatrace, Datadog, or similar platforms.

AI Process & Prompt Optimization

• Design reusable frameworks for AI operational processes and platform optimization.
• Guide engineering and business teams on prompt engineering and effective GenAI usage.
• Analyze AI usage patterns and recommend improvements to workflows, policies, and platform configuration.
• Support AI evaluation, responsible AI, risk mitigation, and quality improvement initiatives.

Team & Stakeholder Leadership

• Lead and mentor distributed/offshore AI Operations, SRE, CloudOps, or Platform Engineering teams.
• Establish engineering standards, operational procedures, and code/workflow quality practices.
• Act as a liaison between business stakeholders, engineering teams, security/compliance teams, and OpenAI/vendor teams.
• Communicate platform health, incidents, adoption, risks, and operational metrics to technical and business leadership.

Required Qualifications

• 7 10 years of experience in SRE, IT Operations, CloudOps, DevOps, Platform Engineering, or related disciplines.
• 1 2+ years of hands-on experience with Generative AI / LLM platforms.
• Experience with OpenAI, ChatGPT Enterprise, OpenAI APIs, or Codex.
• Experience administering or operating enterprise cloud/platform environments.
• Experience with SSO/SAML, RBAC, identity/access management, and enterprise security controls.
• Strong understanding of ITSM, ITIL, SRE, incident management, monitoring, and operational processes.
• Experience leading offshore/distributed teams.
• Strong stakeholder management and communication skills.

Technical Skills

Required / Strongly Preferred

• ChatGPT Enterprise
• OpenAI APIs
• Custom GPTs
• OpenAI Assistants / agent-based APIs
• Codex
• GenAI / LLM platforms
• AI Operations / LLMOps
• SRE / Platform Engineering
• ITSM / ITIL
• RBAC / SSO / SAML
• Cloud platforms Azure preferred, AWS or Google Cloud Platform
• Monitoring / Observability Dynatrace, Datadog, or similar

AI Frameworks

Experience with one or more:

• LangChain
• LangGraph
• CrewAI
• Other agentic AI / LLM orchestration frameworks

Nice to Have

• Azure OpenAI
• LLMOps frameworks
• AI evaluation frameworks/tools
• Responsible AI / AI governance
• AI security and risk management
• OpenAI / Azure certifications
• Experience managing enterprise AI adoption and FinOps/AI consumption