Director AI Operations

Why project44? At project44, we believe in better. We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world. With our Decision Intelligence Platform, Movement , we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward. Headquartered in Chicago, IL with a 2nd HQ in Bengaluru, India we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. AI at project44 We expect every project44 team member, regardless of role or function, to actively leverage AI in their day-to-day work. Whether you're building product, serving customers, managing people, or running operations, AI is a tool you're expected to use with intent, curiosity, and judgment. We don't expect everyone to be a data scientist. We do expect everyone to be an intelligent user of AI: able to identify where it adds value, direct it effectively, evaluate outputs critically, and govern it responsibly. We invest in our team's AI fluency because we believe it's a competitive advantage for every person at project44, not just our engineers. If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk. About the Role AI Operations & Automation Delivery   Own end-to-end delivery of AI automation use cases across GIS systems — from scoping and build through deployment and ongoing operations   Manage the GIS AI project portfolio on the Jira AI Operations board, maintaining accurate status, priority, and resource alignment   Drive automation initiatives across Workato, Snowflake, Salesforce, NetSuite, Ironclad, and other systems — reducing manual intervention and increasing throughput across GIS functions   Participate in the MCP (Model Context Protocol) server infrastructure creations that connect Claude and other LLMs to enterprise systems via governed API patterns   AI Builder Governance & Citizen Developer Program   Administer and enforce the GIS Project Intake and Business Requirements — including role-based access tiers, controls, and project submission workflow   Maintain the Project Registry, ensuring all Lovable/vibe-coded and AI-assisted apps are catalogued, BRD-linked, and security-reviewed   Serve as the approval authority for new AI tool deployments within the GIS domain, coordinating with InfoSec, Legal, and IT Operations   Systems & Data Integration   Oversee the GIS data integration architecture — Salesforce, NetSuite, UKG, Zendesk, Clari, Ironclad, and others through Snowflake as the single source of truth   Collaborate with peer leaders within GIS on cross-functional automation and AI-assisted workflows   Team & Stakeholder Leadership   Lead and develop a team of AI operations engineers, data engineers, and technical program managers within GIS   Serve as the primary liaison between GIS and business stakeholders (Finance, Sales Ops, Legal, HR) for AI-driven system enhancements   Partner with the VP of GIS and CFO organization on quarterly OKR planning, capacity management, and AI investment prioritization   Present program status, risks, and outcomes to GIS leadership and executive sponsors on a regular cadence   Key Responsibilities Required   8+ years of experience in enterprise systems, IT operations, or data/automation engineering, with at least 3 years in a leadership role   Demonstrated experience operating AI or automation programs in production — not just piloting or evaluating   Hands-on proficiency with at least two of: Salesforce, NetSuite, Snowflake, UKG, Workato, or similar enterprise platforms   Experience managing integration architecture across multiple SaaS systems, including data pipelines and API-driven workflows   Strong project management skills; experience owning a portfolio of concurrent technical initiatives   Comfortable presenting technical concepts and program status to executive audiences   Preferred   Experience with Snowflake    Familiarity with MCP (Model Context Protocol) server patterns and LLM API integration   Experience with Supabase, Lovable, or modern React-based no-code / vibe-coding platforms   Working knowledge of Azure AD / Entra ID, OIDC/SAML, PKCE flows, and RBAC design   Knowledge of GitHub Actions, automated security scanning, or DevSecOps practices   How Success Is Measured   In the first 12 months, this leader will be evaluated on:   AI project portfolio delivery rate % of committed AI Operations initiatives shipped on time and within scope   Automation ROI — documented hours of manual effort eliminated per quarter across GIS functions   System reliability — uptime and SLA adherence for Workato recipes, Snowflake views, and Lovable-based tools   Stakeholder satisfaction — quarterly feedback scores from GIS business partners (Finance, Sales Ops, Legal, HR)   Team development — evidence of skill growth, retention, and hiring progress within the GIS AI team   In-office Commitment: Employees are expected to contribute to our collaborative culture by working in the office Four days weekly Diversity & Inclusion We’re designing the future of how the world moves and is connected through trade and global supply chains. We can only deliver a truly world-class product and experience if our teams are as diverse and unique communities we are building for. So it’s up to us to create a company where anyone can bring their authentic self to work everyday. We’re constantly working to im