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Director AI Operations

at project44

project44Chicago, ILPosted 2026-06-23
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Job description

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 project44We 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 improve, and we accept our responsibility to elevate the voices left in the margins. It’s on every one of us. Our focus o
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