Jobs
Director AI Operations
Software Engineering, Operations, Data Science
Chicago, IL, USA
Posted on Jun 24, 2026
<div class="content-intro"><p> </p> <p> </p> <p> </p></div><p><strong>Why project44?</strong></p> <p><br>At project44, <strong>we believe in better. </strong>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.</p> <p>With our<strong> Decision Intelligence Platform, </strong><strong><em>Movement</em></strong><strong>,</strong> 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.<br>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.<br><br><strong>AI at project44</strong><br>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.<br><br>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.</p> <p><strong>About the Role</strong></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">AI Operations & Automation Delivery</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="1" data-aria-level="1"><span data-contrast="none">Own end-to-end delivery of AI automation use cases across GIS systems — from scoping and build through deployment and ongoing operations</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="2" data-aria-level="1"><span data-contrast="none">Manage the GIS AI project portfolio on the Jira AI Operations board, maintaining accurate status, priority, and resource alignment</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="3" data-aria-level="1"><span data-contrast="none">Drive automation initiatives across Workato, Snowflake, Salesforce, NetSuite, Ironclad, and other systems — reducing manual intervention and increasing throughput across GIS functions</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="4" data-aria-level="1"><span data-contrast="none">Participate in the MCP (Model Context Protocol) server infrastructure creations that connect Claude and other LLMs to enterprise systems via governed API patterns</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">AI Builder Governance & Citizen Developer Program</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="5" data-aria-level="1"><span data-contrast="none">Administer and enforce the GIS Project Intake and Business Requirements — including role-based access tiers, controls, and project submission workflow</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="6" data-aria-level="1"><span data-contrast="none">Maintain the Project Registry, ensuring all Lovable/vibe-coded and AI-assisted apps are catalogued, BRD-linked, and security-reviewed</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="7" data-aria-level="1"><span data-contrast="none">Serve as the approval authority for new AI tool deployments within the GIS domain, coordinating with InfoSec, Legal, and IT Operations</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Systems & Data Integration</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="8" data-aria-level="1"><span data-contrast="none">Oversee the GIS data integration architecture — Salesforce, NetSuite, UKG, Zendesk, Clari, Ironclad, and others through Snowflake as the single source of truth</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="9" data-aria-level="1"><span data-contrast="none">Collaborate with peer leaders within GIS on cross-functional automation and AI-assisted workflows</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Team & Stakeholder Leadership</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="10" data-aria-level="1"><span data-contrast="none">Lead and develop a team of AI operations engineers, data engineers, and technical program managers within GIS</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="11" data-aria-level="1"><span data-contrast="none">Serve as the primary liaison between GIS and business stakeholders (Finance, Sales Ops, Legal, HR) for AI-driven system enhancements</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="12" data-aria-level="1"><span data-contrast="none">Partner with the VP of GIS and CFO organization on quarterly OKR planning, capacity management, and AI investment prioritization</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="13" data-aria-level="1"><span data-contrast="none">Present program status, risks, and outcomes to GIS leadership and executive sponsors on a regular cadence</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><strong>Key Responsibilities</strong></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Required</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="14" data-aria-level="1"><span data-contrast="none">8+ years of experience in enterprise systems, IT operations, or data/automation engineering, with at least 3 years in a leadership role</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="15" data-aria-level="1"><span data-contrast="none">Demonstrated experience operating AI or automation programs in production — not just piloting or evaluating</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="16" data-aria-level="1"><span data-contrast="none">Hands-on proficiency with at least two of: Salesforce, NetSuite, Snowflake, UKG, Workato, or similar enterprise platforms</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="17" data-aria-level="1"><span data-contrast="none">Experience managing integration architecture across multiple SaaS systems, including data pipelines and API-driven workflows</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="18" data-aria-level="1"><span data-contrast="none">Strong project management skills; experience owning a portfolio of concurrent technical initiatives</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="19" data-aria-level="1"><span data-contrast="none">Comfortable presenting technical concepts and program status to executive audiences</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 2">Preferred</span></span></strong><span data-ccp-props="{"335559738":180,"335559739":40}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="20" data-aria-level="1"><span data-contrast="none">Experience with Snowflake </span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="21" data-aria-level="1"><span data-contrast="none">Familiarity with MCP (Model Context Protocol) server patterns and LLM API integration</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="22" data-aria-level="1"><span data-contrast="none">Experience with Supabase, Lovable, or modern React-based no-code / vibe-coding platforms</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="23" data-aria-level="1"><span data-contrast="none">Working knowledge of Azure AD / Entra ID, OIDC/SAML, PKCE flows, and RBAC design</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="24" data-aria-level="1"><span data-contrast="none">Knowledge of GitHub Actions, automated security scanning, or DevSecOps practices</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <p><span data-ccp-props="{}"> </span></p> <p><strong><span data-contrast="none"><span data-ccp-parastyle="heading 1">How Success Is Measured</span></span></strong><span data-ccp-props="{"335559738":280,"335559739":60}"> </span></p> <p><span data-contrast="none">In the first 12 months, this leader will be evaluated on:</span><span data-ccp-props="{"335559738":60,"335559739":60}"> </span></p> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="25" data-aria-level="1"><span data-contrast="none">AI project portfolio delivery rate % of committed AI Operations initiatives shipped on time and within scope</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="26" data-aria-level="1"><span data-contrast="none">Automation ROI — documented hours of manual effort eliminated per quarter across GIS functions</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="27" data-aria-level="1"><span data-contrast="none">System reliability — uptime and SLA adherence for Workato recipes, Snowflake views, and Lovable-based tools</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="28" data-aria-level="1"><span data-contrast="none">Stakeholder satisfaction — quarterly feedback scores from GIS business partners (Finance, Sales Ops, Legal, HR)</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li data-leveltext="•" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":600,"335559991":300,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"•","469777815":"hybridMultilevel"}" data-aria-posinset="29" data-aria-level="1"><span data-contrast="none">Team development — evidence of skill growth, retention, and hiring progress within the GIS AI team</span><span data-ccp-props="{"335559738":40,"335559739":40}"> </span></li> </ul> <ul> <li><span style="text-decoration: underline;"><strong>In-office Commitment: Employees are expected to contribute to our collaborative culture by working in the office Four days weekly</strong></span></li> </ul> <p><strong>Diversity & Inclusion</strong></p> <p>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.</p> <p>Our focus on inclusion manifests in the way we hire, the customers we serve, and the regions we prioritize. We’re building a company that every one of us at project44 is proud to work for: a company that celebrates you for being you.</p> <p>We pride ourselves on celebrating everyone — project44 is an equal opportunity employer actively working on creating a diverse and inclusive work environment where underrepresented groups can thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application!</p> <p>For any needed accommodations during the hiring process, please email recruiting@project44.com. Even if you don’t meet 100% of the above qualifications, you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role’s requirements.</p> <p> </p><div class="content-conclusion"><p> </p> <p> </p></div>