Staff Product Manager, Agentic AI

Project44 · Chicago, IL

Posted 6/26/2026 · last confirmed live 8/26/2026

      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. In-office Commitment: Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week. Together, we’re building something extraordinarily learn, grow, and thrive in our fast-paced, transformative environment. The opportunity   Autopilot is project44’s no-code platform for deploying purpose-built workflows with AI agents into the mission-critical workflows supply chain teams run every day — calling carriers, collecting missing data, reconciling documents, resolving exceptions, and running mini-bids within guardrails. It is the product layer that sits on top of our agent portfolio (Freight Procurement, Disruption Management, Network Operations, Execution Recovery, Stockout Risk, and more) and gives customers the steering wheel: configurable triggers, transparent logic, audit history, and human checkpoints at every critical step.   This role owns three connected surfaces:   AI Workflows  — the growing library of packaged, customer-deployable agent workflows (e.g., validate early ETAs, late-shipment carrier outreach, collect missing milestones, stale-position investigation). You define which jobs we automate next, in what sequence, and to what standard.   AI Agent Workflow Manager (fka Autopilot)  — the no-code configurator itself: the trigger / condition / action canvas, workflow variants, multi-agent orchestration, human-in-the-loop controls, and the build-and-deploy experience that lets customers (and our own teams) ship workflows without engineering.   AI Agent Analytics & Reporting  — the measurement layer (AI Agent Analytics, LunaIntel and LunaVoice dashboards, collaboration and carrier-performance reporting) that proves outcomes by use case and persona, exposes agent performance to customers, and closes the loop back into the roadmap.   The arc you’ll drive: from support, to augment, to automate.  The first generation of AI workflows  supported  users — surfacing the right signal at the right moment. The current generation  augments  them — taking a discrete action inside a human-run workflow (make the call, collect the milestone, draft the response). The mandate for this role is to push to the next stage:  multi-agent workflows that automate complete work tasks end to end  — coordinating several agents across a full job (e.g., detect → reach out → confirm → reconcile → write back → close) so an entire operational task runs without a human in the loop, while staying transparent, auditable, and reversible. You’ll own that progression use case by use case, deciding when a workflow is ready to move from augmenting a person to automating the task outright.   Natural-language workflow authoring with Mo.  Mo is project44’s AI Supply Chain Analyst — a conversational agent embedded in Movement that lets users ask questions of their own data in natural language (NL→SQL / NL→API), grounded in their shipments, business rules, and carrier history. Mo’s roadmap runs from  search  to  analyze  to  act , and Autopilot is the “act.” A core part of this role is making Autopilot workflows authorable and executable through Mo in plain language — “set up a workflow that calls the carrier whenever an FTL shipment is running two hours late and update the ETA” — and surfacing Autopilot task history and run status back inside Mo’s answers. You’ll own the Autopilot side of that integration and partner closely with the Mo product management team on the shared experience, the trigger/condition/action vocabulary Mo maps natural language onto, and the guardrails for letting a conversational agent stand up an autonomous workflow.   We’re moving fast — from shipping roughly one workflow a week to one a day — and the bar is high: very little vibe-coded software is production-ready, and customers only adopt agents they trust. You’ll set the throttle, use case by use case, so speed never outruns trust. What You’ll Do: Lead with customers and research   Own the customer problem before the solution. Every workflow starts from a clearly stated customer problem, who is impacted (planners, logistics managers, appointment and yard managers, carrier dispatch, drivers), and when it occurs — not from a feature idea.   Run primary research continuously: customer interviews, ride-alongs with operations teams, design-partner pilots, Customer Advisory Board (CAB) validation sessions, win/loss and churn intake reviews, and direct analysis of platform behavior.   Recruit and manage design partners for shadow-mode pilots — where the agent logs what it  would  do before it acts — to establish honest baselines and earn trust ahead of live deployment.   Be the domain and product expert in customer-facing settings: demos, executive briefings, CAB, and conferences. Translate what you hear into a prioritized, defensible roadmap.   Drive AI innovation   Push the frontier of what agents can safely do in production: autonomous voice and email outreach, document parsing and reconciliation, reason-code classification and write-back, and multi-agent workflows that coordinate several agents across a single business outcome.   Move workflows up the maturity curve — from  supporting  a user (surfacing a signal), to  augmenting  them (taking one action in a human-run flow), to  automating  a complete work task (a multi-agent workflow that runs the whole job end to end). Define, for each use case, the bar a workflow must clear to graduate to the next stage.   Make workflows authorable and executable in natural language through Mo, project44’s AI Supply Chain Analyst — so a user can describe a workflow conversationally and have Autopilot stand it up, run it, and report back. Own the Autopilot side of the integration and the mapping from natural language to triggers, conditions, and actions, partnering with the Mo product management team.   Design for trust: configurable controls, transparent logic, audit trails, intervention points, hallucination guards, and throttles tuned per use case. Decide where humans stay in the loop and where agents can act autonomously.   Partner with engineering, applied AI, and design on workflow architecture — triggers, conditions, actions, contact-resolution strategy, retry and cadence logic, and closure semantics — and on the tooling that lets us scale workflow production toward one per day.   Stay ahead of a fast-moving competitive field of agentic logistics startups; know precisely why project44’s network and context are the durable advantage and build the product to exploit it.   Write outcomes-based requirements   Author crisp PRDs along with rapid prototypes. framed around goals and non-goals, explicit success/failure metrics, and leading and lagging indicators — not feature checklists. (A workflow marked “completed” is not the same as a workflow that succeeded; you’ll define success by the outcome it produced.)   Specify configurability deliberately: what is a sensible pilot default versus what each tenant must be able to tune (thresholds, conditions, allow/block lists, cadence, channels).   Maintain a prioritized backlog across the three surfaces and sequence it against customer value, trust gating, and business results. Synthesize complex, multi-mode use cases (FTL, LTL, ocean, drayage, intermodal) into an actionable roadmap.   Hold the gating bar: data availability, provider readiness, legal/compliance review (e.g., TCPA and calling-hours guards for outbound contact), and human-QA thresholds before write-back or autonomous action is unlocked.   Measure and report outcomes   Define the metric model for every workflow before it ships, and instrument it: validation/completion rates, outcome classification confidence, reduction in manual coordination and exception handling, accuracy improvements (e.g., ETA MAPE/MAE), freight-spend and disruption-cost impact, response and reach rates, and adoption.   Own AI Agent Analytics and the LunaIntel / LunaVoice reporting experience so customers can see agent performance and outcomes by use case and persona — and so we can prove ROI in renewals, QBRs, and executive reviews.   Run the outcome loop: turn what the dashboards reveal (non-response patterns, ambiguous outcomes, value by segment) back into roadmap decisions, throttle changes, and the next workflows to build.   Produce high-quality, executive-ready deliverables — investment memos, roadmap reviews, launch readouts, and enablement — with the same attention to detail you bring to the product.   What success looks like in the first year   A steadily expanding, high-trust AI Workflow library shipping at an increasing cadence, with each workflow tied to a measured customer outcome.   At least one flagship  multi-agent workflow that fully automates a complete operational task  end to end — moving a meaningful job from human-run to agent-run without eroding trust — with a clear, repeatable bar for graduating future workflows from support, to augment, to automate.   Autopilot workflows authorable and executable through Mo in natural language, with adoption measured by workflows created and triggered via Mo — shipped in partnership with the Mo product management team.   Measurable business impact from deployed agents — in the range project44 already demonstrates today: meaningful reductions in freight spend and manual coordination, double-digit reductions in manual exception handling, materially improved ETA accuracy, and faster sourcing cycles.   AI Agent Analytics adopted as the system of record for agent performance — used by customers, CX, and the executive team alike.   Rising adoption and trust among Autopilot customers, reflected in NPS and renewal/expansion, with no trust-eroding incidents from agents acting beyond their guardrails.   What  we're  looking for   5+ years in product management (more for Principal level), including hands-on ownership of a technical, data-rich, or AI/ML product through the full lifecycle — discovery, definition, GTM, and iteration.   Demonstrated  customer obsession : a track record of grounding product decisions in direct research and of representing the customer credibly to engineering and to executives.   Fluency with  AI / agentic systems  — LLM-powered agents, orchestration, evaluation, human-in-the-loop design, and the practical realities of getting non-deterministic software production-ready and trusted.   An  outcomes-first  operating style: you write requirements as goals, non-goals, and success metrics, and you instrument and report on impact rather than output.   Strong analytical skills — comfort defining metrics, working in dashboards and warehouse data (e.g., Snowflake-backed analysis), and reasoning quantitatively about agent performance and ROI.   Excellent written and verbal communication; able to influence engineers, designers, sales, partners, customers, and corporate leadership, and to produce polished executive deliverables.   Comfort with ambiguity and speed; able to set the right throttle so the team ships fast without outrunning customer trust.   Nice to have   Logistics, supply chain, or transportation domain experience (visibility, TMS, YMS, procurement, carrier networks).   Experience building no-code / workflow-builder, automation, or analytics-and-reporting products.   Experience with conversational / natural-language interfaces (LLM chat, NL→SQL / NL→API) and shipping a shared experience across two product teams.   Familiarity with voice/communications platforms or outbound-contact compliance (TCPA, calling-hours rules).   Prior work running design-partner programs, CABs, or beta/pilot motions for net-new product categories.   In-office Commitment: Employees are expected to contribute to our collaborative culture by working in the office FOUR days weekly Compensation and Benefits: We continually evaluate our pay ranges to reflect skills, experience, and market conditions. The base salary offered will be determined by assessing a candidate's experience and skills relative to the scope and responsibilities of the position, as well as the specific geographic location where the job will be performed. Base salary is one component of project44's total compensation package, which also includes stock options for all EOR and project44-employed team members, bonus or commission eligibility depending on role, and a benefits package tailored to your country of employment. Specific benefits package offerings vary by country and may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs. The base salary range for this position is $160,000– $240,000 USD.   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 as the communities we are building for. It’s up to us to create a company where anyone can bring their authentic self to work every day. 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 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.  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!  For any accommodations needed 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.      

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