As Head of Product, you will define the product vision and execute strategy for an AI-driven logistics billing platform, focusing on customer discovery, AI integration, and team leadership.
Company Overview:
UP.Labs is launching a stealth startup in the logistics and freight space, building an AI-powered platform focused on billing, revenue integrity, and cash-flow automation for enterprise logistics operators.
Freight billing today is fundamentally broken - driven by complex contracts, fragmented data, disconnected systems, and manual, error-prone workflows. The result is disputes, revenue leakage, delayed payments, and significant operational overhead. This company exists to fix that by unifying data into a single source of truth, validating invoices automatically, and resolving discrepancies in real time, turning revenue chaos into predictable, optimized outcomes.
This is a rare opportunity to own product from day one and help define a new category at the intersection of logistics, finance operations, and applied AI.
The Role:
We are hiring a Head of Product to serve as the founding product leader for this stealth venture. You will own product vision, strategy, and execution from 0→1, working closely with engineering, data science, early customers, and the broader UP.Labs ecosystem. This role is ideal for a hands-on product leader who thrives in complex enterprise environments and wants to build a category-defining platform from the ground up.
What You’ll Do:
Product Vision & Strategy
- Own and articulate the end-to-end product vision for an AI-driven freight billing and revenue automation platform.
- Translate the company’s mission into a clear roadmap that balances near-term customer value with long-term platform scalability.
- Define the initial product wedge (billing accuracy, exception management, cash-flow acceleration) and guide expansion into a broader revenue intelligence platform.
Customer Discovery
- Work directly with early enterprise logistics customers to deeply understand billing workflows, disputes, and exceptions.
- Rapidly test, learn, and iterate based on real-world usage and feedback.
AI & Platform Development
- Partner closely with engineering and data science to build:
- Automated invoice validation
- Real-time discrepancy and exception detection
- Intelligent workflows for resolution and reconciliation
- Ensure AI-driven outputs are explainable, auditable, and trusted by finance and operations teams.
- Make pragmatic tradeoffs that deliver quick wins while laying the foundation for a scalable, enterprise-grade platform.
Enterprise Integration & Adoption
- Design products that integrate seamlessly with existing enterprise systems (e.g., TMS, ERP, billing, and operational data sources).
- Drive adoption across multiple stakeholders, including finance, operations, and executive leadership.
- Navigate complex enterprise buying, onboarding, and rollout environments.
Leadership & Team Building
- Act as a founder-level leader, aligning executives, investors, and customers around product strategy.
- Start as a hands-on builder (user research, workflows, PRDs), then recruit and grow a high-performing product organization.
- Serve as the internal and external voice of product as the company scales.
Who You Are:
- A proven 0→1 product builder who has taken enterprise SaaS products from concept to MVP to market traction.
- Comfortable working in messy, real-world workflows involving contracts, data fragmentation, and operational exceptions.
- Fluent in AI and data-driven systems, with experience applying ML, rules engines, or intelligent automation to complex processes.
- A strong communicator and storyteller who can earn trust across engineers, executives, and enterprise customers.
- Entrepreneurial, decisive, and comfortable operating with ambiguity.
What You Bring:
10+ years of product leadership experience in enterprise SaaS.
- Demonstrated experience building data-first or AI-powered platforms from the ground up.
- Strong technical fluency and ability to partner deeply with engineering and data science teams.
- Experience in logistics, supply chain, fintech, or complex B2B operational platforms (billing or revenue systems a strong plus).
- Experience balancing short-term delivery with long-term platform architecture.
- Comfort navigating enterprise sales cycles, implementations, and customer adoption.
Why Join:
- Build a category-defining AI platform tackling one of the most painful and costly problems in logistics.
- Own product strategy and execution from day one with real influence and autonomy.
- Work inside the UP.Labs venture studio model with access to experienced operators, enterprise partners, and top-tier investors.
- Meaningful equity ownership in a high-growth venture with enterprise-scale potential
About UP.Labs:
UP.Labs builds high-growth technology startups that enable faster, cleaner, and safer movement of people and goods.
Our platform is unique in three ways:
- Risk: We reward our team and partners with meaningful equity.
- Technology: We build and launch scalable technology products from day one.
- Industry Focus: We stay deeply focused on the underlying fabric of mobility and logistics.
Top Skills
AI
Data Science
Erp
Machine Learning
SaaS
Tms
UP.Labs San Carlos, California, USA Office
655 Skyway Rd., San Carlos, CA, United States, 94070
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