UP.Labs is hiring a Head of Product to serve as the founding product leader for a stealth startup in logistics and freight. You will build an AI-powered platform for billing, revenue integrity, and cash-flow automation, owning product vision, strategy, and execution from 0→1.
What You'll Do
- 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.
- 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.
- Partner closely with engineering and data science to build automated invoice validation, real-time discrepancy and exception detection, and intelligent workflows for resolution.
- 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.
- 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.
- 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.
What We're Looking For
- 10+ years of product leadership experience in enterprise SaaS.
- Proven 0→1 product builder who has taken enterprise SaaS products from concept to MVP to market traction.
- 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.
- 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.
- Experience balancing short-term delivery with long-term platform architecture.
- Comfort navigating enterprise sales cycles, implementations, and customer adoption.
Nice to Have
- Experience in logistics, supply chain, fintech, or complex B2B operational platforms (billing or revenue systems a strong plus).
Team & Environment
This is a founding product leadership role. You will start as a hands-on builder and will recruit and grow a product organization from the ground up.
Benefits & Compensation
- Meaningful equity ownership in a high-growth venture with enterprise-scale potential.
- Work inside the UP.Labs venture studio model with access to experienced operators, enterprise partners, and top-tier investors.
UP.Labs is an equal opportunity employer.
