Senior Product Manager, AI

About Service Up

Service Up is reimagining a $200B industry with AI-powered orchestration for fleet and insurance vehicle repair. We're the all-in-one platform bringing modern efficiency to a complex market. We're trusted by some of the world's largest and most sophisticated fleets and insurers.

Service Up is reshaping how fleets and shops coordinate vehicle repair, and AI sits at the core of how we scale that operation. We are hiring a Senior PM, AI to own the end-to-end experience our fleet managers, shops, service advisors, and drivers have with the platform — both the agentic surfaces they interact with every day and the integrations that connect Service Up to the systems they already run their businesses on.

This is a model-native, evaluation-driven product role at the heart of a multi-sided marketplace. You will define what "good" means for an LLM-powered workflow, build the eval systems that prove it, and iterate at a velocity unique to AI products — while also driving the integrations and APIs that make Service Up the connective tissue between fleets, shops, and the broader repair ecosystem.

You will partner closely with engineering, applied AI, design, and operations to ship customer-facing agents and the platform that powers them.

Customer-facing product — agentic and integrated.

Marketplace integrations & APIs.

AI platform & tooling.

Evaluation as a product surface.

Trust, safety, and reliability.

Experience design partnership.

Cross-functional leadership.

With at least 2 years shipping production AI or agentic products to real users (internal or external), and at least 5 years building or scaling a marketplace.

Deep understanding of how marketplaces actually work — supply and demand dynamics, liquidity, network effects, take rate — and how to balance the often-competing needs of distinct user types on the same platform (e.g., fleets vs. shops, buyers vs. operators).

You read API docs for fun, can scope a partner integration end-to-end, and have shipped products where the integration is the product. Strong instincts on REST, auth flows, data contracts, partner enablement, and the operational realities of keeping integrations healthy at scale.

You can read a prompt, reason about tool calls and context windows, and form a real opinion on model choice, retrieval strategy, and agent architecture. You understand the difference between a demo and a system.

You think in workflows, state, and failure modes — not just screens. You know when to use a deterministic pipeline, when to give a model agency, and how to design the seam between them.

Strong taste and a track record of partnering closely with designers — including using modern AI design tools (Figma AI, v0, generative UI, rapid prototyping) to explore experiences and pressure-test ideas before engineering investment.

User research, scoping, written specs, prioritization, instrumentation, and shipping. AI does not replace the basics; it raises the bar on them.

Comfort writing SQL, exploring product data, and defining the metrics — including model and agent quality metrics — that govern the roadmap.

Curiosity for the messy reality of fleet ops and auto repair. You will talk to service advisors, shop owners, and fleet managers regularly, and you will enjoy it.

• Competitive pay with equity
• Medical, dental, and vision coverage
• Flexible PTO and company holidays
• Remote-friendly setup with home office support
• Learning and development budget
• Wellness stipend to support your health and well-being
• Paid parental leave

Benefits may vary by location and role.

Service Up is an equal opportunity employer committed to a diverse, inclusive workplace where everyone can do their best work.