Principal Product Manager, AI

Principal Product Manager, AI – Highspot

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Highspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, Highspot is committed to building breakthrough software with a spark of magic. We believe a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world.

To this end, we have put intentional focus on creating equitable work spaces for each of our employees. Our goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world.

In this role, you will be joining the Product Management team reporting to the Director of Product Management in our AI Platform Pillar. The Product Management function at Highspot is an integral part of the company. You will be jumping into many different projects and features, and will be very hands‑on. You will be working very closely with a senior engineering team and experienced design partners.

Over time, you will have the opportunity to help shape and grow not just the product, but also the team.

We’re hiring a Principal Product Manager to lead the strategy, execution, and evangelism of AI‑first product initiatives that deliver clear customer value ’ll define the vision and roadmap for a major AI capability — from model selection and data strategy to product UX, and additional platform capabilities—and partner closely with engineering, research, design, GTM and legal to ship safe, reliable, and differentiated AI experiences.

This role carries the Principal PM level of ownership: you’ll set strategy across an area of the product portfolio, lead cross‑functional feature crews, and raise the bar for product craft and technical rigor.

Our ideal candidate is someone who enjoys understanding a broad set of customer requirements, digging into technical constraints, and using their expertise to deliver an elegantly simple customer experience. This person will benefit from being a skilled communicator, who can drive enterprise‑level customer conversations, collaborate effectively with other disciplines, and land proposals with stakeholders.

• Define vision & strategy. Set the long‑term product vision and multi‑quarter roadmap for Highspot AI capabilities (e.g., model evaluation/monitoring, orchestration, entity detection, recommendation systems, observability, etc.). Translate company goals and customer needs into prioritized opportunities and measurable outcomes.
• Lead execution end‑to‑end. Drive discovery, product design, technical scoping, and delivery with a feature crew of engineers and designers. Make trade‑offs to ensure speed and quality while keeping long‑term platform health in mind.
• Own model + product success. Define model and product metrics, experimentation strategy, and SLA/quality targets. Partner with engineers and research to evaluate architectures (LLMs, RAG, retrieval, embeddings), set up model evaluation pipelines, and operationalize model monitoring and feedback loops.
• Drive platform & scale thinking. Design solutions that are performant, cost‑aware, secure, and easy for other product teams to adopt. Where relevant, define APIs and tools, data contracts, and telemetry to support product and model lifecycle management.
• Champion safety, fairness & compliance. Establish guardrails, prompt / output validation, content filters, and incident playbooks. Work with Legal and Security to ensure data privacy and regulatory compliance.
• Be the cross‑functional glue. Work closely with design, research, engineering, SRE, data science, analytics, sales engineering, and GTM to launch and scale features. Translate technical trade‑offs into business trade‑offs for executives and stakeholders.
• Mentor & raise the bar. Coach other PMs, participate in hiring, and help define best practices for ML product management and…