Senior Product Manager - AI Enablement

Tremendous is a global platform built for businesses to send payouts efficiently. They are seeking a Senior Product Manager for their AI Enablement team to enhance AI accessibility across the company by prototyping and managing internal AI products.

Responsibilities:

• Run discovery across the whole company. Sit with finance, sales, support, and ops. Map their workflows. Find the automations and agents worth building, and prioritize by business impact
• Prototype the v1 yourself. You'll build working versions of agents and automations with AI tools (Claude, Cursor, agent frameworks), because a working prototype is the best requirements doc
• Turn prototypes into specs engineers can build from. You keep a pipeline of well-defined, shovel-ready work so the team always knows what to build next and why
• Own quality. Define what "working correctly" means for each automation: evals, guardrails, edge cases, and observability
• Keep the team shipping. You'll do the PM work too: clear blockers, make scope calls, and keep projects moving through the build phase
• Drive adoption. An automation nobody uses is a failed project. You'll roll out what we build and iterate with the teams whose work changes
• Set the vision and roadmap. Define where Rockie and our internal agents go as internal AI grows from a team into a platform

Requirements:

• Professional software engineering experience. You've built and shipped production software, and you understand the security risks that come with giving AI systems access to real data and tools
• Experience owning a product end to end: as a technical founder, founding engineer, forward-deployed engineer, or PM
• Deep, hands-on AI experience. You've shipped LLM-powered systems and you build with AI tools daily. You understand agents, evals, and where models fail
• Business sense. You can sit with a finance or sales team, understand their process, and spot what's automatable (and what isn't)
• A 0-to-1 track record. You've built products or tools from nothing
• Outstanding written communication. We're a documentation-first culture
• Formal PM experience is a nice to have, not a requirement