Senior Product Manager - AI Enablement

Role Description

We're hiring a Senior Product Manager for our AI Enablement team. This team has one mission: make everyone at Tremendous faster by making AI accessible, reliable, and secure across the company. It builds Rockie (our internal AI agent that debugs issues, runs data analyses, and writes code), internal automations for teams like finance and support, and the infrastructure that makes AI safe to use company-wide.

This is not a typical PM role. You'll own the internal AI product surface end to end:

• 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.
• Build working versions of agents and automations with AI tools (Claude, Cursor, agent frameworks).
• Turn prototypes into specs engineers can build from.
• 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.
• Keep the team shipping: clear blockers, make scope calls, and keep projects moving through the build phase.
• Drive adoption: 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.

Qualifications

• Professional software engineering experience.
• Experience owning a product end to end.
• Deep, hands-on AI experience.
• Business sense: ability to understand finance or sales processes.
• A 0-to-1 track record: experience building products or tools from nothing.
• Outstanding written communication skills.

Requirements

• Built and shipped production software.
• Formal PM experience is a nice to have, not a requirement.
• Experience with LLM-powered systems and AI tools.

Benefits

• Base salary for this role: $225,000 to $300,000.
• 100% covered health (US).
• Unlimited PTO.
• 12-16 weeks paid parental leave.
• Fully remote: work from anywhere in the Americas.