Senior Technical Product Manager, AI Engineering & Systems

Jerry

toronto, on, Canada
Full-time
Posted June 01, 2026

Job Description

Overview

At Jerry.ai, we are moving past fragmented, time‑consuming processes to create a seamless, automated platform for managing car ownership. Your role will sit at the intersection of product, engineering, and applied AI as you build and scale a sophisticated system that already automates >70% of inbound sales and service requests (over 50k chats per month). You will shape how modern LLM systems, human‑in‑the‑loop feedback, and computer‑use agents redefine the industry.

Key Responsibilities

  • Lead end‑to‑end development for our AI platform and customer experiences, from initial roadmap to rollout.
  • Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy.
  • Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.
  • Drive systematic improvement in answer quality, custom...