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Job Posting
Posted 1 day ago
Closes Nov 14, 2026

AI Experience Engineer (Conversational AI)

Upgrade Remote

Listing sourced from weworkremotely on 10/16/2026. CVCraft does not host this job; clicking Apply redirects to the source.

Job Description

Headquarters: Canada (Remote) About the Role:An AI Experience Engineer owns the full lifecycle of the journeys our customers have with Upgrade's AI agent on chat, voice and email: creation, optimization, edge case handling and containment growth. They build journeys in Sierra's no-code tooling, partner with Upgrade's product groups to bring their servicing flows to the agent, and are accountable for whether the agent resolves the customer's issue safely, accurately and without a human. We are hiring an AI Experience Engineer to own Upgrade's customer-facing AI agent. You will sit between engineering, product and customer operations. You will turn servicing workflows, such as making a payment, checking loan details, updating an address or enabling autopay, into production journeys and keep improving them after launch. You will build and own the journeys end to end, from first draft to steady state. The work is part builder, part analyst: design the flow, handle the edge cases, read the

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