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Conversational AI Operations Specialist

New York City💼 Full-time💰 $60,000–$60,000🗓 2026-03-12 → 2026-07-31

Core

Design and operationalize systems to maintain, optimize, and improve Sidekick, an AI advisor support chatbot for travel entrepreneurs.

Role type

Conversational AI Operations Specialist

Builds

QA frameworks, testing infrastructure, content operations processes, and feedback loops for the Sidekick chatbot.

Domain

Travel industry + Conversational AI operations

Deliverable

production ML models | product features | dashboards & analysis | research | client delivery | infrastructure | physical/clinical work

Required skills

Content operations, process design, AI tool proficiency, technical writing, information validation, systems thinking, detail orientation, cross-functional collaboration

Preferred skills

Conversational design, prompt writing, QA program building, knowledge base platform experience, workflow automation

Technologies

Intercom, Zendesk, Notion

Responsibilities

Design repeatable systems for QA and testing; manage content and knowledge across chatbot surfaces; conduct QA reviews and establish rubrics; execute content audits; translate policies into clear processes; partner with support to identify resolution gaps; coordinate with product/engineering on feature rollouts; research and validate advisor-facing information

Seniority

Mid-level, hands-on IC

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