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AI Chatbot Prompt Engineer (NO C2C) (Hartford)
AI Chatbot Prompt Engineer (NO C2C) (Hartford)Xsell Resources • Hartford, CT, US
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AI Chatbot Prompt Engineer (NO C2C) (Hartford)

AI Chatbot Prompt Engineer (NO C2C) (Hartford)

Xsell Resources • Hartford, CT, US
[job_card.variable_days_ago]
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  • [job_card.part_time]
[job_card.job_description]

This role is C2H and will likely convert to FTE by Spring 2026. Please do not apply unless you can convert to FTE.

This is a hybrid position based in Hartford, CT. Must be onsite in Hartford for interviews.

Position Summary

Our client is seeking a skilled and innovative Prompt Engineer to join their AI development team. This role focuses on crafting and optimizing prompts for a conversational AI chatbot that supports healthcare members and providers in accessing accurate, timely information.

Key Responsibilities

  • Develop and iterate on prompt strategies for LLM-based agents
  • Ensure prompts are contextually accurate, domain-specific, and aligned with end user (member or provider) needs.
  • Collaborate with healthcare SMEs, developers, and product teams to build effective conversational flows.
  • Analyze chatbot performance and iterate on prompt strategies using user feedback and analytics.
  • Maintain prompt libraries and documentation for healthcare use cases (e.g., benefits, claims, coverage).
  • Ensure compliance with HIPAA and other healthcare data privacy regulations.
  • Work closely with designers, engineers, and data scientists to align prompt design with conversational flows
  • Conduct A / B testing and usability studies to enhance chatbot interactions.

Required Qualifications

  • Bachelors or Masters degree in Computer Science, Linguistics, AI / ML, or related field.
  • 2+ years of experience in working with LLMs, prompt engineering and tuning techniques
  • Experience with IBM Watsonx or Google Dialogflow / Vertex AI.
  • Strong understanding of healthcare terminology and workflows.
  • Proficiency in Python and version control systems (e.g., Git).
  • Excellent communication and analytical skills.
  • Preferred Qualifications & Programming Languages

  • Experience with agentic AI architectures and multi-agent orchestration.
  • Knowledge of retrieval-augmented generation (RAG) and vector databases.
  • Experience in healthcare provider or payer environments.
  • Familiarity with regulatory frameworks (HIPAA, HITECH).
  • Experience with chatbot analytics and UX testing tools.
  • Python for scripting, data analysis, and integration with AI platforms.
  • JavaScript / TypeScript for chatbot front-end and middleware development.
  • Node.js for backend services and API integration.
  • Java especially for IBM Watson integrations.
  • Go or Kotlin for scalable microservices (optional but beneficial).
  • Education

    Bachelors degree in Computer Science, Engineering, or related field, or equivalent experience required.

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