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Chatbot Engineer

Two Dots· Engineering
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Hybrid (San Francisco)$175k - $275k + equityFull-timePosted 4mo ago

About the role

AI fraud prevention and underwriting agent role focused on building consumer-facing chat agents that serve as the frontend to complex workflows, with emphasis on context management, tool integration, and conversational UX for AI-driven underwriting workflows.

Responsibilities

  • Consumer-facing chatbots that serve as the frontend to complex workflows
  • Bridging internal workflow APIs and domain object code with the real-world call patterns of AI agents
  • Making smaller models perform like larger models
  • Designing creative ways to automate product judgment, such as using chatbots to roleplay users
  • Working closely with design and product to balance look and feel, interaction quality, and business objectives

Qualifications

  • Deep understanding of context management and agent loops vs. simple LLM prompts
  • Ability to distinguish tools/APIs from natural language responsibilities
  • Awareness of model capabilities, safety, and user experience considerations
  • Willingness to escalate to MLEs for fine-tuning or advanced methods when needed
  • Strong user outcomes focus and experimentation measurement

Skills

Required:Chatbot developmentPrompt EngineeringLLMs and AI agentsPythonSoftware design
Nice to have:SQL / BigQuery
Last updated Oct 14, 2026. Interested? Apply on the company site.
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About Two Dots

AI fraud prevention and underwriting agent

We're building an AI consumer underwriting automation service.

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