Remote Otter LogoRemoteOtter

Founding AI Engineer - Remote

Posted Yesterday
Software Development
Full Time
CA, USA

Overview

We’re looking for a self-starter who loves building new products in an iterative, fast-moving environment. As a Founding AI Engineer, you’ll report directly to the cofounders and work closely with product and engineering. You’ll bring our smartest matchmaking AI to life, design chat agents that feel human, and create internal tools that other AIs use to reason, retrieve, and act. This is an early, high-ownership role (<10 people on the team) where your decisions will define our agentic system’s foundations.

In Short

  • Ship agentic matchmaking from research to production—own the end-to-end loop (retrieval, reasoning, tool use, safety) and drive measurable accuracy improvements.
  • Build a prompt & model evaluation harness (offline + online) to compare prompts/models/policies, support A/B testing, and enable fast iteration.
  • Optimize AI chat systems for lower latency, higher perceived “human-likeness,” and more consistent outcomes across providers.
  • Design and maintain context engineering pipelines (RAG, memory, summarization, compression, grounding) for conversations and matchmaking.
  • Stand up observability for agents (traces, costs, failures, hallucinations, guardrails) and create dashboards that guide product decisions.
  • Collaborate daily with the cofounders and product to translate user problems into agent behaviors, experiments, and shipped features.
  • Write clear, maintainable code; create small internal tools and SDKs other engineers (and AIs) will use.

Requirements

  • 2–4+ years of relevant experience or a standout personal portfolio of agents/LLM apps—show us what you’ve built (GitHub, demos, write-ups).
  • Strong programming foundations (data structures, algorithms, testing, profiling).
  • TypeScript (product code, tools, services) and Python (model ops, evals, data) proficiency.
  • Experience building with multiple LLM providers and tool-calling/function-calling; comfortable swapping models and orchestrating fallbacks.
  • Hands-on with RAG (indexing, chunking, embeddings, reranking) and context engineering for reliability and cost/latency trade-offs.
  • Practical prompt engineering and prompt libraries; can reason about failure modes and systematically improve prompts/policies.
  • Ability to define metrics/KPIs (accuracy, latency, cost, safety), run A/B tests, and loop in human feedback for quality.
  • Comfortable with MongoDB in production; familiarity with vector databases (e.g., pgvector/Redis/Pinecone/Weaviate) is a plus.
  • Extra plusses (the more the better): MCP (Model Context Protocol), agent frameworks (LangGraph/CrewAI/Assistants), LLM observability/evals (e.g., Langfuse/Promptfoo/Ragas/TruLens), retrieval & embeddings know-how, safety/guardrails/red-teaming.
  • Builder’s mindset: thrives with ambiguity, ships quickly, debugs systematically, and sweats the user experience.

Benefits

  • Opportunity to work in a fast-paced startup environment with high ownership.
  • Collaborate with talented co-founders and a passionate team.
  • Be part of a company that is pioneering the future of social networking.
  • Access to cutting-edge AI technology and innovative projects.
  • Flexible working conditions including remote work options for exceptional candidates.
Ditto AI logo

Ditto AI

Ditto AI is an innovative startup focused on revolutionizing social networking, particularly in the dating space. Founded by two passionate individuals who left UC Berkeley to pursue their vision, Ditto AI leverages advanced AI technology to enhance user experiences, from profile creation to date scheduling. The company has gained significant traction, going viral on various campuses and securing funding from prominent investors, including Google and top-tier venture capitalists. With a team composed of talented individuals from prestigious institutions like MIT, Stanford, and DeepMind, Ditto AI is dedicated to creating meaningful connections through thoughtful design and cutting-edge technology.

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