The Cypress Group

Artificial Intelligence Engineer

29 May 2026
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Deadline date:

Job Description

Role Overview

We’re hiring an early AI engineer to build systems that make high-stakes decisions, learn from real-world outcomes, and improve continuously.

The product is already live with strong data flow and user activity. Your job is to build the intelligence layer on top — turning that data into systems that get better over time.

You’ll own AI end-to-end: defining what to build, designing learning systems, and shipping production code. No predefined roadmap — you’ll work directly with the founder to shape the direction.

Focus Areas

  • Closed-loop learning systems (RL, recommendation, ranking)
  • Autonomous agents and workflow automation
  • Model infrastructure, inference, and data pipelines

What You’ll Do

  • Build systems where decisions → outcomes → automatic improvement
  • Develop recommendation / decisioning systems that learn from real-world feedback
  • Design evaluation frameworks and simulations
  • Fine-tune and deploy models using proprietary data
  • Build agents that automate complex workflows
  • Own everything from data → model → production

Requirements

  • Proven experience building closed-loop systems in production (non-negotiable)
  • Background in RL, recommendation systems, or adaptive learning systems
  • Strong end-to-end ownership (data, models, deployment)
  • Proficient in Python + modern AI stack (LLMs, embeddings, etc.)
  • Comfortable in fast-moving, ambiguous environments

Ideal Background

  • Built AI systems that improved from real user or system feedback
  • Early-stage or product-focused experience
  • Experience with sequential decision-making (e.g., marketplaces, robotics, optimization)