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Checkmate (itsacheckmate.com)

Prompt Engineer

Sorry, this job was removed at 12:14 p.m. (EST) on Friday, Oct 10, 2025
In-Office or Remote
Hiring Remotely in New York, NY
125K-160K Annually
In-Office or Remote
Hiring Remotely in New York, NY
125K-160K Annually

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Description

In this hybrid role, you will blend traditional software engineering with natural language processing expertise to develop and maintain systems that leverage LLMs to solve real-world challenges in the restaurant tech domain. You’ll collaborate with cross-functional teams to implement AI-driven features that support everything from customer service automation to order management, reporting, and staff training.

Essential Job Functions:

  • Prompt Development & Optimization: Design, build, test, and refine prompts for AI tasks like Q&A, classification, extraction, and synthetic data creation.
  • Evaluation & Testing Build robust test suites using tools like CoVal, LangFuse, and Galileo to measure prompt accuracy, compliance, and performance at scale.
  • Performance Analysis & Improvement: Analyze prompt outputs using metrics, product feedback, and business goals. Iterate to maximize accuracy and reliability.
  • Collaboration: Work closely with operations, product, data science, and engineering teams to ensure prompts meet quality standards
  • Model Adaptation: By understanding their unique behaviors, create effective prompts across different models (GPT, LLaMA, Gemini, and internally fine-tuned LLMs).
  • End-to-End Ownership Drive prompts projects from planning to deployment, including monitoring and continuous improvement.
  • Team Leadership & Mentorship Lead a team of analysts, guiding their evaluations and data work to support prompt development. Mentor and collaborate with ops teams to ensure seamless integration of prompts into production.

100% Remote

Minimum of three years of experience in the areas of AI, ML, NLP, and prompt engineering.

$125,000 to $160,000

Requirements

Requirements:

  • Strong Python programming skills
  • Solid data and computer science fundamentals
  • Experience with relational databases (e.g., MySQL, PostgreSQL, Oracle, MS SQL)
  • Hands-on development experience, preferably full-stack
  • Good data processing and testing skills
  • Ability to handle ambiguous problems and drive projects from start to finish
  • Strong problem-solving mindset with a drive to improve and optimize systems
  • Ability to use scientific and analytical approaches to measure and evaluate designs
  • Excellent communication skills
  • Bachelor’s degree in Computer Science, Engineering, Mathematics, or a related field
  • Flexible to work US hours until at least 6 pm ET with a strong remote setup

Preferred Qualifications

  • Experience with multiple LLMs and tools like LangFuse and Galileo
  • Knowledge of cloud platforms (AWS, GCP, Azure, OpenStack) and tools like Docker and Kubernetes
  • Focus on scalability, performance, and cost optimization in cloud environments
  • Broad technical expertise across front-end and back-end systems
  • Familiarity with machine learning concepts and workflows
  • Master’s or PhD in Computer Science, Engineering, Math, Physics, or related field
Benefits
  • Health Care Plan (Medical, Dental & Vision)
  • Retirement Plan (401k)
  • Life Insurance (Basic, Voluntary & AD&D)
  • Flexible Paid Time Off
  • Family Leave (Maternity, Paternity)
  • Short Term & Long Term Disability
  • Training & Development
  • Work From Home
  • Stock Option Plan

Checkmate (itsacheckmate.com) New York, New York, USA Office

New York, New York, United States, 10036

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