Prompt Engineer Data Science & Quality Analysis

Checkmate • Full-time • Remote (New York, NY, US) • $125 - $160 / year • 3w ago

As a Prompt Engineer focused on Data Science and Quality Analysis, you'll design, test, and evaluate prompts for AI systems that interact with real-world restaurant data. You'll work cross-functionally to develop AI solutions that drive operational efficiency, improve data interpretation, and support smarter decision-making for restaurant operators.

Your work will directly shape how AI models perform in high-stakes, dynamic environments like order processing, reporting, support automation, and performance analysis.

Essential Job Functions:

Prompt Design & Evaluation: Develop, test, and refine prompts for tasks such as text generation, question answering, data classification, and structured data extraction to optimize Voice AI performance
Data-Driven Analysis & Quality Measurement: Design evaluation frameworks and analyze prompt outputs using quantitative metrics, human-in-the-loop evaluation, and user feedback to identify improvement opportunities
Experimentation & Iteration Conduct experiments to test prompt variations, measure their business and operational impact, and iterate to enhance accuracy, consistency, and safety
Regression Testing & Compliance Build principled regression test suites using tools like LangFuse and Galileo to ensure prompts remain compliant and high-performing as models and use cases evolve.
Collaboration Across Teams: Work closely with data science, product, legal, engineering, and operations teams to align prompt designs with business goals, operational workflows, and compliance requirements
Model Adaptation & Strategy Development prompts across multiple LLMs (GPT, LLaMA, Gemini, and Checkmate's fine-tuned models), understanding model differences to optimize outputs effectively
Team Leadership & Mentorship Lead a team of analysts focused on prompt evaluation and data quality analysis, guiding prioritization, experimentation, and reporting. Collaborate with ops teams for seamless deployment and feedback loops
Research & Continuous Learning Stay up to date on emerging prompting techniques, LLM behaviors, evaluation frameworks, and AI safety practices to keep Checkmate's AI solutions best-in-class

Requirements

Strong analytical and data science skills, with hands-on experience in Python (pandas, NumPy, scikit-learn)
Experience designing and conducting experiments and evaluations in applied AI or NLP contexts
Proficiency in SQL and working with relational databases (e.g. MySQL, PostgreSQL, Oracle, MS SQL)
Good understanding of data processing, quality measurement, and testing fundamentals
Experience leading analyst or operations teams, with strong prioritization, mentorship, and collaboration skills
Strong problem-solving mindset with a drive to explore, optimize, and automate workflows
Excellent communication skills for presenting insights to technical and non-technical stakeholders
Bachelor's degree in Data Science, Computer Science, Statistics, Engineering, or a related field
Flexible to work US hours until at least 6 pm ET, with a strong remote setup

Preferred Qualifications

Experience with LLM evaluation and prompt engineering workflows
Familiarity with tools like LangFuse and Galileo for prompt evaluation and analysis
Knowledge of cloud platforms (AWS, GCP, Azure) and data pipeline tools
Familiarity with machine learning concepts and NLP workflows
Master's or PhD in Data Science, Statistics, Computer Science, or a related field

Benefits