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:
- 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
- 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
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What We Do
Checkmate empowers enterprise restaurant brands with powerful ordering solutions and hands-on support. Our scalable technology enables restaurants to drive sales across channels, including custom websites, apps, kiosks, catering, third-party marketplaces, voice AI, and more. With seamless integrations, smarter analytics, and 24/7 service, Checkmate helps brands conquer their digital goals. Restaurants can launch unique ordering experiences, centrally manage menus, recapture revenue, leverage customer data, and continually adapt with new integrations. Regardless of how you want to grow, Checkmate has the tools and guidance to power, manage, and evolve your digital business.
