Himalayas logo
ItsaCheckmateIT

Principal Engineer - Voice AI

Checkmate, formerly ItsaCheckmate, provides a comprehensive suite of digital ordering solutions for enterprise restaurant brands, integrating third-party and first-party ordering, menu management, and analytics.

ItsaCheckmate

Employee count: 201-500

United States only

Stay safe on Himalayas

Never send money to companies. Jobs on Himalayas will never require payment from applicants.

About Checkmate
Checkmate is building advanced Voice AI systems for some of the largest restaurant brands in the United States, including several in the top ten. Our AI solutions are live today in production with real customers, consistently achieving over 80 percent accuracy. This represents a 1 billion dollar market opportunity, and we are on track to scale to multiple thousand stores in the next 24 months. Join us at this pivotal moment of growth to shape AI products used daily by thousands of staff and customers, bringing together cutting-edge LLM innovation with meaningful real-world business impact.

Summary
As a Principal Engineer in Voice AI will be a leader in the technical direction and execution of Checkmate’s next generation agentic Voice AI platform. This role drives the architectural vision, engineering design, and operational rigor behind the systems that power real-time drive-thru automation at scale. As a senior leader, you will partner closely with executive leadership to translate business goals into actionable technical strategies, ensuring the platform’s reliability, adaptability, and long-term growth and scalability. You will guide the development of systems that leverage LLMs and Generative AI technologies, oversee the integration of production-grade pipelines, and champion engineering standards that support a rapidly expanding customer footprint. This role requires a hands-on engineering leader, who loves getting their hands dirty in the code, capable of shaping both the technology and the teams responsible for delivering it.

Responsibilities

  • Provide directional leadership in the voice ordering system’s agentic system design, architecture, and orchestration strategies.
  • Work directly with the VP of Machine Learning, CTO, and CEO to solve and roadmap business critical implementations into the voice application.
  • Build and maintain enterprise-grade Python based systems that integrate LLM and Generative AI frameworks to support Checkmate’s end-to-end AI product pipeline.
  • Design CI/CD pipelines for orchestrated LLM driven agentic services and manage deployments across cloud environments that power production drive-thru operations.
  • Own custom model testing, monitoring, and maintenance to ensure reliability throughout the full ML model life cycle.
  • Design prototypes and POCs that demonstrate feasibility, validate approach, and support product direction for the Voice AI platform.
  • Research, design, and train LLM applications aimed at solving real operational challenges inside restaurant environments.
  • Work with internal teams and external partners to provide technical guidance on adopting and integrating LLM capabilities.

Requirements

Required Qualifications

  • Bachelor’s Degree in Statistics, Applied Mathematics, Computer Science, or related technical fields.
  • At least 10 years of hands-on Python experience and 8 years building and maintaining scalable API based services.
  • 5 years working with LLM or GenAI technologies including OpenAI API, ChatGPT, GPT-4, Bard, Synthesia, Pydantic AI, HuggingFace Transformers, PyTorch, or similar.
  • 4 years of agentic process development and iteration life-cycle experience.
  • At least 6 years of experience with AWS, GCP, or Azure, and 6 years of MLOps, CI or CD work, containerization, and deploying models in test and production environments.
  • Strong communication skills with the ability to explain LLM capabilities and limitations to non-technical stakeholders.

Desired Qualifications

  • Masters of Science in a relevant field.
  • 13 years of combined professional experience with NLP tools and LLMs.
  • 10 years of experience using NLP tools such as NLTK, CoreNLP, and word or sentence embeddings such as word2vec.
  • Expert in Python, LoRA/QLoRA fine-tuning, classifiers, and ASR’s.
  • Deep domain knowledge with an emphasis on tools in NLP or LLM applications.
    Strong understanding of Responsible AI standards and protocols.
  • Applied research or prototyping experience building LLM driven systems and knowledge of best practices for production LLM development.

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Senior

Location requirements

Hiring timezones

United States +/- 0 hours

About ItsaCheckmate

Learn more about ItsaCheckmate and their company culture.

View company profile

At Checkmate, formerly ItsaCheckmate, we are spearheading a new era of restaurant technology through groundbreaking innovations designed to empower enterprise brands and streamline their digital operations. Our journey began in 2016 with a singular vision: to solve the complexities of online ordering and integration for restaurants. Recognizing the critical need for a unified platform, we've evolved from an order integration specialist into a comprehensive digital ordering supplier. Our technology facilitates the seamless management of sales across diverse channels, encompassing first-party to third-party ordering platforms, and provides centralized business management tools. This enables restaurant businesses to optimize their ordering processes and significantly improve operational efficiency.

Through relentless innovation, Checkmate offers a scalable technology suite that allows restaurants to drive sales through various avenues, including custom websites, mobile applications, kiosks, catering services, third-party marketplaces, and cutting-edge voice AI. We are committed to helping brands conquer their digital aspirations with seamless integrations, intelligent analytics, and round-the-clock service. Our platform empowers restaurants to launch distinctive ordering experiences, centrally manage menus, recapture lost revenue, harness valuable customer data, and continuously adapt with new integrations. The recent acquisition of VoiceBite, an AI voice ordering technology provider, and Open Tender, a first-party ordering and guest engagement platform, underscores our dedication to providing a truly unified and advanced ordering experience. We are not just focused on solving today's challenges but are proactively anticipating and addressing the technological needs of tomorrow, helping our partners expand their digital footprint and build stronger customer connections.

Employee benefits

Learn about the employee benefits and perks provided at ItsaCheckmate.

View benefits

Medical Insurance

Competitive salary and benefits package-medical, dental, vision, 401K, etc.

Dental Insurance

Competitive salary and benefits package-medical, dental, vision, 401K, etc.

Vision Insurance

Competitive salary and benefits package-medical, dental, vision, 401K, etc.

401K

Competitive salary and benefits package-medical, dental, vision, 401K, etc.

View ItsaCheckmate's employee benefits
Claim this profileItsaCheckmate logoIT

ItsaCheckmate

View company profile

Similar remote jobs

Here are other jobs you might want to apply for.

View all remote jobs

5 remote jobs at ItsaCheckmate

Explore the variety of open remote roles at ItsaCheckmate, offering flexible work options across multiple disciplines and skill levels.

View all jobs at ItsaCheckmate

Remote companies like ItsaCheckmate

Find your next opportunity by exploring profiles of companies that are similar to ItsaCheckmate. Compare culture, benefits, and job openings on Himalayas.

View all companies

Find your dream job

Sign up now and join over 100,000 remote workers who receive personalized job alerts, curated job matches, and more for free!

Sign up
Himalayas profile for an example user named Frankie Sullivan