As a Lead - Customer Success Management, you will play a crucial role in supporting Checkmate's clients in maximizing their digital performance and ensuring their overall success with all Checkmate products. This is a dynamic role where you'll contribute to both strategic services for our First-Party Ordering products (Loyalty & Marketing, Kiosks, Catering, Web/App Ordering, and the Design Editor) and general customer success management across the entire Checkmate suite. You'll work directly with enterprise restaurant brands, primarily in the US, providing hands-on support and helping them leverage Checkmate's solutions effectively. Checkmate operates in a fast-paced environment where our company's needs and strategy can evolve quickly. This role requires a highly adaptable individual who is comfortable with change and eager to contribute to new initiatives as they arise. You will start as an individual contributor, learning our service offerings, assisting with client onboarding, and providing support for a portfolio of accounts. You'll also act as a cross-functional connector - liaising with Product, Marketing, Sales, and Customer Success teams to ensure consistent client outcomes and clear communication. Essential Job Functions: Agency Services & Strategy Support: Oversee the implementation of service offerings for Loyalty & Marketing, Web/App Ordering, Kiosk, Catering, and other Checkmate products. Assist in using customer data across channels to inform campaign effectiveness and digital revenue growth Help prepare materials that support ongoing success for enterprise clients Customer Success Management Act as a key support contact for a portfolio of enterprise clients, assisting them with the adoption and optimization of all Checkmate products Provide clients with product demonstrations, training, and best practices to help them maximize product usage Be able to provide hands-on support and training for key marketing tools, including email, segmentation, customer journeys, and promotional events Assist in presenting data-driven insights and building client trust Proactively identify and escalate client challenges, contributing to high levels of satisfaction and retention across all Checkmate product usage Identify opportunities to enhance client engagement and encourage the adoption of additional products or services Reporting and Documentation: Maintain accurate and up-to-date records of client interactions, feedback, and status updates in the CRM system Prepare and present basic reports on client activity and satisfaction levels Monitor client satisfaction levels and escalate concerns to senior team members when necessary Adaptability & Process Contribution: Proactively adapt to evolving company needs and strategic shifts Contribute to building internal documentation and support resources Requirements 3 - 5 years of experience in client support, customer service, or marketing coordination - ideally within B2B SaaS, loyalty/CRM platforms, or consumer-facing industries like food tech, travel, or retail Bachelor's degree from a recognized University or a related field (or equivalent experience) Excellent communication, interpersonal, and analytical skills with the ability to engage effectively with clients and internal teams Superior organizational and time management skills, with a capacity to handle multiple highpriority projects simultaneously Familiarity with tools like Asana, Trello, MS Project, or similar for managing projects and tracking progress Familiarity with CRM platforms (e.g., Hubspot) and customer success tools Ability to adapt to changing environments and manage multiple priorities in a fast-paced setting The candidate must be flexible to work in the US shift hours at least till 5 pm EST is essential for this role Candidate must have their own system for remote work
We're seeking a Mid-Level Machine Learning Engineer to join our growing Data Science & Engineering team. In this role, you will design, develop, and deploy ML models that power our cutting-edge technologies like voice ordering, prediction algorithms and customer-facing analytics. You'll collaborate closely with data engineers, backend engineers, and product managers to take models from prototyping through to production, continuously improving accuracy, scalability, and maintainability. Essential Job Functions Model Development: Design and build next-generation ML models using advanced tools like PyTorch, Gemini, and Amazon SageMaker - primarily on Google Cloud or AWS platforms Feature Engineering: Build robust feature pipelines; extract, clean, and transform largescale transactional and behavioral data. Engineer features like time- based attributes, aggregated order metrics, categorical encodings (LabelEncoder, frequency encoding) Experimentation & Evaluation: Define metrics, run A/B tests, conduct cross-validation, and analyze model performance to guide iterative improvements. Train and tune regression models (XGBoost, LightGBM, scikit-learn, TensorFlow/Keras) to minimize MAE/RMSE and maximize R² Own the entire modeling lifecycle end-to-end, including feature creation, model development, testing, experimentation, monitoring, explainability, and model maintenance Monitoring & Maintenance: Implement logging, monitoring, and alerting for model drift and data-quality issues; schedule retraining workflows Collaboration & Mentorship: Collaborate closely with data science, engineering, and product teams to define, explore, and implement solutions to open-ended problems that advance the capabilities and applications of Checkmate, mentor junior engineers on best practices in ML engineering Documentation & Communication: Produce clear documentation of model architecture, data schemas, and operational procedures; present findings to technical and non-technical stakeholders Requirements Academics: Bachelors/Master's degree in Computer Science, Engineering, Statistics, or related field Experience: 5+ years of industry experience (or 1+ year post-PhD). Building and deploying advanced machine learning models that drive business impact Proven experience shipping production-grade ML models and optimization systems, including expertise in experimentation and evaluation techniques. Hands-on experience building and maintaining scalable backend systems and ML inference pipelines for real-time or batch prediction Programming & Tools: Proficient in Python and libraries such as pandas, NumPy, scikit-learn; familiarity with TensorFlow or PyTorch. Hands-on with at least one cloud ML platform (AWS SageMaker, Google Vertex AI, or Azure ML). Data Engineering: Hands-on experience with SQL and NoSQL databases; comfortable working with Spark or similar distributed frameworks. Strong foundation in statistics, probability, and ML algorithms like XGBoost/LightGBM; ability to interpret model outputs and optimize for business metrics. Experience with categorical encoding strategies and feature selection. Solid understanding of regression metrics (MAE, RMSE, R²) and hyperparameter tuning. Cloud & DevOps: Proven skills deploying ML solutions in AWS, GCP, or Azure; knowledge of Docker, Kubernetes, and CI/CD pipelines Collaboration: Excellent communication skills; ability to translate complex technical concepts into clear, actionable insights Working Terms: Candidates must be flexible and work during US hours at least until 6 p.m. ET in the USA, which is essential for this role & must also have their own system/work setup for remote work
Product Strategy & Leadership : Define and champion a clear, multi-year product vision and strategy for the platform and integrations, aligned with overall business objectives Mentor and develop at least one direct report, fostering a culture of excellence and growth within the product team Conduct thorough market, customer, and competitive analysis to identify new integration opportunities and unmet needs Develop and manage a product roadmap that balances foundational infrastructure projects, new integration development, and long-term strategic goals Effectively present product strategy, insights, and recommendations to the executive leadership team and other key stakeholders Technical Execution & Integrations: Demonstrate expert technical acumen by translating complex API specs and technical documentation into detailed user stories, functional requirements, and business solutions Oversee the entire product development lifecycle for all integrations, from initial discovery and technical design to launch and iteration Collaborate closely with engineering to build scalable, reliable, and high-quality platform services and integrations Proactively identify and resolve potential issues, risks, and dependencies across multiple internal and external systems to ensure seamless integration Own the relationship with external integration partners, ensuring smooth implementation and interoperability. Data-Driven Optimization & Communication: Define and track key performance indicators (KPIs) for platform health, integration performance, and product success Use data-driven insights to optimize the product, prioritize features, and make sound investment decisions Act as the subject matter expert and primary advocate for the platform and its critical role within the organization. Build strong, collaborative relationships with cross-functional teams, including engineering, design, marketing, and sales, to ensure successful launches Requirements Bachelor's Degree in a related field is preferred 8+ years of experience in software product management, with a significant portion in a technical or platform-focused role Strong consideration will be given to candidates with experience in restaurant SaaS Proven track record of launching and managing successful, complex technical products, such as platforms, APIs, or large-scale integrations Demonstrated ability and commitment to leveraging AI tools to perform job duties; this is a requirement for every team member at the company Demonstrated experience managing and mentoring product managers Expert-level technical acumen with a deep understanding of APIs, system integration patterns, and platform architecture Experience working in an agile environment Excellent analytical skills with a proven ability to derive insights from both quantitative and qualitative data Exceptional collaboration, communication, and cross-functional partnership skills Strong business and financial acumen Strong presentation skills with executive presence Flexibility to work during US hours at least till 5 pm ET is essential for this role Candidates must have their own system/work setup for remote work
Checkmate is building advanced Voice AI systems for some of the largest restaurant and retail brands in the US, including several in the top 10. Unlike many companies still in the prototype phase, our AI solutions are live in production with real customers, achieving over 80% accuracy. This is a $1 billion market opportunity, and we're scaling to 3,000+ stores by the end of this year. Join us at this pivotal moment to shape AI products used daily by thousands of staff and customers, driving measurable impact at scale. Requirements 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 Develop - 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. Minimum Qualifications 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 p.m. 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
Checkmate is building advanced Voice AI systems for some of the largest restaurant and retail brands in the US, including several in the top 10. Unlike many companies still in the prototype phase, our AI solutions are live in production with real customers, achieving over 80% accuracy. This is a $1 billion market opportunity, and we&aposre scaling to 3,000+ stores by the end of this year. Join us at this pivotal moment to shape AI products used daily by thousands of staff and customers, driving measurable impact at scale. Requirements 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 Develop - prompts across multiple LLMs (GPT, LLaMA, Gemini, and Checkmate&aposs 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&aposs AI solutions best-in-class. Minimum Qualifications 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&aposs degree in Data Science, Computer Science, Statistics, Engineering, or a related field Flexible to work US hours until at least 6 p.m. 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&aposs or PhD in Data Science, Statistics, Computer Science, or a related field Show more Show less
Execute a sales strategy provided by the leadership that aligned with our organizational goals and positions us for sustained growth Track the sales details and provide observations to the leadership Your success will be measured by results, so setting and achieving ambitious targets is paramount Work closely with our marketing team to ensure synergy and alignment between sales and marketing efforts Document the sales process and updates regularly Requirements Bachelor's degree in a related field 2-4 years of International BPO experience as a subject matter expert 2 years of experience in sales is preferred Strong communication and interpersonal skills with a customer-centric mindset Strong analytical skills with the ability to interpret data and generate actionable insights Detail-oriented with a focus on quality and accuracy Proficiency in Microsoft Office tools such as MS Excel, MS PowerPoint Ready to work during US shift hours (India Night shift) is essential for this role Candidates must have their own system/work setup for remote work
We are looking for a Digital Menu Board (DMB) Engineer to help manage, maintain, and evolve our Linux-based in-store systems. This role combines deep Linux expertise with hands-on experience in packaging, troubleshooting, and device monitoring, while also leveraging web development skills to support interactive and dynamic menu board experiences. Essential Job Functions Design, package, and distribute software for Linux-based Digital Menu Board (DMB) devices Troubleshoot system-level issues (using syslog, journalctl, etc.) to ensure device stability and uptime Manage and optimize graphical systems (X, Wayland) and desktop environments (GNOME,KDE) Collaborate with frontend and backend teams to integrate dynamic menu board features Implement and maintain monitoring solutions (Prometheus, Grafana, Datadog, or similar) with custom metrics for device performance and health Contribute to the hardening, security, and update processes for in-store Linux devices Requirements Experience Range: 4-8 years of professional experience in Linux systems engineering, device management, or a related field Strong expertise in Linux (Debian/Ubuntu) and package management Hands-on experience creating packages for distribution (e.g., .deb, Snap) Familiarity with Linux logging and troubleshooting tools (syslog, journalctl) Working knowledge of Linux graphical subsystems (X, Wayland) and desktop environments (GNOME, KDE) Some frontend and backend web development experience — ideally with React, Python, or Ruby Experience with monitoring tools (Prometheus, Grafana, Datadog) and building custom metrics Flexibility to work until 5:00 PM ET to ensure alignment with cross-time-zone teams Comfortable with a permanent work-from-home (WFH) arrangement Ok with BYOD (Bring Your Own Device) setup, ensuring a secure and reliable working environment Preferred Qualifications Experience building production Linux images for distributed devices Knowledge of device hardening, security, and OTA update processes Prior work in retail technology, digital signage, or in-store device ecosystems
We are seeking a highly skilled AI / LLM Engineer to help advance our Drive Through AI initiatives. This role is central to creating, fine-tuning, and deploying AI models that enhance restaurant ordering, streamline operational workflows, and improve system intelligence. You will collaborate closely with the product managers, ASR specialists, and prompt engineering teams, providing the tools, integrations, and model improvements that make their work more effective. This is an opportunity to apply cutting-edge Large Language Models (LLMs) and natural language processing (NLP) in real-world, high-volume environments, enabling accurate understanding, intelligent responses, and seamless integration with kitchen and point of-sale systems. Responsibilities: LLM & NLP Development: Design, develop, and optimize AI/ML models for real-time, domain-specific applications in the quick-service restaurant (QSR) space Enabling Capabilities: Build and maintain model infrastructure, APIs, and integrations that support prompt engineering and audio processing pipelines Domain Adaptation: Fine-tune and adapt pre-trained LLMs (e.g., GPT, LLaMA, Falcon) for the QSR domain, enabling high accuracy in varied and dynamic contexts Evaluation & Observability: Leverage observability tools such as Langfuse to monitor, evaluate, and troubleshoot model performance in production Real-Time Integration: Work with engineering teams to embed AI models into production-grade systems connected to order management, displays, and kitchen workflows Performance Optimization: Ensure solutions are efficient, scalable, and cost-effective, suitable for high-throughput, continuous operations Continuous Improvement: Stay current with advancements in LLM architectures, retrieval augmented generation (RAG), and generative AI, applying relevant techniques to improve product capabilities Documentation & Compliance: Maintain thorough documentation of model architectures, training data sources, and evaluation metrics to meet SOC 2 and other compliance standards Requirements Bachelor's or Master's degree in Computer Science or related field 5+ years of experience in AI/ML, with strong expertise in NLP, transformer architectures, and deep learning Experience with prompt engineering, model fine-tuning, and evaluation techniques Proficiency in Python and experience with frameworks like PyTorch or TensorFlow Familiarity with the Instructor and interest or experience in migrating to Pydantic for model definition and validation Experience integrating AI models into production systems via containerization (Docker) and APIs Strong problem-solving skills and ability to thrive in a collaborative, fast-paced environment Excellent communication and documentation abilities Ability to work until 5 p.m. ET with a reliable remote work setup
We are seeking a Technical Product Manager to lead the development of our next-generation Voice AI products for the restaurant industry, leveraging cutting-edge LLM and speech technologies to transform how guests place orders and interact with brands. Our products power conversational AI experiences for restaurants across the drive-thru and phone channels (e.g. take-out)—delivering fast, accurate, and natural conversations that help improve service speed, boost order accuracy, and free staff to focus on hospitality. In this role, you'll combine product strategy, rapid prototyping, light engineering skills, and UX research to bring innovative ideas from concept to market. You'll work closely with engineers and data scientists to design conversational experiences that are delightful, impactful, and optimized for real-world restaurant environments. You'll identify and develop new features that improve accuracy, coverage, and operational performance, as well as define the KPIs and metrics that guide product success. Through experimentation with AI models and continuous iteration, you'll ensure our solutions deliver seamless, real-time ordering experiences for both customers and restaurant staff. This role is 100% remote, full-time. Essential Job Functions Translate product vision into clear, actionable roadmaps and delivery plans for Voice AI solutions in the restaurant industry Gather and prioritize requirements from customers, internal stakeholders, and market research Use data insights, user feedback, and industry trends to identify opportunities and define impactful product features Define, scope, and launch features that improve AI accuracy, expand coverage, and enhance operational performance Set KPIs and success metrics, monitor performance, and adjust priorities based on data insights Rapidly prototype and build proof-of-concepts to validate ideas before full-scale development Work with engineering and data science to test and iterate on conversational AI capabilities Conduct competitive analysis and stay ahead of trends in LLMs, speech recognition, and conversational AI Manage timelines, dependencies, and trade-offs to ensure successful product launches Continuously refine the product based on performance metrics and customer feedback Requirements Qualifications 5+ years of product management experience, ideally in AI, SaaS, or conversational/voice technology products Hands-on technical skills with the ability to rapidly prototype and build proof-of-concepts using tools such as Python or similar, and leverage LLMs to design, experiment with, and validate new features Demonstrated experience working with LLMs, speech recognition/synthesis, and conversational AI systems Strong data-driven mindset with the ability to interpret analytics, extract actionable insights, and use them to inform product strategy Proven track record of defining KPIs, measuring outcomes, and using data to guide product direction and prioritization Exceptional ability to collaborate cross-functionally with engineering, data science, design, and customer-facing teams to deliver impactful solutions Solid understanding of UX principles for conversational interfaces and the skill to translate user needs into intuitive product experiences Excellent communication, organizational, and stakeholder management skills, with the ability to influence and align diverse teams The candidate should be comfortable working in the US shift till 5 pm EST and must have a remote setup to work with their own system/device Nice-to-have: experience in restaurant technology, call center automation, or real-time audio streaming Subjective notes: We are solving real-world problems. Today, 60% of a QSR chain's revenue goes through drive-thru, and it is one of the most under-optimized real estate in the restaurant industry. Our goal is to massively optimize it and deliver a very high value to the enterprise QSR brands. Towards this goal, we are looking to hire a Product Manager who will be dedicated towards the Voice AI aspect of our solution. We are working on a drive-thru AI solution as well as a Phone Ordering AI solution. We would expect this person to be partially technical and partially a product person. They should be able to explain in detail the core and technical aspects of our application, and participate in technical discussions with our engineers. This person needs to demonstrate a very high degree of expertise in understanding how LLMs work, and must have done several projects with it. We are not only looking for expertise, but we are looking for attitude. This is still a new field, and we are looking for individuals who are not afraid to say I don't know, but I will figure it out. And then they dive in and figure it out. Nothing should be beyond their scope. We are moving towards a PRDless world, so rapid prototyping using AI tools is a must, and this person must have done several of these prototypes. We'd love to understand what their approach to prototyping and interacting with the various stakeholders in the org is. We are looking for someone who takes ownership and responsibility of their task, end to end. The team moves fast, and they will be responsible for making the team move even faster. Must be very data driven. This involves not only working with our Data Engineering and Analytics team, but also building analytics in the product development phase so they can measure and iterate rapidly.
We are looking for a Linux System Engineer to help manage, maintain, and evolve our Linux-based in- store systems. This role combines deep Linux expertise with hands-on experience in packaging, troubleshooting, and device monitoring, while also leveraging web development skills to support interactive and dynamic menu board experiences. Essential Job Functions Design, package, and distribute software for Linux-based Digital Menu Board (DMB) devices Troubleshoot system-level issues (using syslog, journalctl, etc.) to ensure device stability and uptime Manage and optimize graphical systems (X, Wayland) and desktop environments (GNOME,KDE) Collaborate with frontend and backend teams to integrate dynamic menu board features Implement and maintain monitoring solutions (Prometheus, Grafana, Datadog, or similar) with custom metrics for device performance and health Contribute to the hardening, security, and update processes for in-store Linux devices Requirements Experience Range: 4-8 years of professional experience in Linux systems engineering, device management, or a related field Strong expertise in Linux (Debian/Ubuntu) and package management Hands-on experience creating packages for distribution (e.g., .deb, Snap) Direct experience with on-premises, distributed physical devices is essential Familiarity with Linux logging and troubleshooting tools (syslog, journalctl) Working knowledge of Linux graphical subsystems (X, Wayland) and desktop environments (GNOME, KDE) Some frontend and backend web development experience — ideally with React, Python, Ruby, C/C++, Go, or Java Experience with monitoring tools (Prometheus, Grafana, Datadog) and building custom metrics Flexibility to work until 5:00 PM EST to ensure alignment with cross-time-zone teams Comfortable with a permanent work-from-home (WFH) arrangement and working with BYOD (Bring Your Own Device) setup, ensuring a secure and reliable working environment. Preferred Qualifications Experience building production Linux images for distributed devices Knowledge of device hardening, security, and OTA update processes Prior work in retail technology, digital signage, or in-store device ecosystems
We are looking for a senior-level Data Scientist to drive experimentation, evaluation, and AI/LLM-powered product improvements. In this role, you will act as a strategic partner to product, engineering, and trust & safety teams, responsible for defining evaluation frameworks, leading experiments (A/B tests, quasi-experiments, etc.), and translating both offline and live model performance into actionable product enhancements. The ideal candidate will have a strong track record in startup-style experimentation—moving quickly and efficiently with rigorous methods—as well as experience conducting product experimentation at scale. Proven expertise in leading and managing teams to deliver high-impact data science outcomes is highly desirable. Requirements :8-12+ years of experience in data science / ML roles, ideally with experiment design / product analytics Proven track record in both startup-style and large-scale product experimentation Experience leading teams, setting strategy, and driving execution in cross-functional environments Strong background with statistical methods, causal inference, and rigorous measurement Experience using LLMs / NLP / AI / prompt engineering or closely related field Excellent coding skills in Python (or similar), strong SQL; experience building and deploying models or analytic pipelines Ability to work in cross-functional teams, translate technical results into business or product changes Strong communication skills; ability to explain complex analyses to non-technical stakeholders Nice to have: Experience fine-tuning or working with multiple LLM providers / APIs Experience with experiment platforms or building internal tooling for experimentation & model evaluation Experience in voice / ASR or other multi-modal data Working Terms: Candidates must be flexible and work during US hours at least until 6 p.m. ET in the USA, which is essential for this role & must also have their own system/work setup for remote work
Checkmate is the leading platform that connects restaurant POS systems with online ordering channels, automating workflows and enabling seamless order flow. We are now expanding into voice-driven ordering experiences through our Drive Through AI (DTAI) product line, which brings advanced AI and speech technologies to drive-thru lanes and phone ordering systems. As a Senior Software Engineer (Audio & DSP), you will play a critical role in shaping the real-time speech processing stack for DTAI. This includes developing algorithms and systems that can perform reliably in noisy, multi-speaker, real-world environments. You will work at the intersection of digital signal processing, conversational AI, and restaurant operations, directly influencing technical architecture, prototyping, and product direction. Your contributions will impact how millions of customers interact with AI-powered voice systems in fast-paced restaurant environments. Requirements Algorithm Development & Optimization: Design, implement, and optimize real-time DSP algorithms for speech enhancement, noise reduction, echo cancellation, and beamforming Improve multi-speaker handling with techniques such as VAD, source separation, and speaker diarization Contribute to low-latency, multi-channel audio pipelines that can scale across thousands of drive-thru and phone channels AI & Speech Integration: Work closely with ASR/LLM research and product teams to integrate DSP with automatic speech 1 recognition and conversational AI models Collaborate on evaluation frameworks for speech quality, recognition accuracy, and latency—leveraging Langfuse-based observability Engineering & Product Collaboration: Partner with cross-functional teams (AI/ML, infrastructure, product, hardware) to make core architectural decisions Prototype and evaluate new solutions—both software-based and hardware-assisted (microphones, speakers, sensors) Contribute to DTAI troubleshooting analytics by instrumenting DSP pipelines with rich observability hooks Code & Process Quality: Write clean, maintainable, and testable code Actively participate in code reviews, debugging sessions, and system optimization Drive engineering best practices in scalability, security, and future-proofing