ItsaCheckmate

Project Manager

• ● Drive multiple parallel projects with clarity and structure
• ● Maintain a deep understanding of product and technical requirements
• ● Resolve blockers quickly and escalate when needed
• ● Partner closely with Product, Engineering, and Operations
• ● Share crisp, actionable updates with leadership and the C-suite.
• ● Continuously improve processes and execution quality.
• During the interview process, you will be expected to walk us through real-life examples of complex, large-scale projects you’ve managed and how you navigated challenges, ambiguity, and stakeholder expectations.

Senior Project Manager

Full-stack Engineer

• **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.

Senior Project Manager

Principal Engineer – Voice AI