Digital ordering platform for enterprise restaurant brands
Checkmate builds ordering and point-of-sale infrastructure for multi-location restaurant chains, with a tech stack centered on Python, React, and AWS that reflects a scaled backend serving multiple ordering surfaces (web, mobile, kiosks, voice). The company is actively investing in two emerging capabilities—agentic voice AI and real-time drive-thru automation—while simultaneously shipping an experimentation framework and analytics foundation, suggesting a shift from feature velocity toward data-driven product iteration and AI-driven operational efficiency.
Checkmate provides ordering solutions for enterprise restaurant brands, handling transactions across custom websites, mobile apps, kiosks, catering platforms, third-party marketplaces, and voice AI interfaces. The product integrates with POS systems, centralizes menu management across channels, and provides analytics to track sales and customer behavior. Founded in 2016, the company operates from New York with 201–500 employees and serves mid-market to enterprise restaurant operators seeking to unify their digital ordering experience and reduce fragmentation across delivery partners.
Python, React, TypeScript, and JavaScript on the frontend; Flask and Django for backend services; AWS (RDS, CloudFront, Load Balancing) and GCP for infrastructure; Datadog and Prometheus for monitoring; MySQL and Redis for data layers.
United States, Australia, and India. 15 roles were posted in the last 30 days across these three countries.
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