Remote Jobs at ItsaCheckmate
Find your next remote opportunity · 2 Open Positions

ItsaCheckmate is a restaurant technology service that empowers operators to focus on what matters: their food and customers.
With ItsaCheckmate, managing digital orders and menus becomes simple and seamless, because ItsaCheckmate shoots digital orders from Uber Eats, Grubhub, and others directly into a restaurant’s POS.
ItsaCheckmate also centralizes digital menu management.
That means no more tablets, no more manual transfer of digital orders into the POS.
No more multi-step, multi-platform frustration when it comes to keeping menus current; the ItsaCheckmate integration lets folks do it all, right from their POS.
Operators who work with ItsaCheckmate report higher order volume, reduced order errors, and reduced labor hours and dollars-spent.
Staff is freed to focus on great hospitality—not a mountain of ringing tablets.
ItsaCheckmate proudly serves 10,000+ global restaurant locations, from true “mom-and-pops” to major brands like Arby’s and Buffalo Wild Wings.
Its technology works with most major POS systems and 75+ Ordering Platforms including Uber Eats, DoorDash, Grubhub, and many more.

Principal Engineer – Voice AI
ItsaCheckmate
Principal Engineer developing and managing Checkmate's Voice AI platform. Collaborating with leadership to scale solutions for major restaurant brands in the U.S.

Senior Prompt Engineer – Data Science, Quality Analysis
ItsaCheckmate
Senior Prompt Engineer designing, testing, and evaluating AI prompts for restaurant data. Collaborating on AI solutions for operational efficiency and data-driven decisions across multiple teams.
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