About Checkmate
Checkmate is a restaurant technology solution provider that has continually evolved over time. We started in 2017 by integrating 3rd party platforms to the POS systems of restaurants. At that time, there were multiple 3rd party platforms like GrubHub, UberEats, DoorDash, Postmates, Caviar, and even Amazon!
This was the photograph that started it all!
We have since then continually evolved to add multiple products to our portfolio, the primary ones being first party ordering solutions like web and app ordering, kiosks and catering. We have now recently moved into three new exciting products: Digital Menu Boards, Phone Ordering AI and Drive thru AI. We form a very core part of the restaurant technology ecosystem, and are continually adding more and more digital solutions for the restaurant brands to increase their sales.
Our revolutionary enterprise menu management system, Everyware, truly unlocks the potential of menus and how it can be customized for each individual digital channel. As you can see, this is a company that continually evolves and adapts and today we are powering digital ordering solutions for some of the largest brands in the world.
We have been called the 'north star of vendors' as we truly believe that technology is just a method by which we service the customers, it does not form the entirety of it. Service is a big component of what we provide to our customers, which is inherently believed by every single team member here. We are doing a lot of exciting things, including application of AI in our products and systems, using experimentation at scale to determine what works for our clients and ML to analyze and productize the massive amount of data we have. Each individual here makes a difference and has a valuable contribution. Key traits here are ownership and drive. Join us if you think you have them.
Checkmate is recruiting for a Senior Full Stack Engineer to join our Engineering team helping to engineer, operate, and grow our unique web-based restaurant-tech SaaS platform using AI technologies. In this role you will partner closely with our Product team and other Engineering team members to drive innovative new features, software improvements, and architectural agility supporting our product roadmap within our product-led Engineering organization that services both internal and external customers. This role is ideal for a senior level engineer who has experience leading other team members designing and coding on enterprise level Python applications, and someone who is comfortable breaking down complex problems into iterative deliverables using advancements in AI to ship faster. Additionally, Checkmate is a 100% remote based and globally distributed organization!
On the Checkmate Engineering Team you'll have the opportunity to use cutting edge technologies in an AI-led SDLC environment to lead initiatives that grow, modernize, and scale core parts of our product platform. You'll own features end-to-end, drive architectural improvements, and help elevate the technical bar across the team.
Essential Job Functions
Full Stack Development:
Collaborate with Product, Design, and Engineering teams to design, build, test, deploy, and maintain scalable web applications
Leverage AI coding agents to accelerate product development and defect resolution
Develop and maintain RESTful and/or GraphQL APIs
Develop asynchronous application processing using tools like Sidekiq
Build and maintain responsive, high-performance React.js interfaces and reusable components
Write and optimize SQL queries across PostgreSQL/MySQL databases
Architecture and Design:
Improve application reliability, scalability, and long-term maintainability of large enterprise systems
Create, and collaborate with other engineers on, technical specifications aligned against short term and long term Product roadmaps and enterprise architectural goals
Use APM and observability tools to detect, diagnose, and fix performance bottlenecks
Identify technical debt and drive practical solutions to pay down debt
End-to-End Feature Ownership:
Own features and complex issues from product design through development, deployment, and monitoring.
Participate in all parts of the Product, Design, and Engineering processes building new features together in a collaborative pod-based environment
Interact with our internal customers using your contributions to our software platform in support of our external customers
Leadership Opportunities:
Work with team members to identify, prioritize, and reduce technical debt and improve scalability and performance across the codebase
Participate in architecture and technical design discussions across Product and Engineering
Contribute to peer code reviews, automated testing, CI/CD pipelines, and deployment workflows
Investigate and resolve outages with root-cause analysis and clear follow-up improvements
Mentor junior engineers and promote engineering best practices using AI-led practices
Requirements
Education Requirements
Bachelor's degree in Computer Science, Engineering, or equivalent practical experience
Professional Experience Requirements
8+ years of experience building enterprise level applications using Python.
3+ years working with React.js or a related modern javascript frameworks
3+ years working working within a 30+ team member sized engineering team
3+ years working 100% remote and a desire to continue working remotely
3+ years developing and operating applications on AWS
2+ years developing using AI coding agents including Claude Code or Codex
Technical Skill Requirements
Experience working using Docker locally
Experience running enterprise level production workload apps on AWS
Experience integrating with RESTful and GraphQL APIs
Experience write raw SQL queries in a relational database
Experience building asynchronous background job process across multiple tools/frameworks
Experience with observability tools like Datadog, Sentry, or New Relic
Experience writing automated unit tests having > 60% code coverage
CI/CD development experience creating Github Actions
Experience modernizing legacy Python applications
Team and Work Style Requirements
Experience working in product led engineering organization
Experience working in a multi-team / pod-based engineering team
Works with an accountability and ownership mindset and calls out gaps where they exist
Experience working in high-volume transactional production environments
Exceptional at translating product requirement documents into detailed technical specifications
Work US Eastern Timezone hours between 9am - 5pm ET
or continue with email
Checkmate is a restaurant technology solution provider that has continually evolved over time. We started in 2017 by integrating 3rd party platforms to the POS systems of restaurants. At that time, there were multiple 3rd party platforms like GrubHub, UberEats, DoorDash, Postmates, Caviar, and even Amazon!
This was the photograph that started it all!
We have since then continually evolved to add multiple products to our portfolio, the primary ones being first party ordering solutions like web and app ordering, kiosks and catering. We have now recently moved into three new exciting products: Digital Menu Boards, Phone Ordering AI and Drive thru AI. We form a very core part of the restaurant technology ecosystem, and are continually adding more and more digital solutions for the restaurant brands to increase their sales.
Our revolutionary enterprise menu management system, Everyware, truly unlocks the potential of menus and how it can be customized for each individual digital channel. As you can see, this is a company that continually evolves and adapts and today we are powering digital ordering solutions for some of the largest brands in the world.
We have been called the 'north star of vendors' as we truly believe that technology is just a method by which we service the customers, it does not form the entirety of it. Service is a big component of what we provide to our customers, which is inherently believed by every single team member here. We are doing a lot of exciting things, including application of AI in our products and systems, using experimentation at scale to determine what works for our clients and ML to analyze and productize the massive amount of data we have. Each individual here makes a difference and has a valuable contribution. Key traits here are ownership and drive. Join us if you think you have them.
Checkmate is recruiting for a Senior Full Stack Engineer to join our Engineering team helping to engineer, operate, and grow our unique web-based restaurant-tech SaaS platform using AI technologies. In this role you will partner closely with our Product team and other Engineering team members to drive innovative new features, software improvements, and architectural agility supporting our product roadmap within our product-led Engineering organization that services both internal and external customers. This role is ideal for a senior level engineer who has experience leading other team members designing and coding on enterprise level Python applications, and someone who is comfortable breaking down complex problems into iterative deliverables using advancements in AI to ship faster. Additionally, Checkmate is a 100% remote based and globally distributed organization!
On the Checkmate Engineering Team you'll have the opportunity to use cutting edge technologies in an AI-led SDLC environment to lead initiatives that grow, modernize, and scale core parts of our product platform. You'll own features end-to-end, drive architectural improvements, and help elevate the technical bar across the team.
Essential Job Functions
Full Stack Development:
Collaborate with Product, Design, and Engineering teams to design, build, test, deploy, and maintain scalable web applications
Leverage AI coding agents to accelerate product development and defect resolution
Develop and maintain RESTful and/or GraphQL APIs
Develop asynchronous application processing using tools like Sidekiq
Build and maintain responsive, high-performance React.js interfaces and reusable components
Write and optimize SQL queries across PostgreSQL/MySQL databases
Architecture and Design:
Improve application reliability, scalability, and long-term maintainability of large enterprise systems
Create, and collaborate with other engineers on, technical specifications aligned against short term and long term Product roadmaps and enterprise architectural goals
Use APM and observability tools to detect, diagnose, and fix performance bottlenecks
Identify technical debt and drive practical solutions to pay down debt
End-to-End Feature Ownership:
Own features and complex issues from product design through development, deployment, and monitoring.
Participate in all parts of the Product, Design, and Engineering processes building new features together in a collaborative pod-based environment
Interact with our internal customers using your contributions to our software platform in support of our external customers
Leadership Opportunities:
Work with team members to identify, prioritize, and reduce technical debt and improve scalability and performance across the codebase
Participate in architecture and technical design discussions across Product and Engineering
Contribute to peer code reviews, automated testing, CI/CD pipelines, and deployment workflows
Investigate and resolve outages with root-cause analysis and clear follow-up improvements
Mentor junior engineers and promote engineering best practices using AI-led practices
Requirements
Education Requirements
Bachelor's degree in Computer Science, Engineering, or equivalent practical experience
Professional Experience Requirements
8+ years of experience building enterprise level applications using Python.
3+ years working with React.js or a related modern javascript frameworks
3+ years working working within a 30+ team member sized engineering team
3+ years working 100% remote and a desire to continue working remotely
3+ years developing and operating applications on AWS
2+ years developing using AI coding agents including Claude Code or Codex
Technical Skill Requirements
Experience working using Docker locally
Experience running enterprise level production workload apps on AWS
Experience integrating with RESTful and GraphQL APIs
Experience write raw SQL queries in a relational database
Experience building asynchronous background job process across multiple tools/frameworks
Experience with observability tools like Datadog, Sentry, or New Relic
Experience writing automated unit tests having > 60% code coverage
CI/CD development experience creating Github Actions
Experience modernizing legacy Python applications
Team and Work Style Requirements
Experience working in product led engineering organization
Experience working in a multi-team / pod-based engineering team
Works with an accountability and ownership mindset and calls out gaps where they exist
Experience working in high-volume transactional production environments
Exceptional at translating product requirement documents into detailed technical specifications
Work US Eastern Timezone hours between 9am - 5pm ET
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