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.
Role Overview
We are seeking a Senior Analytics Engineer who combines strong data engineering fundamentals with advanced analytical thinking and business acumen.
This role is not just about building pipelines it's about designing the analytical foundation that powers product decisions, experimentation, and machine learning initiatives. You will translate complex restaurant operational and customer behavior data into scalable, reliable, and insight-ready data models that drive measurable business impact.
You will act as a bridge between engineering, analytics, product, and data science ensuring our data platform supports both robust technical systems and high-quality decision-making.
What You'll Own
Business Analytics & Decision Enablement
- Translate ambiguous business questions into structured analytical frameworks
- Develop KPI definitions, metric layers, and standardized reporting logic across teams
- Partner with Product and Growth teams to define success metrics and measurement strategies
- Deliver deep-dive analyses on ordering behavior, churn risk, marketplace performance, and operational efficiency
- Present insights and trade-offs clearly to senior stakeholders and leadership
Experimentation & Advanced Analytics
- Own and scale A/B testing infrastructure, including experiment tracking and evaluation pipelines
- Define best practices for hypothesis testing, power analysis, sequential testing, and causal inference
- Build experimentation dashboards and automated reporting systems
- Partner with Data Science to productionize predictive models and design reusable ML-ready datasets
- Support feature engineering and monitoring for production ML systems
Analytics Engineering & Strategic Technical Leadership
- Design and maintain scalable ELT/ETL workflows that power analytics, experimentation, and ML use cases
- Build and optimize dimensional data models (star schemas, data vault, etc.) to enable self-service analytics
- Create trusted, well-documented datasets for product, finance, operations, and growth teams
- Improve data quality, observability, lineage, and governance across the analytics ecosystem
- Optimize performance across warehouse and transformation layers
- Drive best practices in analytics engineering across the organization
- Influence tooling decisions (Airflow, dbt, Snowflake, Spark, etc.) with scalability and business usability in mind
- Mentor analytics engineers and elevate modeling and measurement standards
- Champion a data-driven culture grounded in experimentation and measurable impact
Requirements
Core Experience
- 7+ years of experience in analytics engineering, data engineering, or advanced analytics roles
- Deep expertise in SQL and modern data modeling techniques
- Strong proficiency in Python (or similar) for data transformation, statistical analysis, and ML integration
- Experience working with modern data stack tools (e.g., Airflow, dbt, Snowflake, BigQuery, Redshift, Spark)
- Proven experience building scalable data warehouse environments
Analytical & Business Expertise
- Strong understanding of statistics, hypothesis testing, and causal inference
- Experience designing and operating A/B testing frameworks
- Ability to define metrics, KPIs, and experimentation standards across teams
- Experience supporting production ML workflows or predictive modeling initiatives
- Strong systems thinking with the ability to connect technical decisions to business outcomes
Preferred Experience
- Experience in restaurant technology, POS systems, or digital ordering platforms
- Exposure to customer lifecycle analytics, marketplace analytics, or growth experimentation
- Familiarity with real-time data pipelines (e.g., Kafka or similar)
- Experience mentoring engineers or leading cross-functional initiatives
Why This Role is Unique
- You'll shape the analytical backbone of a fast-scaling product ecosystem
- Your work will directly influence revenue, product strategy, and customer experience
- You'll operate at the intersection of engineering rigor and business decision-making
- You'll help build experimentation and ML systems that power millions of restaurant transactions daily
