You will be a strategic partner to product, engineering, and trust and safety teams, responsible for defining evaluation frameworks, leading experiments (A/B, quasi-experiments, etc.), and turning offline and live model performance into product improvements. This role requires a strong track record in startup-style experimentation (moving quickly with scrappy but rigorous methods) and product experimentation at scale. The ideal candidate will also bring proven experience in leading and managing teams to deliver high-impact data science work.
100% remote
Salary Range $120,000 - $260,000
Essential Job Functions
● Lead end-to-end experimentation: hypothesis generation, metric design, experiment design (A/B, multivariate, sequential, etc.), analysis, and interpretation.
● Build and maintain evaluation frameworks for LLMs: correctness, consistency, safety, hallucination detection, bias/fairness, etc.
● Develop predictive models, classification/ranking systems, and heuristics to improve product features related to AI/language generation.
● Collaborate with prompt engineers & model builders to test prompt strategies, fine-tuning, or model selection; work on failure modes/error analysis.
● Automate experiment pipelines: dashboards, monitoring, alerting, instrumentation. Ensure data quality & measurement integrity.
● Use causal inference / observational studies when randomized experiments are not feasible.
● Present findings and recommendations to both technical and non-technical leadership; influence roadmap decisions.
● Drive experimentation in startup-like environments: rapid iteration, learning from limited data, and balancing speed with rigor.
● Shape large-scale product experimentation: define frameworks for experimentation at scale and integrate results into product strategy.
● Lead and mentor teams of data scientists, analysts, and engineers; set best practices for experiment design and AI product evaluation.
Requirements
Preferred Qualifications
Benefits
Checkmate empowers enterprise restaurant brands with powerful ordering solutions and hands-on support. Our scalable technology enables restaurants to drive sales across channels, including custom websites, apps, kiosks, catering, third-party marketplaces, voice AI, and more. With seamless integrations, smarter analytics, and 24/7 service, Checkmate helps brands conquer their digital goals. Restaurants can launch unique ordering experiences, centrally manage menus, recapture revenue, leverage customer data, and continually adapt with new integrations.We believe a thoughtful blend of technology and hands-on support leads to better restaurant outcomes. Our vision is to provide this combination of software and service to every brand so they can scale their digital business with less effort. Looking ahead, our team is not only focused on solving today's problems but on anticipating and addressing tomorrow's challenges. Through our partnership with restaurants, we aim to help expand their digital footprint and build stronger connections with their customers.
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