AI Evaluation Engineer

About Dialpad Dialpad is the AI platform for customer experience, built to resolve customer problems in real time across voice and digital. Our AI agents learn from your best human agents and improve with every interaction, helping organizations understand their customers, deliver better experiences, increase operational efficiencies, and build a lasting competitive advantage. Unlike legacy systems built to route and answer, or standalone agentic bot vendors built to deflect, Dialpad was built to resolve. Our AI agents and human agents operate on a single platform with shared context, allowing Agentic AI to resolve issues, advance deals, and eliminate busywork through automation while seamlessly handing conversations to humans when needed, with full context preserved. Market-leading brands, including Randstad, Motorola Solutions, Netflix, the San Diego Padres, the Colorado Rockies Baseball Club, and Cal Athletics, trust Dialpad. Dialpad is backed by Andreessen Horowitz, GV, ICONIQ Capital, and T-Mobile. Being a Dialer At Dialpad, AI isn’t just a feature; it’s how our teams do their best work every day. We put powerful AI tools in every employee’s hands so they can move faster, think bigger, and achieve more. We believe every conversation matters. And we’ve built the platform that turns those conversations into insight and action, for our customers and ourselves. We look for people who are intensely curious and hold themselves to a high bar. Our ambition is significant, and achieving it requires a team that operates at the highest level. We seek individuals who embody our core traits: Scrappy, Curious, Optimistic, Persistent, and Empathetic. Your role As an AI Evaluation Engineer, you'll be an integral part of our AI Evaluation team, owning evaluation coverage for Dialpad's Agentic AI systems alongside our existing evaluation lead. A key focus will be co-owning LLM-judge metric development and calibration, scenario and benchmark dataset curation, and structured error analysis to support release-readiness decisions for our agentic voice and chat solutions. This position reports to the manager of the AI Evaluation team and has the opportunity to be based in our Vancouver office. What you’ll do You will design and execute validation strategies for agentic, NLP, and speech workflows across staging, beta, and release candidates. You will build, run, and improve regression evaluations, A/B comparisons, and red teaming analyses to determine whether product and model changes are ready to move forward. You will co-own LLM-judge metric development, calibration, and prompt refinement across evaluation dimensions. You will create, configure, and monitor data annotation jobs to keep evaluation and calibration datasets fed on schedule. You will develop and maintain QA tooling, notebooks, and pipeline components that make recurring evaluations scalable and reusable across teams. You will investigate bugs, triage issues, and decide whether problems should become engineering escalations, test set additions, or follow-up analysis. You will collaborate with cross-functional teams, including applied science, engineering, and Product QA. Skills you’ll bring Bachelor's or Master's degree in Computer Science, Software Engineering, Computational Linguistics, or a related field. 3+ years of experience in QA, test engineering, model evaluation, or applied ML quality for AI-driven products. Experience designing structured test strategies across manual and automated workflows. Comfort working with complex AI systems such as speech, NLP, LLM, or agentic products. Experience working with evaluation datasets, gold sets, adversarial test sets, or benchmark creation for AI systems. Strong analytical skills for investigating failures, comparing outputs, and identifying actionable quality patterns. Experience collaborating with cross-functional technical teams and communicating clearly through documentation and reporting. For exceptional talent based in Ontario, Canada the target base salary range for this position is posted below. Our salary ranges are determined by role, level, and location. The range displayed on each job posting reflects the target range for new hire salaries for the position. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific salary range for your preferred location during the hiring process. Please note that the compensation details listed in Ontario role postings reflect the base salary only, and do not include bonus, equity, or benefits. Ontario Salary Range $104,000—$119,750 CAD Why Join Dialpad Work at the center of the AI transformation in business communications Build and ship agentic AI products that are redefining how companies operate Join a team where AI amplifies every employee’s impact Competitive salary, comprehensive benefits, and real opportunities for growth We believe in investing in our people. Dialpad offers competitive benefits and perks, cutting-edge AI tools, and a robust training program that help you reach your full potential. We have designed our offices to be inclusive, offering a vibrant environment to cultivate collaboration and connection. Our exceptional culture, repeatedly recognized as a Great Place to Work, ensures that every employee feels valued and empowered to contribute to our collective success. Don’t meet every single requirement? If you’re excited about this role and possess the fundamental traits, drive, and strong ambition we seek, but your experience doesn’t meet every qualification, we encourage you to apply. Dialpad is an equal-opportunity employer. We are dedicated to creating a community of inclusion and an environment free from discrimination or harassment.