17m ago
New

AI Agent Evaluation Engineer

CanadaCanadaRemote
Other
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Quick Summary

Key Responsibilities

Evaluation Design & Quality Definition Define and maintain the evaluation rubric for the agent across three axes: adherence (did it follow its design, call the right tools, respect guardrails),

Technical Tools
Other

Cresta unlocks the true potential of the customer experience, turning every conversation into a competitive advantage. Cresta’s unified AI platform combines conversational AI agents, real-time human agent augmentation, and comprehensive conversation intelligence to drive revenue and efficiency gains across every channel. The world’s leading companies, including United Airlines, Cox Communications, and Marriott, use Cresta to power world-class customer experiences every day. 

Born from the Stanford AI Lab, Cresta has raised more than $270 million from the world’s leading investors, including a16z, Greylock, and Sequoia. Cresta’s leadership includes some of the leading minds in AI today. Our CEO, Ping Wu, founded and led Google's Contact Center AI and Vertex AI platforms before joining Cresta to build the future of AI-driven customer experiences.

Over the next few years, AI is going to redefine how people all over the world interact with businesses every day. Come build that future at Cresta.

About the Role

~1 min read
Cresta’s AI Receptionist answers the phone for small businesses that would otherwise miss the call. It handles millions of conversations a month today, making sure no call goes unanswered and helping owners complete the front-office tasks that keep their business running, and it does so across hundreds of customers. Whether those conversations are actually good is the single most important question in the business, and it deserves a full-time owner. That’s you.
 
As our first AI Agent Evaluation Engineer, you define what quality means for every agent we run, you build the systems that measure it across every conversation, and you are the person the company trusts when the question is “how good is it, really?”
 
The work combines hands-on conversation analysis, rigorous evaluation design, and engineering execution: reading and annotating real conversations to learn how the agent actually fails, building the automated evaluation systems (LLM-based judges, golden sets, regression suites) that measure those failures at scale, and keeping those systems honest by calibrating them against human judgment. Fixing what you find is welcome but not the core of the job; an accurate, prioritized picture of agent quality is.

Responsibilities

~1 min read

We highly value your time and engineering craftsmanship. To ensure a streamlined and objective process, the first step for qualified applicants following an initial resume review is a self-paced CoderPad technical assessment. This allows you to showcase your practical coding and problem-solving skills in a real-world environment before moving into conversational interview rounds.

What We Offer

~2 min read

We offer a comprehensive and people-first benefits package to support you at work and in life:

✓Comprehensive medical, dental, and vision coverage with plans to fit you and your family
✓Flexible PTO to take the time you need, when you need it
✓Paid parental leave for all new parents welcoming a new child
✓Retirement savings plan to help you plan for the future
✓Remote work setup budget to help you create a productive home office
✓Monthly wellness and communication stipend to keep you connected and balanced
✓In-office meal program and commuter benefits provided for onsite employees

Location & Eligibility

Where is the job
Canada
Remote within one country
Who can apply
CA

About this job

Who can apply
Canada
Posted
Today
Employer
has 93 open jobs on Jobera in 9 countries.

Listing Details

Posted
November 12, 2026
First seen
November 12, 2026
Last seen
November 12, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
68%
Scored at
November 12, 2026

Signal breakdown

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AI Agent Evaluation Engineer