6 days ago

AI Trainer

Okta

On Site
Full Time
$120,000
Chicago, IL

Job Overview

Job TitleAI Trainer
Job TypeFull Time
CategoryCommerce
Experience5 Years
DegreeMaster
Offered Salary$120,000
LocationChicago, IL

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Job Description

Get to know Okta

Okta is The World’s Identity Company. We free everyone to safely use any technology, anywhere, on any device or app. Our flexible and neutral products, Okta Platform and Auth0 Platform, provide secure access, authentication, and automation, placing identity at the core of business security and growth.

At Okta, we celebrate a variety of perspectives and experiences. We are not looking for someone who checks every single box - we’re looking for lifelong learners and people who can make us better with their unique experiences.

Join our team! We’re building a world where Identity belongs to you.

The Team

You'll be joining our Okta Customer Acceleration organization, a high-impact team focused on defining and optimizing the self-service journey for our customers across Knowledge, Online Support, and Communities. Our mission is to transform the customer experience by enabling efficient, accurate, and engaging self-service solutions.

The Opportunity

We're looking for an experienced AI Trainer and Optimization Analyst to take full ownership of our customer support agentic experiences. This is a critical specialist role that offers the chance to directly influence millions of customer interactions annually.

You will act as the primary expert on the AI agent's performance, applying a strategic mindset to continuously analyze conversational data and leverage analytics to enhance the bot's ability. You will be responsible for:

  • Implementing prompt engineering best practices.
  • Ensuring the agent provides accurate, efficient, and on-brand support.
  • Managing the bot's tone and ethical guardrails to prevent hallucination and incorrect assumptions.
  • "Thinking bigger" to bring new, strategic ideas for leveraging the agentic experience for maximum customer impact.

What You’ll Be Doing

As an AI Trainer, you will be the dedicated owner of the AI agent's conversational experience:

  • Own Conversational Quality & Tone: Act as the primary owner for the AI agent's output, managing the content, tone, and ethical guardrails to ensure responses are accurate, on-brand, and avoid inappropriate or incorrect assumptions and "hallucination."
  • Prompt Engineering & Training: Develop, test, and deploy advanced prompt engineering techniques, training materials, and conversational flows to enhance the AI agent's accuracy, intent recognition, and overall effectiveness.
  • Performance Analysis & Optimization: Proactively monitor and analyze AI agent performance metrics, including deflection rates, resolution rates, and customer satisfaction (CSAT) scores, translating data into actionable training and optimization plans.
  • Gap Identification & Remediation: Review and categorize high-volume AI conversations to identify new customer intents, common misclassifications, and critical content gaps in the knowledge base that require remediation.
  • Strategic Collaboration: Work closely with the Content, Knowledge, and Customer Experience teams to understand common customer issues and translate those insights into strategic AI training plans, focusing on high-ticket volume areas.
  • Continuous Improvement: Maintain and update conversation scripts to reflect product and policy changes, and continuously identify and report on agent bugs, system gaps, and areas for potential escalation.
  • Thought Leadership: Stay current with the latest trends and technologies in conversational AI, machine learning, and prompt engineering, bringing new ideas and strategic proposals to the table.

What You’ll Bring To The Role

We are looking for a specialist who can operate with strong independence and act as a domain expert.

  • Deep Conversational AI Experience: Proven experience in a role involving AI training, prompt engineering, Natural Language Processing (NLP), or conversational design, specifically for customer support or enterprise service systems.
  • Analytical Rigor: Strong analytical skills with a proven ability to interpret large sets of conversational data and performance metrics to draw meaningful, actionable insights for AI training and system tuning.
  • Platform Proficiency: Familiarity with major AI conversational platforms (e.g., Dialogflow, IBM Watson, Rasa, or similar enterprise-level tools).
  • Technical Communication: Excellent written communication skills, with a keen eye for detail and the ability to write clear, concise, and helpful responses that maintain a professional tone.
  • Ecosystem Understanding: Ability to understand the broader online customer support ecosystem, ensuring an integrated and seamless omnichannel experience when handing off between the bot and human agents.
  • Strategic Mindset: A proactive, problem-solving approach with the ability to "think bigger" and bring new, strategic ideas for leveraging the agentic experience for maximum customer impact.

What you can look forward to as a Full-Time Okta employee!

Okta cultivates a dynamic work environment, providing the best tools, technology and benefits to empower our employees to work productively in a setting that best and uniquely suits their needs. Each organization is unique in the degree of flexibility and mobility in which they work so that all employees are enabled to be their most creative and successful versions of themselves, regardless of where they live. Some roles may require travel to one of our office locations for in-person onboarding.

Key skills/competency

  • Conversational AI
  • Prompt Engineering
  • Natural Language Processing (NLP)
  • Data Analysis
  • Customer Support AI
  • Ethical AI
  • Machine Learning
  • AI Optimization
  • Content Management
  • Strategic Planning

Tags:

AI Trainer
Conversational AI
NLP Engineer
Prompt Engineer
AI training
prompt engineering
conversational design
data analysis
optimization
customer support
ethical AI
strategic planning
Dialogflow
IBM Watson
Rasa
machine learning
analytics platforms
knowledge base systems

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How to Get Hired at Okta

  • Research Okta's culture: Study their mission, values, recent news, and employee testimonials on LinkedIn and Glassdoor.
  • Tailor your resume: Customize your resume to highlight experience in AI training, NLP, and conversational design, using keywords from the AI Trainer job description.
  • Showcase analytical skills: Be prepared to discuss interpreting conversational data and optimizing AI agent performance during interviews.
  • Demonstrate platform proficiency: Highlight your familiarity with major AI conversational platforms (e.g., Dialogflow, IBM Watson, Rasa).
  • Emphasize strategic thinking: Articulate how you would leverage AI agentic experiences for maximum customer impact at Okta.

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