Okta

AI Trainer

Okta$124K — $186K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Deep experience in conversational AI, prompt engineering, or NLP for customer support systems.
  • Strong analytical skills to interpret and derive insights from conversational data.
  • Familiarity with top AI conversational platforms like Dialogflow or IBM Watson.
  • Excellent written communication skills with attention to detail.
  • Understanding of the online customer support ecosystem for seamless service integration.
  • Proactive and strategic mindset to propose innovative AI solutions.

Responsibilities

  • Own the AI agent's conversational quality and ethical tone.
  • Develop and implement advanced prompt engineering techniques and materials.
  • Monitor and analyze AI performance metrics to drive improvements.
  • Identify gaps in AI conversations and recommend content enhancements.
  • Collaborate with various teams to align AI training with common customer issues.
  • Maintain updated conversation scripts reflecting product policies.
  • Stay informed on trends in AI and propose strategic improvements.

Benefits

  • Health, dental, and vision insurance.
  • RRSP with a match.
  • Healthcare spending account.
  • Telemedicine services.
  • Paid leave including PTO and parental leave.
  • Access to a global community and an immersive onboarding experience.
Full Job Description
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

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.

#LI-Hybrid



Below is the annual salary range for candidates located in Canada. Your actual salary will depend on factors such as your skills, qualifications, and experience. In addition, Okta offers equity (where applicable), bonus, and benefits, including health, dental, and vision insurance, RRSP with a match, healthcare spending, telemedicine, and paid leave (including PTO and parental leave) in accordance with our applicable plans and policies. To learn more about our Total Rewards program, please visit: https://rewards.okta.com/can.

The annual base salary range for this position for candidates located in Canada is between:

$124,000-$186,000 CAD

The Okta Experience
  • Supporting Your Well-Being
  • Driving Social Impact
  • Developing Talent and Fostering Connection + Community

We are intentional about connection. Our global community, spanning over 20 offices worldwide, is united by a drive to innovate. Your journey begins with an immersive, in-person onboarding experience designed to accelerate your impact and connect you to our mission and team from day one.

About Okta

Okta is a leading provider of identity and access management solutions for enterprises. The company's cloud-based platform enables organizations to securely connect people and technology, providing secure access to applications and data from any device, anywhere, at any time. Okta's solutions are used by thousands of organizations worldwide, including many Fortune 500 companies. The company was founded in 2009 and is headquartered in San Francisco, California. Okta is committed to providing innovative solutions that help organizations stay secure and productive in today's digital world.
Learn more about Okta
Size
5,342 employees
Market Cap
$10.5 billion
Industry
Net Income
-$266.3 million
Founded
2009
5 Year Trend
+51.9%
Revenue
$835.4 million
NASDAQ

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