AI Trainer
$124k - $186k per yearOkta
Secure Every Identity, from AI to Human
Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence. This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.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
P23818_3257294
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: .
The annual base salary range for this position for candidates located in Canada is between: $124,000—$186,000 CADThe Okta Experience
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.
Okta is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, ancestry, marital status, age, physical or mental disability, or status as a protected veteran. We also consider for employment qualified applicants with arrest and convictions records, consistent with applicable laws. If reasonable accommodation is needed to complete any part of the job application, interview process, or onboarding please use this Form to request an accommodation. Notice for New York City Applicants & Employees: Okta may use Automated Employment Decision Tools (AEDT), as defined by New York City Local Law 144, that use artificial intelligence, machine learning, or other automated processes to assist in our recruitment and hiring process. In accordance with NYC Local Law 144, if you are an applicant or employee residing in New York City, please click here to view our full NYC AEDT Notice.$45 per hour
...About the job Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark , General Catalyst , Peter Thiel , Adam D'Angelo , Larry Summers , and Jack Dorsey . Position...SuggestedFull timeContract workSummer workRemote work$100 - $180 per hour
...fully remote position open to candidates based in Canada. Pay: $100$180/hr Role Title: AI trainer Role Type: Contractor Location: Remote We are engaging AI trainers to contribute to a customers project focused on advancing artificial intelligence this role...SuggestedFull timeFor contractorsRemote work$50 - $90 per hour
...candidates based in Canada. Pay: $50$90/hr Role Title: Senior AI Trainer Role Type: Contractor Remote Location: Northern America Latin America Europe UK Oceania. We are engaging Senior AI Trainers to collaborate on a customer-driven project enhancing AI system...SuggestedFull timeFor contractorsRemote work- ...Senior AI Trainer Role Type: Contractor Remote Location: North America Latin America Europe UK Oceania Were seeking Senior AI Trainers to support a customer project focused on improving AI systems through expert-level video annotation and data labeling. Youll...SuggestedFull timeFor contractorsRemote work
$76.87k - $79.17k per year
...facilitated discussions. Job Summary The Learning Specialist & Trainer, Your Health Space (YHS) is responsible for any existing and... ...@ontario.cmha.ca We do not use artificial intelligence (AI) tools to screen, assess or select applicants at any stage of the...SuggestedLong term contractFull timeTemporary workFixed term contractInternshipWork at officeRemote workNight shift$30 per hour
...This is a project-based opportunity on an AI training platform. No fixed hours, no commitment beyond what fits your schedule. You talk, you get paid. About the Role We're looking for bilingual speakers to record short, casual voice clips where they naturally mix English...Casual workFreelanceFlexible hours- ...statement of work), advise on the work required to meet those commitments, work with the People team and project leadership to staff trainers to scope and budget, and make sure the required content is available. You create and tailor project content unless that work can be delegated...Contract work
$150k - $160k per year
...Requisition Number: 105712 AI Engineer Location You will have the flexibility to work fully remotely. Insight at a Glance ~14,000+ engaged teammates globally ~$8.2 billion in revenue in 2025 ~ Certified as a Great Place to Work in 9 Countries in 2025 ~ Fortune...Full timeLocal areaRemote work$30 per hour
...About the job Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark , General Catalyst , Peter Thiel , Adam D'Angelo , Larry Summers , and Jack Dorsey . Position...Remote jobContract workSummer workImmediate startusd20 per hour
...What if your knowledge French languagecould help improve the AI. WHAT YOU'LL DO Review, evaluate, and validate AI-generated content and data according to project guidelines. Compare AI-generated outputs and identify the most accurate, relevant, or high...Remote jobHourly payFreelanceWork at office- ...'s most ambitious consumer and entertainment brands. We bring together deep domain expertise across Retail, CPG, Sports, and Media with AI-native delivery capability, designing and delivering agentic solutions that turn CX vision into commercial reality. We are the partner of...Full timeWork at officeRemote workFlexible hours
- ...Description Role Overview The AI Lead is responsible for identifying, building, validating, and scaling AI-powered product solutions that drive real customer and business outcomes. This role is hands-on and AI-first. An AI Lead does not operate through documents...Full time
- ...Location: Toronto or Montreal. A leading North American financial institution is seeking an AI Developer to build software solutions that incorporate artificial intelligence and machine learning capabilities. The successful candidate will work with product, data,...Full time
$135k - $210k per year
...Overview: Guidepoint seeks an experienced AI Engineer as an integral member of the Toronto-based AI team. The Toronto Technology Hub serves as the base of our Data/AI/ML team, dedicated to building a modern data infrastructure for advanced analytics and the development...Full timeWorldwide- ...to our commitment to excellence. To learn more about our organization, please visit About the Role SJC Media is building the AI layer for its Digital Operations. As the founding Software Engineer, Applied AI, you own that layer end-to-end: from agentic workflows,...Full timeFlexible hours
$180k - $260k per year
...Full-time | Hybrid | Toronto | $180K–$260K About the Role We’re looking for a AI Deployment Engineer with 3–6 years of experience to work closely with portfolio businesses, understand their operational challenges, and build production-grade AI and agentic solutions...Long term contractFull timeTemporary workWork at office2 days per week3 days per week- ...workforce and workflow intelligence platform that helps teams understand and improve how work gets done. A key part of that vision is Reflow AI, agentic, automation-focused intelligence that adapts to how people actually work. We’re looking for an AI developer who can experiment...Full timePart timeFlexible hours
- ...best work alongside a great team in a high-growth environment, FacilityOS is the place to build your career. About the Role The AI Engineer reports to the VP of Engineering and serves as FacilityOS's hands-on technical anchor for AI agent development. This role sits...Full timeWork at office
$70k - $85k per year
...innovation, and operational execution to deliver transformative results. Make an impact with our Digital Solutions team as a Consultant, AI Adoption & Enablement, helping client teams change the way they work with Microsoft 365 Copilot and AI agents. This is an enablement-...Full timeWork at officeImmediate startRemote workFlexible hours- ...Autodesk had design and make. Operate is the phase that tells you what actually happened, and it is ours. We’re looking for a Senior AI Platform Developer to build the shared systems that enable teams across MaintainX to ship AI-powered products reliably at scale. You...Full time
- ...products, automotive, industrial automation, professional sports and entertainment, life sciences, ecommerce, and education. Job Title: AI Engineer Type: Hybrid Location: Mississauga, ON Project Overview: We are seeking a skilled AI Engineer to contribute to a...Full timeRemote work
$90k per year
...with their customers, we empower businesses to elevate every interaction to new heights. Our cutting-edge cloud platform, coupled with AI-driven analytics tools, unlocks the true essence of customer sentiment, turning data into actionable insights with lightning speed. Calabrio...Full timeFlexible hours- ...Join Pigment: Transforming Business Planning and Performance with AI Founded in 2019, Pigment stands out as one of the fastest-growing SaaS companies globally, redefining business planning and performance with our AI-powered platform. We empower organizations across diverse...Full timeImmediate start
$120k - $130k per year
...professionals list Caseware as a skill on their LinkedIn profiles! We are looking for a Product Manager to own the development of AI capabilities within the Caseware platform. You will work closely with engineering, domain experts, and external partner firms to define...Full timeWork at officeRemote workFlexible hours3 days per week$110k - $140k per year
...Greenlight helps organizations solve complex business challenges through intelligent automation, agentic AI, and custom technology solutions. Our teams work directly with clients to understand their operations, identify opportunities, and rapidly build solutions that create...Full timeWork at office$80k - $105k per year
...Description ABOUT THE ROLE As an AI Adoption Specialist, you will play a pivotal role in helping law firms unlock the full potential of LEAP’s AI-powered solutions. Acting as a trusted advisor and strategic partner, you will guide clients throughout their journey—from...Long term contractFull timeWork at officeWork from home- ...seller; you are a builder. You are energized by the idea of helping innovative companies raise capital online, and you are fascinated by how AI and automation can supercharge the sales process to do it efficiently. You thrive in a fast-moving environment where speed matters...Full time
- ...collaboration with other disciplines - all foundational ingredients in successful digital experiences and client partnerships. As an AI / Agent Engineer — an “AI Builder” — you will join a highly motivated and experienced team at the core of every pod, building and evolving...Full timeImmediate start
$190k - $220k per year
...opportunity, design the future-state process, build it, and keep it running. That's this role. You'll embed directly with the cross functional AI team as a dedicated AI engineer. Your job isn't to write code faster with AI. It's to fundamentally redesign how work gets done. You'll...Hourly payFull timeFlexible hoursShift work$170k - $180k per year
...driven by a motivating purpose. Here, you’ll do work that changes lives—including your own. The role We're looking for a Staff AI Engineer to help our engineering teams build, evaluate, and scale AI features across the product — and set the bar for what great looks...Full timeSecond job
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to AI Trainer. Be the first to apply!

