[Hiring] AI Learning Systems Specialist - Build / Design @Pickle

Role Description

You will support the design and development of practical AI-enabled learning systems, workflows, and technical learning experiences that help learners understand and apply AI tools in real-world environments. The successful candidate will combine hands-on AI implementation experience with the ability to translate complex concepts into accessible and engaging learner experiences. This is a highly collaborative role requiring someone comfortable operating across experimentation, tooling, workflow design, learning systems, prototyping, QA, and implementation.

Key Responsibilities

• Design and support AI-enabled learning systems and technical learning experiences
• Help shape AI Builder curriculum content, workflows, labs, and learner journeys
• Create and review practical AI exercises, prompts, demos, and workflow examples
• Prototype AI-enabled workflows, automations, copilots, or learning experiences
• Support technical QA and testing across AI learning products and experiences
• Translate complex AI concepts into practical learner-friendly experiences
• Collaborate closely with instructional designers, production teams, and technical stakeholders
• Evaluate emerging AI tools, workflows, and platforms for learning use cases
• Support facilitator guidance, learner enablement materials, and technical documentation
• Contribute to experimentation, iteration, and continuous improvement across AI learning products
• Identify technical risks, usability challenges, and implementation considerations early
• Support scalable and commercially relevant approaches to AI-enabled learning experiences

Qualifications

• Strong hands-on experience using modern AI tools, platforms, or workflows in practice
• Experience building, testing, or implementing AI-enabled workflows, copilots, automations, assistants, or user experiences
• Comfortable working in fast-moving, evolving technical environments
• Ability to explain technical AI concepts clearly to non-technical audiences
• Strong implementation, experimentation, and problem-solving mindset
• Experience supporting technical learning, enablement, education, or product adoption initiatives
• Excellent communication and stakeholder collaboration skills
• Ability to bridge technical and non-technical conversations effectively

Requirements

• Experience within learning technology, developer education, technical training, or AI enablement environments
• Exposure to OpenAI APIs, prompt engineering, workflow automation, or AI agent tooling
• Experience creating labs, sandbox exercises, workshops, walkthroughs, or facilitator-led learning experiences
• Experience collaborating with instructional design or learning production teams
• Consulting, freelance, or transformation programme experience
• Experience evaluating practical enterprise use cases for AI adoption

Benefits

• Flexible remote working environment
• Opportunity to grow into greater project ownership
• Exposure to multiple projects and delivery teams
• Collaborative, fast-paced environment with strong development potential