Pickle

Digital Learning and Transformation

AILearningSystemsSpecialist-Build/Design(Fixed-TermContract-Remote)

Remote CONTRACT Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“AI Learning Systems Specialist - Build / Design (Fixed-Term Contract - Remote) at Pickle. Skills: AI Learning Systems, AI Implementation, Workflow Design. Design AI-enabled learning systems. Support AI-enabled learning systems”

What You'll Achieve.

Measurable outcomes; Successful delivery

Industry & Context.

Digital Learning and Transformation
Problems you'll solve

Problem-solving; Problem-solving mindset; Turning complexity into clarity; Turning challenges into opportunities

Eligibility Requirements

UK time zone alignment preferred

What They're Looking For.

Must Have

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, 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

Nice to Have

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, AI workflows, copilots, automations, or AI-enabled experiences you have personally built or implemented, Examples of practical AI experimentation or enablement work, Any hands-on experience with OpenAI APIs, prompt engineering, workflow automation, or AI tooling, Experience creating technical learning experiences such as labs, walkthroughs, exercises, or workshops

What You'll Do.

Design AI-enabled learning systems

Support AI-enabled learning systems

Shape AI Builder curriculum content

Create practical AI exercises

Review practical AI exercises

Prototype AI-enabled workflows

Support testing across AI learning products

Translate complex AI concepts

Evaluate emerging AI tools

Support facilitator guidance

Support learner enablement materials

Support technical documentation

Contribute to experimentation

Contribute to iteration

Contribute to continuous improvement

Identify technical risks

Identify usability challenges

Identify implementation considerations

Support scalable approaches

Support commercially relevant approaches

How You'll Work.

Team & Collaboration

Collaborate closely with instructional designers; Collaborate closely with production teams; Collaborate closely with technical stakeholders; Collaborate with product teams; Collaborate with instructional design teams; Collaborate with learning production teams; Collaborate with operations teams; Collaborate with technical stakeholders

Communication Scope

Explain technical AI concepts clearly; Bridge technical and non-technical conversations

Process & Methodology

Program management, Transformation programme

Full Job Description

### About us At our organisation, we redefine executive and business support through exceptional problem-solving, proactive execution, and advanced integration of technology and AI. We partner with purpose-led leaders who value strategic collaborators capable of swiftly turning complexity into clarity and challenges into opportunities. You are highly tech-savvy and naturally leverage tools, including AI, to design, deliver, and scale impactful programs. Whether your background is in program management, operations, product, or enablement, you excel at driving clarity, alignment, and measurable outcomes across complex initiatives. Join a culture that prioritises clarity, practical innovation, and the seamless integration of human intuition with technology and AI-driven efficiency. ### About our client and the role _Freelance / Contract | Remote (UK Time Zone Preferred)_ ### About our client and the role We are partnering with an innovative digital learning and transformation business developing practical AI learning experiences, workflows, and enablement programmes for modern organisations. We are seeking a highly practical, hands-on AI Learning Systems Specialist to help design, build, and support technically credible AI-enabled learning experiences, workflows, and user journeys. This is not a purely strategic AI consulting role. We are specifically looking for someone who actively builds, experiments with, and implements AI tools, workflows, copilots, automations, or AI-enabled experiences in practice. The ideal candidate combines technical capability with strong problem-solving skills and a passion for making AI understandable, practical, and usable for learners. You will work closely with product, instructional design, operations, and production teams to help shape scalable AI learning products, technical walkthroughs, labs, exercises, and workflow-driven learning experiences. This role would suit someone from AI enablement, developer education, technical learning

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