Pickle

AI-enabled learning and digital transformation

AILearningPlatform&SystemsLead

Remote CONTRACT Remote Friendly
Market Sentiment
HIGH DEMAND

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

The Brief

“AI Learning Platform & Systems Lead at Pickle. Skills: AI Learning Platforms, Systems Lead, Technical Delivery, Platform Operations. Support platform scalability, reliability, operational performance. Optimize technical environments for AI learning experiences”

What You'll Achieve.

Measurable outcomes; Scalable, reliable, user-friendly systems; Operationally effective AI learning environments; Operational excellence; Successful delivery

Industry & Context.

AI enabled learning and digital transformation
Problems you'll solve

Exceptional problem-solving; Troubleshooting and technical problem-solving capability; Workflow problem-solving

Eligibility Requirements

UK time zone alignment preferred, Approx. 160 hours per month

What They're Looking For.

Must Have

hands-on experience supporting modern cloud-based platforms, systems, or technical environments, Experience working with integrations, workflows, automations, or operational platform tooling, Exposure to AI-enabled products, systems, workflows, or learning environments, understanding of platform reliability, scalability, integrations, and operational resilience, Experience supporting complex technical ecosystems or delivery environments, Comfortable operating in fast-paced, evolving technical environments, troubleshooting and technical problem-solving capability, Excellent stakeholder communication and cross-functional collaboration skills, Ability to bridge technical and operational conversations effectively

Nice to Have

Experience supporting AI-enabled learning, enablement, knowledge, or digital learning platforms, Exposure to workflow automation, platform optimisation, DevOps, or operational tooling initiatives, Experience working alongside learning, instructional design, or enablement teams, Familiarity with learner environments, technical labs, or workflow-driven learning experiences, Consulting, freelance, or transformation programme experience, Experience evaluating scalable operational approaches to AI adoption and enablement, practical technical implementation experience within modern AI-enabled environments

What You'll Do.

Support platform scalability

operational performance

Optimize technical environments for AI learning experiences

operational workflows

Define platform and systems requirements

Contribute to platform optimisation

Support technical troubleshooting

Evaluate technical risks

Establish operational best practices for platform management

Support scalable learner experiences

Contribute to experimentation

continuous improvement

Support technical documentation

implementation planning

How You'll Work.

Team & Collaboration

Collaborate with product, learning, operations, technical teams; Cross-functional collaboration skills; Work closely with product, learning, operations, and technical stakeholders; Work alongside learning, instructional design, or enablement teams; Exposure to multiple projects and delivery teams

Communication Scope

Excellent stakeholder communication; Ability to bridge technical and operational conversations

Process & Methodology

Program management, Complex initiatives, Implementation planning, Transformation programme experience

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)_ We are partnering with an innovative AI-enabled learning and digital transformation business seeking a highly practical AI Learning Platform & Systems Lead to support the technical delivery, scalability, reliability, and optimisation of modern AI-enabled learning environments and platform ecosystems. This role is suited to someone with strong hands-on technical capability who enjoys working across learning systems, AI-enabled workflows, operational tooling, integrations, and platform performance within fast-moving product and enablement environments. This is not a purely enterprise infrastructure or back-end engineering role. We are specifically looking for someone who can combine platform thinking with practical learning delivery needs, ensuring systems, environments, automations, and operational workflows are scalable, reliable, user-friendly, and fit for modern AI learning experiences. Initially, this engagement will begin on a freelance / contract basis, with the potential to evolve into a longer-term opportunity as the wider programme grows. ### The Role You will support the technical operation an

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