Learning Technology and AI Innovation Lead (11-12-month Fixed-term/Remote)

ABOUT GENERATION:

At Generation, we believe in the power of employment to change lives. We are a global nonprofit organization that supports adults to achieve economic mobility through employment. Generation trains and places adult learners of all ages into careers that are otherwise inaccessible, working in partnership with governments, employers, and other system actors. We also conduct original research and share data insights on high-priority global workforce transition topics to inform decision-making by workforce system stakeholders. Launched in 2015, Generation comprises a global hub (Generation You Employed, or GYE) and a network of in-country affiliates. To date, the network has 150,000+ graduates and 23,000+ employers across 50 professions and 17 countries.

When learners join Generation, 91% are unemployed, of which nearly half are long-term unemployed.  Three months after completing our program, graduates have a 78% job placement rate, rising to 88% within six months. Of our employed graduates, 79% are hired by repeat employers who have previously hired Generation graduates, and 89% are in jobs directly related to the profession for which we have trained them. Employed graduates immediately earn an average of 3-4X their previous earnings.  Two to five years after graduation, 77% of our alumni from upper-middle income countries continue to meet their daily financial needs and 63% can save for the future. To date, Generation’s global graduates have earned more than $1.9 billion in wages. Generation graduates typically have a secondary school background, 52% are female, 28% have dependents, and the majority identify with underrepresented communities in their country.

Position Overview:

The Learning Technology & AI Innovation Lead drives the exploration, development, and implementation of technology-enabled learning solutions across Generation's global learning ecosystem. The role combines responsibility for identifying emerging opportunities in AI, rapidly developing and testing prototypes, and translating successful concepts into scalable solutions in partnership with the Digital Team. The Lead also oversees the continuous improvement and integration of Generation's existing AI-enabled learning tools, ensuring they are effectively embedded within the learning experience and aligned with evolving learner, instructor, and organizational needs. Acting as a bridge between Curriculum & Instruction, Online Learning, and Digital functions, the Lead ensures technology investments are grounded in sound pedagogy, operational feasibility, and learner impact.
 

Location:

This role is remote, with preference given to candidates based in Chile.

Generation is an equal opportunity employer and actively encourages applications from people of all backgrounds.

Key Accountabilities & Responsibilities:

AI Innovation & Experimentation

• Design, develop, and test prototypes, proofs of concept, and minimum viable products to validate emerging ideas and use cases.
• Lead experimentation cycles, gathering evidence and insights to inform decisions on scaling, refinement, or discontinuation.

• Partner with the Online Learning Leads to prepare successful prototypes and AI solutions for pilot implementation, ensuring learning objectives, technical requirements, and success measures are clearly defined.
• Analyze pilot outcomes and user feedback to identify opportunities for refinement, scaling, or further development.

• Monitor developments in AI and learning technology to identify opportunities that strengthen learner outcomes, instructor effectiveness, and operational efficiency.
• Maintain and prioritize a portfolio of AI innovation initiatives aligned with team and organizational priorities.
• Support the ongoing evolution and effectiveness of the AI Agent for Canvas Builder workstream and other AI-enabled learning experiences.

AI & Learning Tool Portfolio Management

• Oversee Generation's portfolio of AI-enabled learning tools, ensuring they continue to meet the needs of learners, instructors, and program teams.
• Identify opportunities to enhance, optimize, and better connect existing tools across the learning ecosystem.
• Lead efforts to enhance the integration of AI-enabled learning tools within Canvas and the wider learner journey, improving usability, adoption, and impact.
• Use user feedback, operational data, and learning insights to inform tool enhancements and future investment decisions.
• Support the ongoing development and evolution of Generation's AI Learning Layer, ensuring new tools and capabilities align with learner, instructor, and organizational needs.
• Support the drive of adoption and effective use of AI-enabled learning technologies through stakeholder engagement, training, and continuous improvement initiatives.
• Manage the Learning Technology & AI Specialist role, providing leadership on priorities, technical delivery, prototyping, integrations, and professional development.

Product Scoping & Technical Translation

• Act as the primary bridge between C&I, Online Learning, Product, and Digital teams, as well as with external technology partners.
• Translate learning, instructional, and operational challenges into clear product requirements, technical specifications, and implementation plans.
• Develop business cases, scoping documents, and requirements that support effective technology development and deployment.
• Serve as a technical thought partner to the Partnerships Team as they procure AI-based grants, helping evaluate feasibility, risks, trade-offs, and opportunities.
• Provide technical expertise and solution-design support to wider C&I initiatives, including grant-funded projects, train-the-trainer initiatives, and other strategic learning priorities.
• Communicate product vision, user needs, and success criteria clearly to technical and non-technical stakeholders throughout the development lifecycle.

Learning Systems Integration & Implementation

• Support the integration of AI-enabled solutions and emerging technologies into Generation's learning ecosystem, including Canvas and related learning platforms.
• Partner with the Digital Team to support implementation, testing, deployment, and ongoing refinement of new solutions.
• Ensure technology solutions align with learning objectives, user needs, and pedagogical best practices.
• Evaluate the impact of implemented solutions and identify opportunities for further enhancement and scale.

Required Experience And Skills:

Required

• Minimum 5 years' experience working with learning technologies, digital products, EdTech platforms, or technology-enabled learning solutions, including responsibility for platform configuration, integrations, automations, or technical implementation.
• Minimum 5 years' experience leading technology implementations, product enhancements, integrations, automations, or digital transformation initiatives, working closely with software engineers, developers, or other technical specialists.
• Experience working with AI technologies and large language model (LLM)-based tools in learning, education, workforce development, or product environments.
• Experience building prototypes, proofs of concept, or MVPs using no-code, low-code, AI-assisted, or lightweight development approaches.
• Experience configuring and integrating third-party platforms, AI tools, and SaaS products.
• Familiarity with APIs, authentication methods, databases, data structures, and automation platforms (e.g. Zapier, Make, Power Automate).
• Ability to translate between instructional, curriculum, product, and technical teams.
• Experience evaluating, testing, or implementing AI-enabled tools, workflows, or learning solutions.
• Experience translating learning, business, or operational requirements into technical specifications and implementation plans.
• Strong understanding of APIs, system integrations, automation workflows, databases, and how learning technologies interact within a broader technology ecosystem.
• Experience working alongside software engineers, technical specialists, or product development teams to deliver technology solutions.
• Strong understanding of digital learning environments, learning management systems (e.g. Canvas), and learning technology ecosystems.
• Working hours that overlap with CET by at least 4 hours.
• Fluent English and Spanish (written and spoken).

Strongly preferred

• Experience working with product development methodologies, user-centred design, and iterative improvement approaches.
• Experience evaluating solutions through pilots, user feedback, adoption metrics, and evidence-based decision making.
• Understanding of teaching, learning, instructional design, and learner experience principles.

***Please apply with your English resume, thank you***