AI Online Learning Lead (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:

Generation is in the midst of a period of growth and innovation, with plans over the next 18 months to dramatically increase the number of people we serve, deepen our existing partnerships around the world, and expand and enhance the global tools, curriculum, and offerings that help drive our mission forward. To meet this moment, we are expanding our team with a number of exciting global and regional opportunities.

This role will lead the design, piloting, and scaling of AI‑enabled learning-facing tools that reduce reliance on synchronous instruction while maintaining or improving learning outcomes. The role will focus primarily on accelerating in‑class and asynchronous AI tools to reduce instructor‑to‑learner ratios, while also contributing, through a curriculum and instructional design lens, to the development of a centralized AI “Learning Layer” that underpins all AI‑driven learning experiences at Generation.org.

The role will operate at the intersection of curriculum design, learning science, and applied AI experimentation - turning emerging tools and pilots into scalable, evidence‑backed learning models.

This role is remote, with preference given to candidates based in any of our current Generation global affiliate countries. Working hours must overlap with CET by 4 hours.

This is a Fixed-Term, remote role in which we plan to interview from mid-late May.  This role will run approximately from June, 2026 through the end of March, 2027. 

Location:

This role is remote, with preference given to candidates based in any of our current Generation global affiliate countries. Working hours must overlap with EST by 4 hours.

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

Key Accountabilities & Responsibilities:

Accelerate AI‑Enabled Learning Models - Lead the exploration of how AI tools can transform the learner and instructor experience across programmes and geographies.

• Reimagine online delivery models, exploring what high-impact synchronous and asynchronous learning looks like across different professions and sectors
• Identify moments in the learner journey that do not require instructor time (e.g. role-play, revision, practice, feedback, selected assessments), while preserving high-impact, human-led interactions
• Map end-to-end learner and instructor journeys to uncover opportunities where AI tools can support or replace instructional effort without compromising learning quality

• Automate selected instructor-journey actions where appropriate, reducing repetitive or low-impact instructional effort

• Work closely with country and regional teams to identify which programmes, cohorts, or markets are most suitable for AI-led or AI-supported delivery
• Ensure that local delivery constraints, learner needs, and operational realities are reflected in opportunity identification and solution design

Design and Run AI Learning Experiments

• Define clear problem statements and success criteria aligned to Generation’s current AI pilot framework, focused on learning quality at scale, reduced reliance on synchronous instruction, learner engagement, and early remediation
• Design and run pilots using control and treatment cohorts to generate robust, decision-ready evidence on AI-supported interventions
• Lead cross-country pilots that shift appropriate learning activities from instructor-led to AI-supported asynchronous experiences
• Test and scale AI tools, prioritising fast implementation and clear instructional value
• Create simple playbooks, guidance, and onboarding resources to support consistent and confident use of AI tools across teams
• Translate pilot results into clear recommendations on whether tools should be scaled, iterated, or stopped
• Act as a bridge across curriculum, delivery, and technical teams to ensure alignment between learning outcomes, feasibility, and implementation

Contribute to the AI Learning Layer (Curriculum & Instructional Perspective)

• Support the design of a shared AI Learning Layer from a curriculum artefact perspective, ensuring learning content is structured, reusable, and AI‑ready.
• Help define and standardise curriculum artefacts that will form the backbone of the learning layer (e.g. scenarios, role‑play banks, evaluation rubrics, prompt libraries).
• Partner with technical colleagues on:
  • Content ingestion and tagging requirements
  • Retrieval logic aligned to learning objectives and assessment rubrics
  • Instructional use‑cases for adaptive or personalised learning pathways
• Ensure AI tools draw from a single, consistent knowledge source to improve quality, scalability, and time‑to‑launch.

Evidence, Measurement and Impact

• Define and track clear success measures, including:
  • Learning outcomes and assessment performance
  • Instructor effort reduction

• Learner engagement, confidence, and satisfaction
• AI adoption and reuse across programmes
• Support evidence collection such as time‑logs, quality ratings, learner outcomes, and escalation rates to instructors.
• Communicate findings clearly to senior stakeholders to inform future investment decisions

Required Experience And Skills:

Required

• Minimum 5 years’ experience in online or blended learning design and delivery
• Minimum 5 years’ experience rolling out digital learning tools across multiple countries
• 1–2 years’ exposure to AI tools, AI‑enabled workflows, or AI experimentation
• Working hours that overlap with CET by at least 4 hours
• Fluent English (written and spoken)

Strongly Preferred

• Deep understanding of learner journeys, assessment design, and learning science
• Experience designing or evaluating asynchronous learning at scale
• Comfort working with experimentation frameworks, pilots, and evidence‑based decision‑making
• Ability to translate between instructional, curriculum, and technical teams
• Pragmatic mindset: comfortable testing, learning, iterating, and stopping what doesn’t work

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