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 130,000+ graduates and 19,000+ employers across 33 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 an 78% job placement rate, rising to 88% within six months. Of our employed graduates, 68% 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 billion in wages. Generation graduates typically have a secondary school background, 54% are female, 34% have dependents, and the majority identify with underrepresented communities in their country. Project summary: One of Generation’s three pillars of impact is durability, or lasting well-being over time. We continue to support alumni of our global programs after graduation and as they transition into their careers. As part of this commitment, we will deliver profession-specific AI training to between 2,000-3,000 Generation alumni during a six-month period from December 2025 and May 2026. In addition, in concert with one of our funders, Generation is seeking to support the upskilling of small business employees in AI to help them be more productive in their jobs. We aim to deliver generalist AI training to 300 - 1,000 small business employees, starting with a pilot of 50 employees in 2025 and expanding the program from January 2026 - July 2026. We will work in conjunction with our funder to reach the majority of the participants as well as reach out to our own employer network. To support these projects, we are seeking an Operations & Programming Project Manager (Contractor) to start as soon as possible and no later than November 1, 2025 (full time / contract) with the project lasting 8-9 months. Job Details: - This is a contractor role working 30-40 hours per week over an 8-9 month duration. - No benefits will be offered, such as health coverage or paid vacation; only an hourly rate will be given. - Start date is ASAP with an approximate end date of July 2026. Key responsibilities: Alumni upskilling - Co-design and manage the project calendar for an AI upskilling program across multiple Generation country teams, coordinating 8–10 different alumni learning groups. - Oversee the full lifecycle of the project to reach 2,000+ Generation alumni across multiple countries, ensuring timely execution and a high-quality learner experience. - Maintain ownership of internal team communications via Slack channels, internal calendars, and convening regular team calls to keep the project on track. - Co-design and manage project outreach to alumni, using tools including Insider (our global marketing platform), Outlook, Whatsapp, Zoom, and other local outreach tools; and coordinate the translation of outreach materials to non-English languages. - Respond to alumni support requests in a timely, empathetic, and solutions-focused manner. - Manage certification processes for participants who complete training, ensuring accuracy and timely distribution. - Conduct regular checks of application and learning systems to monitor learner experience and troubleshoot issues, escalating technical challenges as needed. - Contribute to project evaluation efforts, synthesizing feedback and performance metrics to support continuous improvement and reporting back to internal stakeholders. Key responsibilities: Small business employee upskilling - Co-design and manage the project calendar for the implementation of the pilot and expansion of the AI upskilling program for small business employees, in coordination with our internal team and our funder - Oversee the full lifecycle of the project to reach 300- 1,000 small business employees (primarily in the US, may expand to additional countries over time), ensuring timely execution and a high-quality learner experience. - Maintain ownership of internal team communications via Slack channels, internal calendars, and convening regular team calls to keep the project on track. - Co-design and manage outreach to small business employers including drafting communications and coordinating with our funder and their partners for dissemination; coordinate internally with our Global Employer Partnerships lead to reach out to select Generation employer partners - using Insider, Outlook or other tools - Respond to small business employee support requests in a timely, empathetic, and solutions-focused manner. - Conduct regular checks of application and learning systems to monitor learner experience and troubleshoot issues, escalating technical challenges as needed. - Contribute to project evaluation efforts, working closely with our Data & Impact and Digital teams, and funder contact(s), including ensuring metrics are being gathered and surveys are responded to; synthesize feedback and performance metrics for internal stakeholder to support continuous improvement. - Facilitate focus groups and/or interviews with learners, in conjunction with our Curriculum & Instruction team, to help us assess potential pathways to reach more small business employees after the grant period. - Work with our internal teams to ensure a smooth transition to our new learning platform that is planned for early 2026 Key mindsets: - Collaborative across cultures and functions – Able to work effectively with team members in a number of different countries, respecting diverse perspectives and navigating cross-cultural dynamics with ease. - Confident in working with external stakeholders - Able to collaborate effectively with important external stakeholders including funders, employers/employees, and community or other related organizations (e.g. Chambers of Commerce) - Thrives in a remote work environment – Comfortable operating independently and communicating clearly in a fully virtual setting. - Tech-savvy and adaptable – Open to learning and using new digital tools to support project execution and participant experience. - Proactive and solution-oriented – A self-starter who identifies opportunities for improvement and takes initiative to implement thoughtful, practical solutions. - Flexible mindset – Willing to occasionally participate in calls outside of traditional working hours to accommodate global team collaboration (infrequent but possible). Desired experience: - 3-5 years of operational or program management experience, ideally in the delivery of online learning, workforce development, or lifelong learning initiatives. - Fluency in English is required; proficiency in additional languages—particularly Spanish, Portuguese, or French—is a strong asset. - Experience in adult education or workforce development is an advantage, especially in the context of digital or adult learning. - Familiarity with Artificial Intelligence concepts and tech career pathways is a plus, particularly as it relates to skills training or career transitions. - Preference given to candidates located in North/South America (preferred) or West Europe/West African time zones to facilitate collaboration with global teams. ***Please apply ONLY with an English version of your resume/CV***