AI for Everyone at Work: Training Trainers to Teach Across Generations

AI for Everyone at Work: Training Trainers to Teach Across Generations is sponsored by City and County of Honolulu's Office of Economic Revitalization (OER). This pilot initiative is designed to help Oʻahu organizations introduce artificial intelligence in practical, responsible, and accessible ways for a multigenerational workforce.

AI for Everyone at Work — Office of Economic Revitalization | City & County of Honolulu A first-of-its-kind pilot initiative equipping Oʻahu’s leaders to teach practical, responsible AI skills directly to their teams.

AI for Everyone at Work: Training Trainers to Teach Across Generations is a pilot initiative on Oʻahu designed to help leaders introduce artificial intelligence in ways that are practical, responsible, and supportive of a multigenerational workforce.

In the one-day training, participants will learn the fundamentals of AI, explore real workplace use cases, and practice explaining these concepts in clear, accessible language—especially to older adults and multigenerational teams. Participants will leave with practical tools and resources and commit to delivering internal AI training sessions for their staff and participating in evaluation activities to help inform future programs.

ʻAiea Library, 99-374 Pōhai Pl, Aiea, HI 96701 Apply by May 27 @ 12 PM HST Artificial Intelligence (AI) is already present in our workplaces across Hawaiʻi, and there isnʻt always a clear roadmap on introduction and usage.

Many organizations — especially small businesses and nonprofits — struggle with: Not knowing where to start Uncertainty about safety and privacy Feeling overwhelmed by the pace of change Limited training opportunities and resources Many workplaces rely on experienced employees who have spent decades building knowledge, relationships, and institutional memory.

As AI enters the workplace, organizations are navigating how to introduce new technologies and support a multigenerational workforce. At a time when retaining local talent and building a resilient workforce matters more than ever, organizations need practical ways to build internal capacity and equip people to use AI wisely . This pilot program offers an opportunity to do exactly that .

Not by replacing people with technology, but by helping people work alongside it — and without the need to hire outside consultants or build a dedicated tech team.

We are prioritizing applicants who: Work at for-profit or non-profit Oʻahu-based organizations with 5–50 employees Serve in HR, management, learning & development, or team leadership roles Have basic comfort with everyday workplace technology (email, documents, video meetings, etc.) Want to introduce AI thoughtfully and responsibly within their organization Can participate in the in-person training in its entirety Are committed to delivering at least 2 internal AI training sessions within 6 months of completing this training No AI experience is required.

An understanding of what AI is and what it is not Practical examples of how AI can support everyday workplace tasks A simple framework for writing effective prompts Guidance on AI risks, safety, and responsible use Strategies for teaching AI to older adults and multigenerational teams Hands-on microteaching practice with structured feedback This program is designed to extend beyond the initial training.

Using a train-the-trainer model, this means you will learn AI fundamentals in the initial training and then teach them to your own staff. For example, through a series of workshops, team meetings, or staff training sessions. You are expected to deliver at least 2 internal training sessions to your staff within 6 months (January 2027) of the session.

Staff will be required to participate in brief evaluation surveys to improve future versions of the program. To support your post-training teaching, you’ll also receive: Organizational leadership confirming support for your participation and post-training teaching commitment is expected to ensure you have the time and backing to apply and share what you learn. A cohort of no more than 12 participants will be selected to participate.

Applicants will be notified of selection decisions no later than June 3, 2026 . Qualified applicants who are not selected due to capacity will be placed on a waitlist. If a selected participant declines or withdraws, individuals on the waitlist may be invited after June 8, 2026.

We recommend having the following ready before starting: A brief letter or email of support (PDF) from the highest-ranking individual reasonably available (e.g., CEO, Executive Director, Department Head).

The letter should confirm: The organization supports your participation You will have time to attend the full training You are expected to deliver at least two internal AI training sessions within six months Leadership supports staff participation in training evaluation surveys A general sense of how many staff you could train after completing the training Apply by May 27 @ 12 PM HST Frequently Asked Questions Do I need prior experience with AI to apply?

No. This program is designed for people who are new to AI or just beginning to explore how it might be used in the workplace. Basic comfort with everyday workplace technology (email, documents, video meetings) is all that’s required. Is this program only for individuals who work in tech companies?

No. This program is designed for small businesses and nonprofits across many industries, not just technology companies. AI tools are increasingly being used for everyday tasks such as drafting emails, summarizing notes, organizing information, and brainstorming ideas.

The training focuses on practical workplace applications that can be useful in fields like retail, hospitality, healthcare, nonprofit services, administration, and many other sectors. The goal is to help organizations explore how AI can support their work in simple and responsible ways. What if I’m not responsible for training staff at my organization?

You don’t need to be a professional trainer to participate. However, applicants should be in a role where they can share what they learn with colleagues, such as a manager, supervisor, HR professional, or team lead. Participants will receive materials and templates to help make it easier to deliver internal learning sessions.

What if our organization has policies about using AI tools? That’s common. Many organizations are still developing policies around AI.

The training will include discussion about safe and responsible use of AI, including privacy considerations and situations where human review is important. Participants are encouraged to follow their organization’s existing policies when introducing these tools. What will participants learn during the training?

Participants will learn the fundamentals of artificial intelligence, explore practical workplace uses for AI tools, understand safety and privacy considerations, and practice explaining AI concepts in clear and accessible ways so they can teach people across generations in their organization. Is there a cost to participate? No. This pilot training is free to selected participants.

What is the time commitment? Participants must attend the full in-person training on Wednesday, June 24, 2026 (9:00 AM – 4:00 PM). After the training, participants are expected to deliver at least two AI learning sessions for staff in their organization within six months and participate in brief evaluation surveys to improve future versions of the program.

What support will participants receive to train their staff? Participants will receive resources such as presentation materials, handouts, and templates to help them introduce AI concepts to their teams and collect feedback from staff who participate in the training. Why is a letter of support from my organization required?

Because this program uses a train-the-trainer model, participants need support from their organization to attend the training and to share what they learn with their colleagues afterward. What happens after I apply? All applications will be reviewed, and selected participants will be notified no later than June 3, 2026.

Qualified applicants who are not selected due to space limitations will be placed on a waitlist and may be invited if a spot becomes available. What if I apply, but am not selected? Since this is a pilot program with a small cohort, not all applicants may be selected.

Qualified applicants who are not selected due to space limitations will be placed on a waitlist and may be invited if a spot becomes available. Dr. Sandra von Doetinchem Founder, Skilled Tomorrow Dr. Sandra von Doetinchem is a nationally recognized expert on workforce transformation, lifelong learning, and aging.

With 15 years of leadership experience at the intersection of workforce development, higher education, and corporate strategy, she brings a unique perspective on how demographic shifts are reshaping talent and learning systems. As Founder of Skilled Tomorrow, she helps organizations unlock the strategic value of their 50+ workforce and supports experienced professionals in designing purposeful career transitions.

Supervisor & Trainer, Māpunawai With a deep commitment to digital equity and education, Daniel Uyemura serves as a Supervisor and Trainer for Māpunawai’s Community Digital Navigators Program, where he guides a team of community-based tech support professionals dedicated to empowering patrons through digital literacy.

His training blends technical skills, soft skills, and ethical technology use, especially in the areas of AI and assistive technology. Previously, Daniel was a Computer Class Instructor and Instructor Trainer with Māpunawai, developing curricula and mentoring instructors to create engaging, confidence-building learning experiences for kupuna.

Beyond technology training, Daniel has also worked as an Educational Mentor and Creative Coach, helping youth cultivate artistic expression and prepare for academic advancement through personalized, creative, and inspiring guidance.