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Learning and Innovation

Building the Field of Next Gen Engagement and Multigenerational Advising

We design, launch, and facilitate cutting-edge programs at the intersection of identity, values, and legacy. Each experience is crafted to strengthen the capacity of leaders to collaborate across differences to foster multigenerational engagement and equip participants with practical tools and frameworks they can immediately apply in their philanthropic and advising work.

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Current Programs

Grand Street

A program and peer network convening Gen Z and Millennials as they step into leadership in their personal and family philanthropy or enterprise.

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21/64 Certified Advisors of Color Program

21/64 Certified Advisors of Color Program: A leadership development opportunity dedicated to fostering a community of BIPOC identifying philanthropic professionals and advisors to build trusting and transformative relationships with donors with whom they work in their communities in an effort to diversify their philanthropic investments.

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Past Programs (Available On-Demand)

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Courageous Conversations on Race and Leadership

At 21/64, we continually reflect on how to use our power effectively, humbly, and courageously. Families, advisors, and organizations often turn to us to help navigate sensitive conversations around wealth, privilege, legacy, and family dynamics.

Courageous Conversations on Race and Leadership is a five-week program created in collaboration with Simon Greer, founder of Courageous Conversations, and his colleague Tina Grace. Through film, dialogue, and experiential learning, participants explore what it means to lead with awareness, humility, and courage.

Grounded in 21/64’s trusted frameworks and facilitation methods, this offering equips leaders with practical tools to hold meaningful conversations about race within their organizations, networks, and communities. Participants leave with the conviction, skills, and confidence to advance equity and connection in their professional and personal lives.

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PJSF x 21/64 Board Leadership Course

Nonprofit board participation is a significant responsibility, and individuals joining boards for the first time can often feel unprepared to step into the role with confidence. To prepare the next generation of philanthropic leaders for this important work, 21/64 partnered with The Paul and Jenna Segal Foundation to create a hands-on course that builds the knowledge, confidence, and leadership skills needed to serve effectively.

This 1.5-day immersive experience blends experiential learning with practical skill-building, equipping participants to approach board service with clarity and purpose. Participants will learn both the hard and soft skills essential to effective board participation, including defining and shaping organizational purpose and vision; strategic planning and decision-making; financial literacy and fundraising; fiduciary, legal, and ethical responsibilities; and leveraging time, talent, treasure, and ties for greater impact.

Guided by experienced board members and experts in strategy, finance, law, and leadership, this course provides the insight, tools, and confidence needed to make meaningful contributions to the boards you serve.

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Values and Strategy Essentials

Values and Strategies Essentials is a meaningful learning and growth opportunity for people of all ages and stages of their philanthropic journey. This course is both for donors who are stepping into their roles and want to clarify their philanthropic identity as well as for donors with significant experience who want to focus on strategic giving. Values and Strategies Essentials brings a fusion of experiential learning and purposeful skill-building through the introduction of core frameworks, best practices, and benchmarking data.

This program, content, and community are all keenly designed for donors to align their values with their giving and consider how they want to allocate their time, talent, treasure, and ties to make an impact. It offers a powerful way to build relationships with one another, develop a shared mindset and skillset, leveraging each other’s ideas and experience. Participants will leave with actionable next steps on strategic philanthropy and their role in it.

Testimonials

"The reason I wanted to attend this program was that the Courageous Conversations in Race and Leadership Course provides the opportunity and, more importantly, the permission to talk about race and explore an often fraught topic in a brave space with a diverse set of participants from all around the country. The course is interactive and intentionally structured as an educational journey or process designed to teach participants how to lead, facilitate, and engage in difficult conversations through critical thinking exercises, communication workshops, and constructive feedback. I highly recommend it."
Participant
"I have been an active member of the 21/64 community since 2018 and took part in Courageous Conversations on Race and Leadership in 2023. This was an exceptional training that stretched my thinking over its five weeks. The use of a small group format made difficult conversations and perspectives able to be authentically discussed. The film, "American Neighbor: Courageous Conversations on Race" was the perfect vehicle to dig deeper into conversations I may not have had in a professional capacity. I highly recommend the training and would encourage multiple members of organizations to take it together."
Participant