About the Exploring Series

The Exploring Series from 21/64 (in collaboration with Relative Solutions) is designed to spark meaningful conversations about philanthropy, wealth, and values across generations. Each deck of 50 thoughtfully crafted question cards creates a safe, engaging, and flexible framework for discussion — whether one-on-one, with family, or in group settings.

Make philanthropy a family conversation — and make it fun.

Starting family discussions about giving can feel overwhelming. Where should you begin, and how do you include everyone across ages and perspectives? Exploring Giving makes it simple and engaging, offering a deck of 50 conversation cards (plus “wild cards” to create your own topics) that spark meaningful dialogue about philanthropy, values, and impact.

What’s included

• Deck of question cards for reflection and discussion.
• “How to Play”, “Ways to Play” and “Next Steps” instructions included to guide individuals or groups in using the tool effectively.
• Cards can be selected and sorted to identify the legacy that resonates most.
• High-quality, recycled materials, printed in the U.S.
• Facilitates individual reflection, small group exercises, or large group discussions.

How it works

• 50 conversation starter cards plus wild cards to add your own topics.
• Flexible — pick one card for a short conversation or several for a deeper dive.
• Designed for all ages and generations, from teens to grandparents.

Who it’s for
Families, advisors, and facilitators looking to:

• Introduce or deepen conversations about philanthropy.
• Engage multiple generations in playful, meaningful dialogue.

Use it in practice

• Sort and choose cards that asks a question you feel comfortable discussing, then one you’re curious to explore further.
• Use in one-on-one or group sessions to catalyze dialogue and insight.

Pairs well with

• Motivational Values
• Money Messages
• Family Philanthropy Roadmap

See it in action
Discover how to integrate Exploring Giving into family meetings or client sessions at our 21/64 Approach Training and related workshops.

Click here to download the a complimentary Facilitator’s Guide.