Podcast Summary
Legacy is often misunderstood as something financial, distant, or reserved for later in life. In this episode, Perry Solomon reframes legacy into something far more immediate—and far more impactful.
Perry, founder of Solomon Growth Advisors and author of Grandpa Day, shares how a simple practice—spending intentional, one-on-one time with each grandchild—became a 20-year system for mentorship, connection, and generational influence.
Drawing from his background as a business leader and now advisor, Perry explains how structure, curiosity, and consistency can transform relationships the same way they transform organizations. What started as casual outings evolved into a repeatable framework for developing confidence, decision-making, and identity in the next generation.
This conversation bridges business leadership and family leadership—highlighting that the same principles that build great companies (intentionality, systems, listening, and empowerment) also build meaningful legacies at home.
Key takeaway: Legacy is not what you leave behind—it’s what you build into people while you’re still here.
Episode Highlights
The Origin of “Grandpa Day”
A simple idea—dedicated one-on-one time—turns into a 20-year legacy-building system.
Why Time Beats Money in Legacy
Emotional connection and presence create impact that outlives any financial inheritance.
Decision-Making as a Development Tool
Allowing grandchildren to make small choices builds confidence and independence over time.
From Business Systems to Family Systems
Applying structure, consistency, and intentionality to relationships creates deeper outcomes.
The Power of Mentorship Across Generations
How curiosity-led experiences (like chocolate tours and STEM events) shape identity and growth.
Marriage as the Ultimate Strategic Decision
Perry shares why choosing the right partner is both the most important life and business decision.
Legacy Beyond Business Exit
Even after selling his company, Perry continues creating value through consulting and writing.
Timestamps
00:00:00 – Introduction to Perry Solomon & Grandpa Day
00:00:23 – The origin of intentional time with grandchildren
00:02:16 – Why legacy is built through experiences, not money
00:05:23 – Teaching decision-making through simple choices
00:07:14 – Early life and lack of mentorship
00:08:06 – Meeting his wife and life transformation
00:10:16 – Selling his business and starting consulting
00:11:25 – The decision to write Grandpa Day
00:12:04 – The chocolate story and mentorship in action
00:15:42 – How grandparents can start building connection today
00:17:56 – Final thoughts on legacy and relationships
00:18:21 – Where to find Perry and his book
Connect with Perry
Website: grandpaday.com
Book: Grandpa Day (available on Amazon and major bookstores)
Connect with Paul Dio
🌐 Website: https://innovativewealth.com
🎙️ Podcast Hub: https://businesslegacypodcast.com
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Episode Resources
Discover how Perry Solomon helps families create deeper generational impact through intentional time, structured experiences, and meaningful connection: grandpaday.com
Legacy Podcast: For more information about the Legacy Podcast and its co-hosts, visit https://businesslegacypodcast.com
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For more information: Visit https://businesslegacypodcast.com to access the show notes and additional resources on the episode.
