
In this episode, we showcase some of the most powerful clips from The Intentional Investor. These conversations explore how strategic thinkers, founders, investors, and creatives navigate risk, build vision, overcome adversity, and retain their humanity along the way. This highlight reel offers a taste of the depth, honesty, and storytelling that define the series.
Main topics covered
• How goals differ from visions and why committing to a vision changes everything
• Why entrepreneurs are actually risk mitigators, not risk takers
• The power of mentorship and the people who fill the gaps in our lives
• What freedom means in global markets and why incentives matter
• Family stories, grit, and how small acts of kindness shape entire lives
• What true creativity is and why inventors matter more than we realize
• How to stop caring about external approval and shed status games
• How humility guides both earnestness and cynicism
• Why saying yes expands your world and how impact becomes central later in life
• The lifelong bond of sports, tradition, and shared experiences
Timestamps
00:00 Intro
01:30 Justin Castelli on goals vs visions
03:00 Jason Buck on entrepreneurship as risk mitigation
04:00 Jenny Rozelle on Susan Hunter and mentorship
07:00 Perth Tolle on freedom and incentives
08:00 Tyrone Ross on grit, family, and gap fillers
10:00 Pablos Holman on inventors vs craft
12:10 Kris Abdelmessih on not caring what others think
14:02 Rusty Guinn on earnestness, cynicism, and humility
16:41 Jared Dillian on saying yes and creative impact
17:43 Grant Williams on family, football, and legacy
20:00 Closing reflections