Who Cares?

Why Surprising People Is More Powerful Than You Think

Episode Summary

In this episode of Who Cares? The Podcast for Business Leaders and Entrepreneurs Who Do, Jeff and Jay explore the underestimated power of surprise and delight in both business and life.

Episode Notes

From a Disneyland day that started with a secret wake-up call, to a story about gifting handmade dryer balls that came with a mission-driven twist, they share real-life examples of how surprising people at the right time makes a lasting emotional impact.

They also break down why most business gifting falls flat hint: “Choose one of four options under $50” isn’t it, how anticipation plays into emotional memory, and why even a quick, unexpected text message can change the way someone sees you.

Whether you're a founder, entrepreneur, or just someone who wants to create unforgettable touchpoints, this episode dives deep into why thoughtful surprises matter more than fancy gifts.

Topics Covered: 

• How surprise deepens emotional connection 
• Why timing is greater than value in gifting 
• Real-life examples from Disneyland to dryer balls 
• When functional gifting hits… and when it doesn’t 
• Why memorable experiences don’t always require big budgets

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