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In this episode of Daily Creative, we share insights from my recent (grueling, yet rewarding) speaking tour across the United States, where I delivered nine keynote presentations in just 14 days. My travel provided me with valuable lessons and inspiration, captured as quick sketches and observations in my notebook. Today, I'm pulling back the curtain to discuss two powerful moments from my recent travels that challenged my thinking and revealed profound insights about creativity and leadership.
The first moment comes from a Q&A session following a keynote about The Brave Habit. A client's story about teaching his daughter the importance of bravery and wise decision-making led to an insightful takeaway on agency and optimism. The story of a man repeatedly falling into a hole but eventually deciding to take a different street, inspired us to consider how often we fail to fill the holes in our lives and how an optimistic vision and a sense of agency can prevent repeated mistakes.
The second moment of discovery happened unexpectedly during an Uber ride in Houston. Despite exhaustion, a casual conversation with my driver unearthed his aspiration to write. This experience reminded me that meaningful contributions often occur in small, seemingly insignificant moments. Sometimes, our impact on others happens in private, when we choose to be present.
Key Learnings from the Episode:
Get full interviews and daily content in the Daily Creative app at DailyCreative.app
Mentioned in this episode:
Apply for Creative Leader Roundtable
Leading creative people is rewarding, but it can also feel isolating. That's why I've started Creative Leader Roundtable, a private community where leaders like you connect monthly to get practical insights, honest feedback, and real encouragement. You'll leave every round table with fresh perspective and tactical ideas.
By Todd Henry4.5
515515 ratings
In this episode of Daily Creative, we share insights from my recent (grueling, yet rewarding) speaking tour across the United States, where I delivered nine keynote presentations in just 14 days. My travel provided me with valuable lessons and inspiration, captured as quick sketches and observations in my notebook. Today, I'm pulling back the curtain to discuss two powerful moments from my recent travels that challenged my thinking and revealed profound insights about creativity and leadership.
The first moment comes from a Q&A session following a keynote about The Brave Habit. A client's story about teaching his daughter the importance of bravery and wise decision-making led to an insightful takeaway on agency and optimism. The story of a man repeatedly falling into a hole but eventually deciding to take a different street, inspired us to consider how often we fail to fill the holes in our lives and how an optimistic vision and a sense of agency can prevent repeated mistakes.
The second moment of discovery happened unexpectedly during an Uber ride in Houston. Despite exhaustion, a casual conversation with my driver unearthed his aspiration to write. This experience reminded me that meaningful contributions often occur in small, seemingly insignificant moments. Sometimes, our impact on others happens in private, when we choose to be present.
Key Learnings from the Episode:
Get full interviews and daily content in the Daily Creative app at DailyCreative.app
Mentioned in this episode:
Apply for Creative Leader Roundtable
Leading creative people is rewarding, but it can also feel isolating. That's why I've started Creative Leader Roundtable, a private community where leaders like you connect monthly to get practical insights, honest feedback, and real encouragement. You'll leave every round table with fresh perspective and tactical ideas.

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