Daily Creative with Todd Henry

Why Work Should Be Fun (Sometimes): The Case for Joy & Humanity at Work


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In this episode, we dive deep into what it really means to be human in today’s workplace. We push back against the efficiency-obsessed culture and explore how bringing more humanity, joy, and intention into work leads to better results and more meaningful lives.

First, we’re joined by Bree Groff, author of Today Was Fun! and consultant and expert in organizational transformation. Bree breaks down why work doesn’t have to be drudgery and makes a compelling case for infusing fun and playfulness into our daily grind—not in a frivolous way, but as the key to unlocking creativity and doing our best work. She shares actionable tips for reclaiming joy, such as “do nothing days” for creative recharge and learning to defend our most valuable asset: our attention and creative energy.

In the second half, we sit down with Emily Kasriel, journalist and author of Deep Listening. Emily reveals why truly listening is not just a soft skill but a transformative, radical act. She offers insights into overcoming distractions—both internal and external—and shows us how deep, empathetic listening can fuel connection, innovation, and motivation at work.

Whether you’re leading a team, managing up, or navigating your own next steps, this episode is packed with fresh perspectives and practical advice for bringing more humanity to your workday and life.

Five Key Learnings from this Episode:

  1. Work isn’t just about output, it’s about experience. When we let go of the “grind” and invite fun and play, we create better work and a richer life.
  2. Protecting creativity means defending our headspace. Scheduling time for exploration and resisting performative productivity unlocks genuine creative ideas.
  3. Listening is a radical act. Deep, empathetic listening goes beyond hearing words; it’s about using the whole of us to understand the whole of another person.
  4. Attention is our most valuable resource. Eliminating distractions—especially phones and to-do lists—allows us to be fully present and build stronger connections.
  5. Curiosity builds bridges. Approaching others with genuine curiosity opens us to new ideas, breaks down barriers, and encourages respect—even when we disagree.

Get full interviews and bonus content for free! Just join the list at DailyCreative.app.

Mentioned in this episode:

The Brave Habit is available now

My new book will help you make bravery a habit in your life, your leadership, and your work. Discover how to develop the two qualities that lead to brave action: Optimistic Vision and Agency.

Buy The Brave Habit wherever books are sold, or learn more at TheBraveHabit.com.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

To listen to the full interviews from today's episode, as well as receive bonus content and deep dive insights from the episode, visit DailyCreativePlus.com and join Daily Creative+.

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Daily Creative with Todd HenryBy Todd Henry

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