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

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.

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Mentioned in this episode:

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