Strategy Candy: Strategy | OKR | Product Management6 Mar 2025

How to master influence through Storytelling with Shawn Callahan

Stories aren’t just for Hollywood—they’re the key to better leadership, communication, and culture in the workplace. In this episode, I sit down with Shawn Callahan, storytelling expert and author of Putting Stories to Work, to unpack the power of business storytelling. Shawn shares why the traditional hero’s journey doesn’t work in business, how to naturally weave stories into your communication, and why the stories we tell shape company culture. If you think storytelling isn’t for you, think again—this conversation will change the way you connect, influence, and lead.

Timestamps:

[00:00:00] Intro – Why storytelling is a game-changer

[00:02:00] Shawn Callahan on business storytelling and why the hero’s journey is overrated

[00:04:00] Why business stories should feel natural, not scripted

[00:07:00] How leaders can use stories to drive strategy and inspire teams

[00:12:00] The biggest mistake people make when telling stories at work

[00:18:00] How storytelling shapes company culture and drives change

[00:27:00] The power of listening—how to draw out meaningful stories

[00:35:00] Real-world examples of storytelling transforming businesses

[00:44:00] Three key takeaways from today’s conversation

[00:46:00] How to learn more about business storytelling

Guest Bio:

Shawn Callahan is the founder of Anecdote, one of the world’s leading business storytelling consultancies. As the author of Putting Stories to Work, he helps leaders and teams craft and share compelling stories to drive business impact. With decades of experience in organizational storytelling, Shawn has worked with major brands to build cultures of influence, engagement, and trust. He also co-hosts the Anecdotally Speaking podcast, where he shares powerful business stories that can be retold to inspire action.

🔗 Resources & Links:

Shawn Callahan’s website & blog: anecdote.com
Shawn’s book – Putting Stories to Work: Grab a copy
Follow Tim on LinkedIn: Tim Newbold on LinkedIn and Instagram

Check the OKR Quickstart site for FREE resources HERE

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