

Be curious, get connected with Chad Littlefield
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When was the last time you let curiosity drive your choices — and noticed it fundamentally change your perspective or path?
In this episode of Simple Reflections, I’m joined by Chad Littlefield, co-founder of We and Me, and co-author of Ask Powerful Questions. Chad is renowned for “hijacking” TEDx events, transforming passive audiences into active participants by inviting contribution and connection from the whole room.
We dive into how curiosity, not certainty, is the key that unlocks possibility — and how letting go of being absolutely sure can open up new avenues for learning, growth, and connection.
We discuss the subtle — but game-changing — difference between doing connection and being connection, and how a shift in intent can transform the most basic human interactions.
Chad also reflects on the impact of great questions, sharing stories of how a single question can “edit the future,” sparking real-world action. Looking ahead, he previews a new project: a deck of 60 questions designed to act as “edit buttons” for what comes next in life, helping people talk their way into tomorrow.
How has deliberate curiosity — asking genuine, open questions — changed something in your life or work? What happened when you gave yourself permission to be less certain, and more open?
Share your story — I’d love to hear what you discovered.
Website: https://www.weand.me
Book: https://shop.weand.me/products/ask-powerful-questions
This Episode on YouTube: https://youtu.be/t3Aarqxdm0Q
The Simple Reflections Podcast is a collection of gentle conversations with people from all walks of life, looking at small, seemingly insignificant ideas that have gone on to have profound impacts on the lives of the guests. The podcast is hosted by Dave Hill, the founder of Simplicity in Mind, a leadership and wellbeing coaching practice based in Scotland.
I co-host Bite-sized Breather, a free weekly call with my friend and colleague, Lynne Brannigan. If you’re interested in joining, follow this link: https://simplicity-in-mind.kit.com/bitesizedbreather
If you're intrigued and would like to learn more you could:
- Subscribe to Dave's newsletter
- Book a quick call with Dave
- Send Dave an email dave@simplicityinmind.co.uk
Thanks for listening.
Take care
Dave
Artwork - Neil Silvester silvie2595@icloud.com
Music sample - Nonsense by Oak Studios