Sam Penny Podcast & Motivational Speaker

Why'd You Think You Could Do That?

A podcast about ordinary people who do batshit crazy things
and say YES! to the impossible.

Show host: Sam Penny

Latest episodes

Meet Sam Penny

I’m Sam Penny - The Impossible Guy. I’ve swum the English Channel in winter, completed an Ice Mile in freezing waters, and scaled multiple businesses to multi-million-dollar success. I take on the impossible not just to test myself, but to show others what’s possible.

Today, I share those lessons as a motivational keynote speaker, accountability coach, and host of the global podcast Why’d You Think You Could Do That? - where I ask the world’s most daring people what gave them the courage to take the leap.

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Why Does This Podcast Exist?

I’ve built businesses from scratch, scaled them to millions, and faced down challenges most people would never dream of attempting - from swimming the English Channel in winter, to completing an Ice Mile in freezing waters, to standing on a TEDx stage telling people to say YES! to the impossible.

But this podcast isn’t about me. It’s about the people who refuse to accept limits. The entrepreneurs, adventurers, thinkers, and everyday people who made a choice to step into the impossible - and discovered what they were truly capable of.

Why’d You Think You Could Do That? exists because every great story starts with a question. When we understand the spark that drives extraordinary action, we can see what’s possible for ourselves.

Through these conversations, I want to bring you the raw moments of courage, doubt, grit, and breakthrough - so that you can find the bravery to say yes to your own impossible.

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The Listener Arc: One Conversation, A Whole Week of Bravery

Every week on Why’d You Think You Could Do That?, one bold interview sits at the centre. Around it, four short 2min episodes break down the journey - so you don’t just hear the story, you live it step by step.

Monday – The Spark
🔥 A short idea to kickstart the theme of the week.

Tuesday – The Struggle
💥 We dig into the obstacles, doubts, and fears that hold people back.

Wednesday – The Breakthrough
⚡ A turning point of courage or clarity that changes everything.

Thursday – The Conversation
🎙 The centrepiece — a full interview with someone who dared to say yes to the impossible.

Friday – The Power Move
🚀 A 2-minute takeaway turning the week’s lessons into bold action.

One arc. Five episodes. Every week, a journey from spark to action.

Listen to This Week’s Arc