Why'd You Think You Could Do That?

What if the very thing holding you back could become the force that carries you forward?
For Sacha Dench, fear of flying nearly stopped her in her tracks. A storm in a small plane left her terrified of the skies. But instead of waiting for fear to vanish, she chose to work with it. She studied it, understood it, and turned it into a skill.
That shift made her swan migration journey possible — flying thousands of kilometres, influencing communities and industries, and proving that courage isn’t the absence of fear. It’s moving forward in spite of it.
Today’s Power Move:
  • Take the fear you named yesterday.
  • Write this sentence: “Even though I’m afraid of ____, I will move forward anyway.”
  • Say it out loud.
Because the moment you declare it, fear loses its grip. And that’s when progress begins.
On Thursday, you’ll hear how Sacha carried this breakthrough into the sky and used it to inspire change across Europe. But today, your step is simple: reframe your fear. Refuse to let it own you.

Creators and Guests

Host
Sam Penny
Sam Penny is an adventurer, entrepreneur, and keynote speaker who lives by the mantra “Say YES! to the Impossible.” From swimming the English Channel in winter to building and selling multi-million-dollar companies, Sam thrives on pushing boundaries in both business and life. As host of Why’d You Think You Could Do That?, he sits down with ordinary people who have done extraordinary things, uncovering the mindset, resilience, and bold decisions that made it possible — and showing listeners why their own impossible is closer than they think.

What is Why'd You Think You Could Do That??

They’ve swum oceans, scaled mountains, launched empires, and shattered expectations. But before they did any of it, someone, maybe even themselves, thought: “You can’t do that.”

Hosted by Sam Penny, Why’d You Think You Could Do That? dives into the minds of people who said “screw it” and went for it anyway. From adventurers and elite athletes to wildcard entrepreneurs and creative renegades, each episode unpacks the one question they all have in common:

“Why'd you think you could do that?”

If you’re wired for more, haunted by big ideas, or just sick of playing it safe, this is your show.

Sam Penny (00:00)
What if the thing holding you back could become the very thing that carries you forward? This is Why'd You Think You Could Do That? I'm Sam Penny and these short episodes are your power move, two minutes to challenge your thinking, fuel your courage and bring you closer to your impossible. For Sacha Dench, fear was the barrier. That storm in a small plane had left her terrified of flying. But here's the breakthrough.

She realised fear didn't have to disappear. She could learn it, understand it and work with it. And by doing that, she didn't just beat her fear, she built the skill that made her swan journey possible. Her fear became the reason she learned to fly and her flying became the reason she was able to make a difference across nations. So here's today's power move. Take the fear you named yesterday and write this sentence.

Even though I'm afraid of, I will move forward anyway. Then say it out loud. Let yourself hear your own voice, declare it. fear vanishes. It comes the moment you decide fear won't stop you. That shift is what allows you to step forward and it's what allows you to make a difference. On Thursday, you'll hear how Sacha carried this breakthrough

into the sky, using it to fly thousands of kilometres people and communities across Europe. But today your power move is this, reframe your fear stop can never own you again.