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Why'd You Think You Could Do That?
Sam Penny
39 episodes
4 hours ago
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.
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Self-Improvement
Personal Journals,
Education,
Society & Culture
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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.
Show more...
Self-Improvement
Personal Journals,
Education,
Society & Culture
https://is1-ssl.mzstatic.com/image/thumb/Podcasts221/v4/10/2b/eb/102beb6b-b39d-d303-4488-987c9bbe68d6/mza_10102112814905434969.jpg/600x600bb.jpg
Turn Up Anyway: A Friday Push from John Williamson’s Journey
Why'd You Think You Could Do That?
7 minutes
3 weeks ago
Turn Up Anyway: A Friday Push from John Williamson’s Journey

This short, punchy episode isn’t a checklist—it’s a rally. Drawing on John Williamson’s story of hitting rock bottom twice and rebuilding with discipline and quiet courage, Sam lays out the mindset that makes weekends count. With echoes from history—Mawson on the ice, Violet Jessop returning to sea, Farnsworth sketching TV from ploughed rows, Hubert Wilkins under polar ice, Jessica Watson one knot at a time—this is the lift you take into Saturday to move your real work forward.

What You’ll Hear

  • Courage as a calendar entry, not a mood
  • Why structure beats story when things feel messy
  • Making fear smaller than the next step
  • The power of subtraction—closing the wrong things to let the right things live
  • Borrowing belief: “You can take more load than that”

Anchor Quotes

  • “Even though I’m afraid of failing again, I will keep turning up anyway.”
  • “Courage is a calendar entry, not a mood.”
  • “Make fear smaller than the next step.”
  • “Subtraction can be growth.”
  • “You can take more load than that.”

Timeline

  • 00:00 – Why this isn’t tactics—it’s a reminder you carry into the weekend
  • 01:00 – What John really taught us: breath, structure, consistency
  • 03:00 – History’s quiet cousins: Mawson, Jessop, Farnsworth, Wilkins, Watson
  • 04:40 – What this weekend is for: momentum over perfection
  • 05:30 – The lines to carry with you into Monday

Why It Matters

Weekends are where your future sneaks in. When the inbox goes quiet, your real work taps you on the shoulder. This episode helps you choose courage over comfort and progress over perfection—so by Sunday night you feel earned pride, not regret.

Light Reflection Prompts

  • Where can I choose structure over story this weekend?
  • What’s one fear I can make smaller than the next step?
  • What can I subtract so the important thing can breathe?

Listen

  • Apple Podcasts: https://sampenny.com/applepodcasts

  • Spotify: https://sampenny.com/spotify

  • YouTube: https://youtu.be/3SBQAPV4_xc?si=yjyfuU15J90X8_xf

Explore the Guest Hub

Show notes, quotes and links: https://sampenny.com/john-williamson

Credits

Host: Sam Penny
 Series: Why’d You Think You Could Do That?

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.