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The Pathless Path with Paul Millerd
Paul Millerd
198 episodes
4 days ago
The Pathless Path is hosted by Paul Millerd - a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.
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Entrepreneurship
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All content for The Pathless Path with Paul Millerd is the property of Paul Millerd and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The Pathless Path is hosted by Paul Millerd - a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.
Show more...
Entrepreneurship
Business,
Careers
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#172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from Audrey Sutherland
The Pathless Path with Paul Millerd
1 hour 8 minutes
1 year ago
#172 Success In The Second Half Of Life — Henry Oliver on John Stuart Mill, Samuel Johnson, Penelope Fitzgerald, why we shouldn't dismiss Gladwell, writing, late bloomers, the importance of finding the others, Tyler Cowen's help and the lessons from Audrey Sutherland

Henry is a writer, speaker and brand consultant. He joins the podcast to discuss his upcoming book — Second Act — in which he analysises the phenomenon of late bloomers and what we can learn from them.

🎥🍿 YOUTUBE: WATCH HERE

Links:

  • Personal website
  • Substack: The Common Reader
  • X (Twitter): @HenryEOliver
  • Second Act

⌛TIMESTAMPS

  • (00:00) - Intro
  • (00:49) - Guest introduction
  • (01:35) - The scripts that Henry grew up with
  • (05:48) - John Stuart Mill
  • (08:19) - Samuel Johnson
  • (15:01) - "The common reader" & Why we shouldn't dismiss Gladwell
  • (18:19) - Writing
  • (22:03) - His book about the late bloomers
  • (28:48) - Penelope Fitzgerald
  • (34:16) - Is it too easy to share your writing?
  • (37:17) - The importance of finding the others
  • (41:20) - Conversations, talking to yourself and writing
  • (43:52) - Getting disappointed early
  • (48:30) - There is no actual average person, the importance of taking variability into account
  • (53:07) - How writing a book changes people
  • (55:48) - Tyler Cowen and the power of the internet
  • (58:25) - What Samuel Johnson would be working on today?
  • (01:00:14) - The lessons from Audrey Sutherland
  • (01:05:31) - Closing remarks


📘 GOOD WORK: LIVE! => Learn More
📕 Buy Paul’s Book (50k+ Sold): The Pathless Path
😁 Join Hundreds On Unconventional Paths: Pathless Path Community


📲Connect + Follow Paul

  • Twitter: @p_millerd
  • Instagram: @pathlesspaul
  • Paul’s Newsletter: Subscribe to Pathless (23k+ People)
  • Paul’s YouTube: Subscribe

🙏Further Ways To Support The Podcast:

  • Accounting, Taxes, And Payroll For Your S-Corp (Ideal for $60k+ income): Collective
  • Looking for alternatives to traditional health insurance in the US? Check out Crowdhealth
  • I use Transistor to host this podcast. It rocks. Launch Yours Here
  • I record high-quality videos using Riverside: Sign Up Here
The Pathless Path with Paul Millerd
The Pathless Path is hosted by Paul Millerd - a writer, creator, and consultant. He has conversations with freelancers, self-employed entrepreneurs, creators, and vagabonds who share their perspectives on their relationship with work, burnout, bootstrapping, indie hacking, remote work, reinvention, creativity, sabbaticals, leisure, self-employment, unconventional living, and digital nomadism. Past guests include Ali Abdaal, Russ Roberts, Kevin Kelly, Khe Hy, David Senra, Derek Sivers, Joe Hudson, Luke Burgis, Ben Hunt, Dan Vassallo, Steph Smith, Alex Pang, Visakan Veerasamy, Michael Ashcroft, Kyla Scalon, Trung Phan, Justin Welch, and more.