In My Non-Expert Opinion

Writing with Brevity, Investors Suck, and Why You Don’t Need Dropbox, Google or Third Party Help with Derek Sivers [Part 2]


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239: In Part 2 of the Derek Sivers convo, we dive deeper into his unique POV on writing, motivation, art of being succinct, and why third party help is not the move.


Key Discussion Points:

  • Derek's famous succinct writing style
  • The concept of delivering ideas with just enough info to leave room for the reader to fill in the blanks
  • How keeping things short and memorable can make a greater impact
  • The importance of experimenting and iterating in your creative process
  • Why having investors in your business to make you filthy rich isn’t always the best idea
  • Taking ownership of your digital assets, and stop relying on Google, Dropbox, etc.

Find Part 1 of this conversation HERE.


Resources Mentioned:

  • Derek Sivers' website: sive.rs
  • Book: "You Can Negotiate Anything” by Herb Cohen
  • Aly Tadros' Substack


CONNECT WITH DEREK:

  • Website


CONNECT WITH CHELSEA:

  • Website
  • 1:1 Podcast Coaching
  • Instagram
  • Slight Turbulence Substack - the travel magazine you wish existed on the back of airplane seats
  • Pitch Perfect Bootcamp - Round 2 Waitlist


Ready to launch your very own podcast? Grab my FREE cheat sheet right HERE.


Want to send a voice note to the podcast and have Chelsea answer you on air? Do so ⁠HERE⁠.


Don't forget to rate, review, and share in the group text. This podcast is free and ratings/reviews and shares are our currency.

Connect with Chelsea:

💻 Website

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🪐 Pitch Perfect - next round Spring 2026, get on the waitlist!

📲 Instagram 📲


☎️ Want to send a voice note to the podcast and have Chelsea answer you on air? Do so ⁠HERE⁠.

🫶 Don't forget to rate, review, and share in the group text. This podcast is free and ratings/reviews and shares are our currency.

🙌🏼 Want to contribute to IMNEO to show your appreciation (and keep us going?) Click HERE

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In My Non-Expert OpinionBy Chelsea Riffe

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