About The Episode

Eight years ago, Derek suffered a leg injury while working as a bouncer at a bar in downtown Vancouver. Unable to walk, he began writing articles on health and fitness online. Today, he runs one of the biggest YouTube channels for that niche, alongside three other successful businesses. In this episode, he discusses the importance of maintaining your audience’s trust while opening up the current struggles he faces as an entrepreneur.

Join us while we talk about

• Derek’s journey from bouncer to content creator and entrepreneur.
• Calling out celebrities and his interview with Joe Rogan
• Entrepreneurs with false health claims
• Derek’s perspective on health, how that has evolved over time, and general advice
• Products and services that he has been loving

Resources Mentioned

• Gorilla Mind
• Gorilla Energy
• Marek Health
• Intelligent
• Outlived by Peter Attia
• The Drive podcast by Peter Attia
• BMO Private Wealth Management
• Eight Sleep
• Timer from Amazon
• Death Clock

Chapters

00:00 Introduction: From Bouncer to Blogger
00:42 Daily Routine and Night Owl Lifestyle
03:18 Building a Business Empire
05:54 The Journey to Success
13:41 Transparency in the Fitness Industry
38:35 Navigating Fame and Public Perception
41:45 The Double-Edged Sword of Fame
42:38 Managing Wealth and Business Strategies
45:28 The Challenges of Product Development
47:19 Exploring Digital Products and Content Creation
49:39 Personal Enjoyment and Financial Management
52:25 Investment Strategies and Wealth Management
59:37 Productivity Hacks and Tools
59:51 Book and Product Recommendations
01:04:14 Sleep Optimization and Final Thoughts

Follow Derek:
Twitter/X
Instagram
YouTube

Follow Andrew:
Twitter/X
LinkedIn
Get a copy of Never Enough
Weekly recommendations

About the episode

In this episode, Andrew chats with Charlie Grinnell, the productivity-obsessed Co-CEO of RightMetric. Together, they get into his foolproof system for getting things done and how AI has revolutionized his workflow.

Tune in to learn how to boost your productivity and achieve more with less.

We go over

1. AI and Journaling: Charlie uses Reflect to transcribe his thoughts while he’s on his morning walk. It’s helped him reduce the friction of journaling.
2. Deep Work: “ I go for a walk and I do some journaling, which we'll talk about in a little bit here. I come back home. I do some deep work until I get to lunchtime.”
3. Keeping Track of Meetings, Book Quotes, & Interesting Podcasts: The Readwise app helps Charlie keep track of everything he reads and listens to.
4. Interesting AI Use Cases: Chatting with notes, journal prompts, and speech to text

And so much more.

Resources Mentioned

- Readwise
- Superwhisper
- EightSleep
- Lomi: Smart Waste Kitchen Composter
- Text
- Things
- Reclaim AI
- Basecamp
- Fathom
- Clay

Chapters

00:00 Intro
00:33 Getting to Know Charlie
3:17 Charlie’s Typical Day
5:15 Charlie’s Journaling Routine
11:56 Charlie’s Library of Journaling Questions
13:48 Facilitating Deep Work
15:39 Dealing With Low Priority Tasks
20:09 Avoiding Distraction While in Deep Work
21:19 Time spent in Deep Work
21:47 Charlie’s Favorite Type of Deep Work
23:19 Meeting Recordings, Transcripts, & CRMs
26:48 Charlie’s System for Reading
31:35 Keeping Track of Interesting Podcast Tidbits
34:22 Dealing With AI’s Recency Bias
35:57 How Charlie Keeps Consistent With His System
38:11 What Drives Charlie to Create Systems
42:18 Broken Parts of Charlie’s System
44:00 What Charlie’s Looking Forward to With AI
45:55 Other Interesting Ways Charlie Uses AI
49:30 Products Charlie Really Loves

🔗 Find Charlie On:

LinkedIn: @charliegrinnell
Twitter/X: @CharlieGrinnell
Instagram: @charliegrinnell

🔗 Find Andrew on:

Twitter/X: @awilkinson
LinkedIn: @awilkinson
Website: https://www.neverenough.com/
Sign up for Andrew's newsletter

About the episode

In this episode, Andrew sits down with Derek Sivers, a writer, programmer, and entrepreneur turned explorer, who challenges everything you thought you knew about success and fulfillment.
From giving away millions to embracing the unexpected, Derek's approach may be the antidote to our never-enough culture.


Join us as we explore:

• Why he gave away his $22 million dollar fortune.
• Why he's an explorer not a leader.
• How he has "burned the ships" over and over again.
• His annual ritual for reversing prejudices.

And so much more.


Chapters

00:00 - Intro
00:19 - Useful Not True
03:35 - How Derek Comes Up With Book Topics
07:35 - Spending the Past 15 Years Exploring
12:06 - Optimizing for Personal Growth
14:52 - Burning Ships
20:27 - Negative Impacts of Wealth
22:14 - The Burden of Philanthropy
26:17 - A Day in Derek’s Life
28:53 - Is Derek Introverted?
30:12 - Derek’s Hard No’s
35:35 - Derek’s Nomadic Blood
38:01 - Derek’s Fame
42:38 - Derek’s Thoughts on AI
57:12 - Overcoming Prejudices
59:25 - Doing What Scares You
1:01:54 - Learning to Appreciate China
1:06:48 - Closing


🔗 Find Derek on:

Website: https://sive.rs/
His Now Page: https://sive.rs/now
His Latest Book: https://sive.rs/u


🔗 Find Andrew on:

Twitter/X: @awilkinson
LinkedIn: @awilkinson
Website: https://www.neverenough.com/
Sign up for Andrew's newsletter