Today’s Teacher: Derek Sivers (1969 – present)
The Teaching
“If more information was the answer, then we’d all be billionaires with perfect abs.”
— Derek Sivers
Who Was Derek Sivers?
Derek Sivers is a musician, programmer, entrepreneur, and philosopher who accidentally built one of the most successful independent music distribution companies in history—CD Baby—and then gave away $22 million to charity when he sold it.
His story begins in the late 1990s when Sivers was a professional musician trying to sell his CD online. Back then, if you were an independent musician, you had almost no way to get your music into record stores or sold online. The big distributors wouldn’t touch you unless you had a record deal. Amazon wouldn’t list you unless you had a barcode and distribution deal.
Frustrated, Sivers built a simple website to sell his own CD. Then a fellow musician asked if he could sell his CD through Sivers’ site too. Then another. Then another. What started as a favor for friends accidentally became CD Baby—the largest seller of independent music online, helping over 150,000 musicians sell their music and distributing over $100 million to artists.
But here’s what makes Sivers extraordinary: In 2008, when CD Baby was worth $22 million, he sold it and gave the entire amount to a charitable trust for music education. Not most of it. Not half. All of it. He kept nothing.
Why? Because he had enough. He didn’t need more money. He had accomplished what he wanted—to help independent musicians. Mission complete. So he moved on to the next thing.
Since then, Sivers has become a teacher of minimalist philosophy, intentional living, and radically simple thinking. He’s written books like Anything You Want, Hell Yeah or No, and How to Live, distilling complex life wisdom into deceptively simple principles. He’s given TED talks watched by millions, teaching people how to keep their goals to themselves, why obvious to you is amazing to others, and how to think about life differently.
What makes Sivers unique is that he doesn’t just teach philosophy—he lives it radically. He’s moved to New Zealand, raised his son as a single father, learned multiple languages, codes his own website from scratch, and constantly experiments with different ways of living. He thinks in first principles, questions everything conventional wisdom says, and lives with intentional simplicity that most people can’t imagine.
He’s a living example of someone who figured out what actually matters and then ruthlessly eliminated everything else.
Understanding the Wisdom
The Information vs. Action Gap
Sivers’ teaching cuts to the heart of modern life’s biggest delusion: that our problems are caused by lack of information.
We believe:
- “If I just read one more book about productivity, I’ll be productive.”
- “If I just take one more course about fitness, I’ll get in shape.”
- “If I just watch one more video about business, I’ll start my company.”
- “If I just learn one more strategy about relationships, my relationships will improve.”
So we consume. We read books. We take courses. We watch videos. We listen to podcasts. We scroll through articles. We bookmark resources we’ll “get to later.”
And nothing changes.
Because the problem was never lack of information. The problem is lack of action.
We Already Know What to Do
Think about it honestly:
Do you know how to lose weight? Yes. Eat less, move more, sleep well, manage stress. You’ve known this since you were a teenager.
Do you know how to be more productive? Yes. Eliminate distractions, focus on one thing at a time, do the hardest thing first, build systems. You’ve read this in 47 different books.
Do you know how to build wealth? Yes. Spend less than you earn, invest the difference, increase your income, avoid stupid debt. You could teach a course on this.
Do you know how to improve your relationships? Yes. Listen more, communicate honestly, show appreciation, spend quality time, be reliable. You’ve heard this a thousand times.
Do you know how to be healthier? Yes. Exercise regularly, eat real food, sleep 7-8 hours, don’t smoke, moderate alcohol. Your grandmother knew this.
You don’t need more information. You need to actually do what you already know.
The Comfort of Consumption
But here’s why we keep consuming information instead of taking action: Consuming information feels like progress without requiring the difficulty of actual change.
Reading a book about starting a business feels productive. Actually starting a business is scary, risky, and hard.
Watching videos about fitness feels like self-improvement. Actually exercising is uncomfortable, sweaty, and requires discipline.
Listening to relationship podcasts feels like working on your marriage. Actually having difficult conversations with your partner is vulnerable and emotionally demanding.
Taking notes on productivity systems feels useful. Actually changing your habits requires discomfort and willpower.
Information consumption is comfortable. It’s safe. It makes us feel like we’re doing something without actually risking failure or discomfort.
Action is uncomfortable. It’s risky. It requires us to face our fears, inadequacies, and the possibility of failure.
So we unconsciously choose comfort disguised as productivity.
The Excuse of “I Need to Learn More First”
The most common excuse for inaction is: “I’m not ready yet. I need to learn more first.”
But Sivers would ask: More than what? You already know the basics. You already know enough to start. What you’re missing isn’t information—it’s experience, which you can only get by doing.
Example: Starting a business
You don’t need to read 50 books on entrepreneurship before you start. You need to:
- Identify something people want
- Sell it to them
- Deliver it
- Learn from what works and what doesn’t
- Repeat
That’s it. Everything else you “need to know” you’ll learn by doing it. The information becomes relevant only when you encounter the actual problem.
Reading about cash flow management is useless until you have actual cash flowing. Reading about hiring is pointless until you need to hire someone. Reading about scaling is irrelevant until you have something worth scaling.
You don’t need more information. You need more experience, which comes only from action.
Perfect Abs and Billionaires
Sivers uses two perfect examples: billionaires and perfect abs.
Perfect abs: Everyone knows how to get abs. Everyone. Eat in a caloric deficit. Do compound exercises. Build core strength. Sleep well. Be consistent for months. There’s no secret. There’s no missing information. The information is free and everywhere.
Yet most people don’t have abs. Not because they don’t know how. Because they don’t do it consistently.
Billionaires: There are thousands of books, courses, podcasts, and videos teaching you exactly how billionaires think, work, invest, and build wealth. The information is not secret. It’s not hidden. Jeff Bezos’s letters to shareholders are public. Warren Buffett literally publishes his investment strategy annually.
Yet reading these doesn’t make you a billionaire. Because information isn’t the constraint. Execution is.
If more information was the answer, everyone who read these books would be rich with perfect abs. They’re not. Because reading isn’t doing.
How to Practice This Wisdom Today
1. The Morning Action Audit (5 minutes)
Start your day by identifying the gap between what you know and what you do.
Write down:
What do I already know I should do today to improve my life?
- Exercise
- Eat healthy
- Work on my most important project
- Have that difficult conversation
- Go to bed on time
- Limit phone use
- Reach out to someone I care about
What information am I tempted to consume instead of taking action?
- “One more productivity video”
- “Just checking this article about…”
- “Let me research the best way to…”
- “I should learn more about… before I start”
What’s one action I will take today instead of consuming more information?
Pick ONE thing you already know you should do. Not something you need to learn about. Something you already know.
Then commit: “Today I will DO this, not read about it.”
2. The 24-Hour Information Fast (Throughout the Day)
For the next 24 hours, stop consuming information and start acting on what you already know.
The Rules:
- No new books, articles, videos, or podcasts about self-improvement, business, health, or any area where you’re “trying to improve”
- You can still do work, communicate, and handle necessary information
- But no consumption of information as a substitute for action
Instead, ask yourself every hour:
“What do I already know I should do right now?”
Then do that thing. Not the perfect version. Not after learning more about it. Just do it with the knowledge you already have.
Examples:
Instead of: Watching a YouTube video about morning routines
Do: Actually wake up at the time you know you should and do the routine you already know works
Instead of: Reading an article about effective communication
Do: Have that conversation you’ve been avoiding using the communication skills you already know
Instead of: Browsing productivity apps
Do: Work on your most important task using the simple tools you already have
Instead of: Researching the perfect workout program
Do: The basic workout you already know how to do (push-ups, squats, walking)
3. The “I Already Know This” Practice (Midday Check-in)
At midday, catch yourself in the act of consuming when you should be creating.
When you find yourself about to consume information, pause and ask:
“Do I genuinely not know how to do this, or am I avoiding doing what I already know?”
Be ruthlessly honest.
If you genuinely don’t know: Learn the minimum needed to start, then start immediately.
If you already know: Close the tab. Put down the book. Stop researching. Go do it.
Example scenarios:
You’re about to read another article about starting a side business:
- Question: “Do I know enough to start? Could I literally offer something for sale today?”
- Honest answer: “Yes, I could offer freelance writing/consulting/design services right now.”
- Action: Close article. Draft offer. Send to three potential clients. Learn from responses.
You’re about to watch a video about meditation:
- Question: “Do I know how to meditate? Could I do it right now?”
- Honest answer: “Yes. Sit quietly, focus on breathing, notice thoughts without following them.”
- Action: Close video. Set timer for 10 minutes. Meditate now.
You’re about to research the best diet plan:
- Question: “Do I know what healthy eating looks like?”
- Honest answer: “Yes. Vegetables, protein, whole foods, smaller portions, less sugar.”
- Action: Close browser. Plan today’s meals using what I already know. Execute.
4. Evening Execution Review (10 minutes)
Before bed, review your ratio of information consumed vs. action taken.
Reflect:
What information did I consume today?
- Books read
- Articles browsed
- Videos watched
- Courses started
- Podcasts listened to
What actions did I take based on knowledge I already had?
- What did I DO today that I already knew I should do?
- Where did I execute instead of research?
- What results did I get from taking action?
Where did I use “learning” as an excuse to avoid action?
- Where did I convince myself I “needed to learn more first”?
- What action was I avoiding by consuming information?
- What would have happened if I’d just done it instead?
Tomorrow’s commitment:
“Tomorrow I will focus on execution over information. I will do these three things I already know I should do: _, _, _.”
A Modern Application: The YouTube Productivity Trap
Let’s apply Sivers’ wisdom to something extremely common: watching productivity content on YouTube.
The Pattern:
You’re not being productive. So you search YouTube for “how to be more productive.” You watch a 15-minute video. Then another. Then you discover a productivity channel. You binge-watch for 2 hours.
You’ve now spent 2 hours learning about productivity instead of being productive.
What actually happened?
- Stimulus: Feeling unproductive
- Response: Consuming information about productivity instead of actually being productive
- Cost: 2 hours completely wasted, feeling even less productive, knowing you just failed at the exact thing you were trying to fix
- The delicious irony: You were literally unproductive while learning how to be productive
What you already knew before watching:
- Do the most important thing first
- Eliminate distractions (like YouTube)
- Focus on one task at a time
- Use a timer/Pomodoro technique
- Break big tasks into small steps
- Just start, don’t wait for perfect conditions
You didn’t need the videos. You needed to close YouTube and do your work.
Sivers’ Approach:
Stimulus: Feeling unproductive
Pause: “Do I need more information about productivity, or do I need to actually be productive?”
Honest answer: “I already know what to do. I’m procrastinating by pretending to learn.”
Action: Close YouTube. Open the document/project/task. Set timer for 25 minutes. Work.
Result: Actual productivity. Actual progress. Actual results.
This is the difference between consuming information and taking action. One feels productive. The other actually is productive.
The Deeper Philosophy
The Drowning-in-Information Age
We live in the most information-rich era in human history. You can learn almost anything for free, instantly, from your phone. This is unprecedented and amazing.
It’s also created a new problem: information obesity.
Just like you can eat too much food and become unhealthy, you can consume too much information and become paralyzed.
More information creates:
- Analysis paralysis (so many options you can’t choose)
- Perpetual learning mode (always preparing, never doing)
- Comparison overload (seeing so many ways to do things you doubt your own approach)
- Diminishing returns (the 47th book on productivity adds almost nothing to what you learned in the first 3)
- False sense of progress (confusing learning with doing)
Sivers recognized this years ago. While everyone else was creating more content, he was radically simplifying his life and his message.
Wisdom vs. Knowledge
There’s a crucial difference:
Knowledge = Information you’ve collected
Wisdom = Knowledge you’ve applied and integrated through experience
You can gain knowledge by reading. You can only gain wisdom by doing.
Reading 100 books on meditation doesn’t make you wise about meditation. Meditating daily for 10 years makes you wise about meditation.
Reading 50 books on business doesn’t make you a wise entrepreneur. Building and running businesses for a decade makes you a wise entrepreneur.
The information in the books is helpful. But wisdom comes from the application, the failures, the adjustments, the lived experience of actually doing it.
Sivers built CD Baby not because he read books about e-commerce. He built it because he needed to solve a problem and figured it out by doing.
The Minimum Viable Knowledge Principle
Sivers advocates for learning the minimum needed to start, then learning the rest by doing.
Here’s how it works:
Step 1: Learn just enough to take the first action (usually 30 minutes to 2 hours of focused learning)
Step 2: Take the action
Step 3: Encounter a specific problem
Step 4: Learn just enough to solve that specific problem
Step 5: Repeat
This is radically different from the common approach:
Common approach:
Learn everything possible → Feel overwhelmed → Never start → OR → Start but follow someone else’s system exactly → Fail because it doesn’t fit your situation
Sivers’ approach:
Learn minimum → Start → Encounter real problem → Learn specific solution → Continue
Example: Learning to code
Common approach: “I need to complete this 300-hour coding bootcamp before I can build anything.”
Sivers’ approach: “I want to build a simple website. Let me learn just enough HTML to create a basic page (2 hours). Then I’ll build it. When I want to add styling, I’ll learn CSS. When I want interaction, I’ll learn JavaScript. Each piece just-in-time.”
The second approach gets you to a working website in days, not months. And you learn by doing, which creates actual skill and wisdom.
Action Creates Clarity
Here’s a profound truth: You often can’t think your way to clarity. You have to act your way to clarity.
You won’t know if you like entrepreneurship by reading about it. You have to try it.
You won’t know what diet works for your body by researching diets. You have to try different approaches and see how you feel.
You won’t know what career fits you by taking aptitude tests. You have to try different work and notice what energizes vs. drains you.
Action produces data. Data produces clarity. Clarity produces better action.
Information produces… more questions, more research, more paralysis.
Sivers started CD Baby without knowing if it would work. He learned what worked by doing it, seeing what happened, and adjusting. The action created the clarity.
The Ruthless Simplicity
Sivers is famous for his radical simplicity. His website is deliberately plain HTML. His books are short and simple. His advice is condensed to the essential.
Why? Because he’s internalized this wisdom: Most complexity is unnecessary. Most information is noise. Most advice is repetition.
Once you’ve learned the fundamentals of something, reading more about it often just makes you confused or procrastinate.
The fundamentals rarely change:
- Getting healthy: eat well, move, sleep, manage stress
- Building wealth: earn more, spend less, invest difference, be patient
- Improving relationships: communicate honestly, show care, spend time, be reliable
- Being productive: focus, eliminate distractions, do important things first, build systems
Everything else is details, exceptions, optimization, and often just noise.
Sivers would say: Learn the fundamentals. Then go do them for 10 years. That’s how you master something.
Not by reading 100 books about it. By doing it 1,000 times and learning from each iteration.
Your Practice for Today
Here’s your challenge based on Sivers’ teaching:
Today, take action on something you already know instead of consuming more information about it.
The Practice:
1. Identify one area where you’re consuming information instead of taking action:
What are you currently reading about, watching videos about, or researching that you actually already know enough to start doing?
Examples:
- Fitness (reading about exercise instead of exercising)
- Business (learning about entrepreneurship instead of starting)
- Creativity (consuming content about writing/art instead of creating)
- Productivity (watching productivity videos instead of being productive)
- Relationships (reading relationship advice instead of improving your actual relationships)
2. Ask yourself honestly:
“Do I genuinely not know how to do this, or do I already know enough to start?”
If you genuinely don’t know: Learn for maximum 30 minutes, then start doing it.
If you already know enough: Stop consuming. Start doing. Right now.
3. Take one concrete action today:
Not research. Not planning. Not consuming more information.
Actual execution based on what you already know.
Examples:
- Instead of reading about exercise → Do 20 push-ups right now
- Instead of watching business videos → Send one sales email
- Instead of browsing productivity tips → Work on your most important task for 25 minutes
- Instead of reading relationship advice → Call someone you care about
- Instead of researching meditation → Sit and meditate for 10 minutes
4. Notice what happens:
When you take action based on knowledge you already have, you:
- Get actual results (or actual failure, which teaches you more than any book)
- Build confidence through doing, not just knowing
- Identify specific real problems to solve (not theoretical ones)
- Create momentum
- Learn what information you actually need (vs. what you thought you needed)
The goal isn’t to never learn again. The goal is to restore balance between learning and doing.
If you’re spending more time consuming information about something than doing it, you’re out of balance.
For most people, the ratio is reversed. They spend 90% learning and 10% doing. It should be 10% learning and 90% doing.
Essential Reading: Dive Deeper into Derek Sivers
If this teaching resonates with you, explore these books:
Primary Sources:
Anything You Want by Derek Sivers
- Sivers’ story of building and selling CD Baby
- Short, simple lessons on business and life
- Radically different perspective on entrepreneurship
- Can be read in 90 minutes, pondered for years
Hell Yeah or No by Derek Sivers
- Collection of Sivers’ essays on decision-making
- Teaches you to focus only on what excites you
- How to say no to almost everything
- Minimalist philosophy applied to life choices
How to Live by Derek Sivers
- 27 different answers to how to live a good life
- Each chapter contradicts the others (intentionally)
- Teaches you to think for yourself
- Choose the philosophy that fits you, ignore the rest
Related Wisdom:
The Lean Startup by Eric Ries
- Build-measure-learn cycle
- Minimum viable product (action over planning)
- Learning through doing and iteration
- Real-world validation over theoretical planning
Show Your Work by Austin Kleon
- Share the process, not just the results
- Learn by doing in public
- Stop consuming, start creating
- Build by building, not by planning
Deep Work by Cal Newport
- Focus on doing valuable work
- Eliminate shallow information consumption
- Build your skills through intense practice
- Results come from focused action, not constant learning
Sivers’ Free Resources:
- All his articles and ideas, free
- Short, actionable wisdom
- No fluff, just useful thoughts
- Updated regularly with new insights
- Daily wisdom in tweet form
- Questions that make you think differently
- Links to his latest essays and projects
Closing Reflection
Derek Sivers built a $22 million company and gave it all away. Not because he’s a saint, but because he understood something most people never learn: more information, more money, more stuff doesn’t solve your problems. Action, focused on what actually matters, does.
He didn’t become successful by consuming information. He became successful by taking action on simple ideas, learning from what happened, and iterating.
He didn’t become wise by reading philosophy books. He became wise by living intentionally, experimenting constantly, and learning from direct experience.
He didn’t become fulfilled by accumulating more. He became fulfilled by doing what mattered to him and ruthlessly eliminating everything else.
Today, you probably don’t need more information. You don’t need another book, another course, another video, another article.
You need to do what you already know you should do.
You already know:
- What habits would improve your life
- What relationships need attention
- What work you should be doing
- What you should stop doing
- What really matters to you
The question isn’t “What should I learn next?”
The question is “What do I already know that I’m not doing?”
If more information was the answer, then we’d all be billionaires with perfect abs.
We’re not. Because information isn’t the answer. Action is.
What will you do today with what you already know?
Reflection Questions
Take a moment to journal or contemplate:
- What am I currently consuming information about that I already know enough to start doing?
- What action have I been avoiding by telling myself “I need to learn more first”?
- If I could only act on what I already know for the next 30 days (no new information), what would I do differently?
- What’s one thing I know I should do today that I’m going to actually do instead of reading more about?
Tomorrow’s Wisdom
Join us tomorrow as we explore a teaching from Marcus Aurelius, Roman Emperor and Stoic philosopher, on doing what’s necessary without complaint and finding peace in acceptance of duty.
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Essential Reading:
📚 Anything You Want – Sivers’ business and life philosophy
📖 Hell Yeah or No – Focus on what excites you
🎯 How to Live – 27 different philosophies to choose from
💪 Derek’s Blog – All his wisdom, free online
Posted February 4, 2026 in Daily Wisdom by Paolo Peralta
Tags: Derek Sivers, Action, Minimalism, Entrepreneurship, Execution, Simplicity, Decision Making
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