Derek Sivers

person on 9 shows · 24 statements across 3 episodes · said 32 times in 16 episodes since 2016

the Startup Ideas Podcast 8 Top Founders 7 the Knowledge Project 4 BigDeal 4 Founder's Journal 3 Startups For the Rest of Us 2 My First Million 2 Latent Space 1 the a16z Podcast 1

On the record as a speaker too: Derek Sivers across every show, appearances and statements → this page counts the times other people say the name.

Mentions by year, every show

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008215420162017201820192020202120222023202420252026episodesmentions
02420162017201820192020202120222023202420252026episodes it came up in
00224420162017201820192020202120222023202420252026episodesmentions per episode

the Startup Ideas Podcast 8Top Founders 7the Knowledge Project 4BigDeal 4Founder's Journal 3Startups For the Rest of Us 2My First Million 2Latent Space 11 more shows

2026 2 mentions in 2 episodes 1 per episode
2025 5 mentions in 2 episodes 3 per episode
2024 14 mentions in 4 episodes 4 per episode
2021 4 mentions in 3 episodes 1 per episode
2019 1 mention in 1 episode
2017 1 mention in 1 episode
2016 5 mentions in 3 episodes 2 per episode

every mention on every show, scene by scene, with the transcript →

24 statements about Derek Sivers, every show

Sivers: Commanding specific actions is the most succinct way to communicate ideas
“Probably the most succinct way to communicate an idea is to focus on the action itself. Like, if you command the action, then the action, like a seed, I think there's like a nature metaphor in here somewhere, that the action has the seed of the idea in it, tha…”
Derek Sivers Jul 4, 2023 ▶ 46:45 TKP Insights: Philosophy
Sivers: The best plan maximizes options to change plans later
“The best plan is the one that lets you change your plans. For example, renting a house is buying the option to move at any time without losing money in a changing market.”
Derek Sivers Jul 4, 2023 ▶ 52:40 TKP Insights: Philosophy
Sivers hired and trained his replacement before quitting Warner Chappell
“So I found someone to replace me. It was an old friend that I knew would be perfect for the job. I knew that she would do it really well. She had the right temperament. She was in the right stage of her life. I knew that she'd be psyched about it, and Really g…”
Derek Sivers Jul 21, 2020 ▶ 3:27 #88 Derek Sivers: Innovation Versus Imitation
Inventing from first principles beats blindly imitating complex industry standards
“Like people imitate others without questioning it enough, but I don't want to learn their ways. I don't want to be like them. So instead I just ignore it all and ask myself, What's the real point? Meaning, like, what am I really trying to do here? What's the r…”
Derek Sivers Jul 21, 2020 ▶ 5:44 #88 Derek Sivers: Innovation Versus Imitation
Medium's 2.5MB payload to display text articles is 1,000x too big
“It was like, 2.5 megs of downloads, like, 33 CSS, JavaScript, and CSS files, just to display an article? No way. That's like a thousand times bigger than it needs to be.”
Derek Sivers Jul 21, 2020 ▶ 7:03 #88 Derek Sivers: Innovation Versus Imitation
Musician Amber Rubarth originally coined the 'Hell Yeah or No' framework
“Amber Rhubarth is actually the one that said, so basically you're not trying to decide between yes and no, you're deciding between fuck yeah and no. I just laughed and I loved it and I, So I blogged about it the next day. I changed the word to hell to soften i…”
Derek Sivers Jul 21, 2020 ▶ 18:31 #88 Derek Sivers: Innovation Versus Imitation
The 'Hell Yeah or No' rule doesn't apply when starving for opportunity
“There are other times in your career when really the most strategic thing to do is to say yes to everything because it can be like lottery tickets, you know, like if you got nothing going on and somebody's offering you an infinite amount of lottery tickets for…”
Derek Sivers Jul 21, 2020 ▶ 19:56 #88 Derek Sivers: Innovation Versus Imitation
KNOWLEDGE PROJECT Assertion Not publicly verifiable
CD Baby scaled to $20M and 85 employees in four years
“While I was away in California, my company grew from four million, sorry, sorry, no, it grew from one million To twenty million in four years. Like it grew from eight employees to 85 employees while I was away.”
Derek Sivers Jul 21, 2020 ▶ 25:29 #88 Derek Sivers: Innovation Versus Imitation
Delegating increases a founder's workload before creating long-term operational leverage
“You have to have the longterm perspective. You have to know that's like, all right, this is going to be harder. Yeah, it's going to be harder at first for the long-term gain, right? Like, if you realize that you're at this breaking point, your time is already …”
Derek Sivers Jul 21, 2020 ▶ 27:52 #88 Derek Sivers: Innovation Versus Imitation
Business value is idea quality multiplied by execution quality
“What I wrote is that I think of ideas as a multiplier of execution, right? So let's pretend that we have two columns of numbers here. So an awful idea, let's say that's a negative one, but a weak idea is a one. An okay idea is a 10, and a great idea is a 20, o…”
Derek Sivers Jul 21, 2020 ▶ 31:37 #88 Derek Sivers: Innovation Versus Imitation
Sivers distills core ideas from books into concise eight-word statements
“I underline every surprising or interesting idea that I want to think more about later. And so then when I'm done, I take all of those underlying ideas and I put them into a text file. I usually just kind of put them into my own words. I remove They're unneces…”
Derek Sivers Jul 21, 2020 ▶ 45:59 #88 Derek Sivers: Innovation Versus Imitation
Sivers tags every idea from books read since 2007 into a database
“I'm tagging every single one of those ideas from every book I've read since 2007. I'm tagging them with keywords and loading them into a database.”
Derek Sivers Jul 21, 2020 ▶ 47:55 #88 Derek Sivers: Innovation Versus Imitation
The most succinct way to convey an idea is commanding the action
“The most succinct way to communicate an idea is to focus on the action itself. Like, if you command the action, then the action, like a seed, I think there's like a nature metaphor in here somewhere, that the action has the seed of the idea in it, that the act…”
Derek Sivers Jul 21, 2020 ▶ 52:32 #88 Derek Sivers: Innovation Versus Imitation
Have no loyalty to locations, corporations, or past public statements
“Choose opportunity, not loyalty. Have no loyalty to location, corporation, or your past public statements. Be an absolute opportunist, doing whatever's best for the future in the current situation, unbound by the past. Have loyalty for only your most important…”
Derek Sivers Jul 21, 2020 ▶ 57:58 #88 Derek Sivers: Innovation Versus Imitation
The best plan is one that preserves the option to change plans
“The best plan is the one that lets you change your plans. For example, renting a house is buying the option to move at any time without losing money in a changing market.”
Derek Sivers Jul 21, 2020 ▶ 58:26 #88 Derek Sivers: Innovation Versus Imitation
Delay decisions until the last possible moment to preserve maximum optionality
“For maximum options, don't plan at all. Since you have no idea how the situation or your mood may change in the future, wait until the last possible moment to make each decision.”
Derek Sivers Jul 21, 2020 ▶ 58:40 #88 Derek Sivers: Innovation Versus Imitation
Decision-making should optimize for action over mapping objective reality
“Whatever makes you take the necessary actions Is the perspective that helps you? I'm never aiming for reality. I'm trying to make decisions usually based on finding the perspective that helps me take actions.”
Derek Sivers Jul 21, 2020 ▶ 1:05:01 #88 Derek Sivers: Innovation Versus Imitation
After selling CD Baby, Sivers planned to change his name and disappear
“My plan was to legally change my name and disappear into Europe and be an open source programmer.”
Derek Sivers Jul 21, 2020 ▶ 1:11:56 #88 Derek Sivers: Innovation Versus Imitation
Sivers obsessively focuses on one pursuit at a time for months
“I just don't find myself to be that kind of person that can do one thing for an hour and something else for two hours, and then this for an hour, and this for 30 minutes, that I just, I throw myself Completely into whatever I'm doing, almost to a fault. I love…”
Derek Sivers Jul 21, 2020 ▶ 1:23:40 #88 Derek Sivers: Innovation Versus Imitation
Reading and remote conversations teach culture better than physical travel
“Wouldn't I have learned more about Turkey by reading three books about Turkey, maybe watching the top five most popular movies in Turkey, and maybe scheduling phone conversations with 20 people from Turkey? You know, that's the same number of hours invested, b…”
Derek Sivers Jul 21, 2020 ▶ 1:28:26 #88 Derek Sivers: Innovation Versus Imitation
Sivers would immediately give away $100M because wealth distracts from learning
“Like if you were to give me a hundred million dollars, I just give it right away because I just won't use it for anything. I just don't want it. All the things that I love the most in life, just learning, thinking, and creating, it doesn't take any money. And …”
Derek Sivers Jul 21, 2020 ▶ 1:30:50 #88 Derek Sivers: Innovation Versus Imitation
KNOWLEDGE PROJECT Assertion Not checkable as stated
Sivers holds driver's licenses from five different countries
“I have five different driver's licenses from five different countries, and I have, like, Four different resident ID cards, and a few different passports from different countries, and yeah”
Derek Sivers Jul 21, 2020 ▶ 1:34:30 #88 Derek Sivers: Innovation Versus Imitation
Sivers left San Francisco because he hated everyone thinking like him
“I actually, I tried living in San Francisco for a little while. I had to leave after a few months. I hated it because everybody thinks like me. And so I'm happier living in a place like Singapore, where most people don't think like me.”
Derek Sivers Jul 21, 2020 ▶ 1:40:12 #88 Derek Sivers: Innovation Versus Imitation
TOP FOUNDERS Disclosure
Zenhom: Webinar Ninja will stay bootstrapped and reject venture capital
“I don't really believe the need for it. I don't have any need for it. Like I don't, I'm happy the way it is. I'm happy growing slow. I don't really want to blow up because I just enjoy my job right now. You know, I'm sure you're familiar with like Derek Sivers…”
Omar Zenhom Jun 3, 2016 ▶ 19:04 He's Taken No Funding, Doing $2,600,000 Per Year With SaaS Business Webinar Ninja, EP 252: Omar Zenhom

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