The Ledger

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Insight
Ryan: Take family money to ensure the ultimate motivation to survive
“I always encourage entrepreneurs to take money from family because I think it's the best motivation to ensure that no matter how hard things get, you're going to find a path forward.”
Eric Ryan Oct 12, 2020 ▶ 28:05 method: Adam Lowry & Eric Ryan (2018)
Insight
Jeremy Stoppelman argues transaction verification fails to prevent fake online reviews
“And there is this like false, I would call it very false belief That if you prove that someone transacted, then that review is therefore trustworthy, but all you have to do is, like, read one of the 20 stories on Amazon about how people still easily game that …”
Jeremy Stoppelman Oct 1, 2020 ▶ 20:13 How I Built Resilience: Jeremy Stoppelman of Yelp
Insight
Only non-profits stay true to a social bottom line long-term
“While I was at a hedge fund, I saw how much capital structure and incentives can really drive what an organization does. And the only organizations that really do stay true to some social bottom line over long periods of time are nonprofits.”
Sal Khan Sep 21, 2020 ▶ 39:43 Khan Academy: Sal Khan
Insight
Foley: Complex hardware serves as a long-term competitive moat
“Hardware can be hard, but to an ambitious group of people like the Peloton founders and now the Peloton team You know, it's a competitive moat over time, which is which is why I think our investors are excited about it at this point.”
John Foley Jul 18, 2020 ▶ 13:09 How I Built Resilience: Live with John Foley
Insight
Von Ahn: Education companies become marketing-driven because product improvement is hard
“A lot of companies in education eventually turn into marketing companies. For the following reason. You realize, man, making improvements in how well you teach is hard. And it really is very hard. It's, it takes years. So for every dollar you have, you quickly…”
Luis von Ahn May 25, 2020 ▶ 59:06 reCAPTCHA and Duolingo: Luis von Ahn
Insight
Beauty conglomerates acquire indie brands because massive budgets cannot replicate founder authenticity
“Today they're certainly not, they're the They're the brands where everybody, you know, the big guys want to buy them, because they can see that we had created things that they, with all their money, and all their teams, and all their budgets, could not create.…”
Jo Malone May 18, 2020 ▶ 41:31 Jo Loves: Jo Malone CBE
Insight
Later-stage investors struggle to view female founders as both visionaries and operators
“Recognizing how challenging it was to really get capital. Particularly later stage capital as a female founder to be seen as both visionary and a strong operator.”
Katia Beauchamp Mar 16, 2020 ▶ 59:08 Birchbox: Katia Beauchamp
Insight
Patrick Collison: Tech hubris fails; financial infrastructure requires traditional banking partnerships
“Technology companies, I think, often have a sort of go it alone mentality. We'll build it all in-house. We'll do it all ourselves. We can do things better than ever in the outside world. Whereas we thought that Stripe would only be possible, and it would only …”
Patrick Collison Mar 9, 2020 ▶ 27:45 Stripe: Patrick and John Collison (2018)
Insight
Patrick Collison: Money cannot be mechanically turned into great software products
“And this is one of the great facts about our industry is that you cannot turn Money into great products as a kind of mechanical operation. If it were possible, there would be many more great iPhone competitors. Facebook would have been long since eclipsed by M…”
Patrick Collison Mar 9, 2020 ▶ 29:16 Stripe: Patrick and John Collison (2018)
Insight
Scaling improves food quality by unlocking superior ingredient sourcing
“I think that you can get better as you grow, and that's been my experience. When we were really small, and there's this sort of Glow around the sort of mom and pop sort of thing, I think, especially in ice cream. But when we were small, we were really limited …”
Jeni Britton Feb 27, 2020 ▶ 13:06 Live From The HIBT Summit: Jeni Britton Bauer of Jeni's Splendid Ice Creams
Insight
Moya-Jones: Founders who care about their business should never sell control
“If you are still passionately involved in your business, if you still care, just don't sell the controlling interest to a private equity or a financial institute. Just don't do it. You can sell parts of it, but just don't give away the controlling interest, be…”
Raegan Moya-Jones Aug 26, 2019 ▶ 39:32 Aden + Anais: Raegan Moya-Jones (2019)
Insight
Lütke: Selling company shares creates a ticking clock to IPO or sale
“I took the investments knowing that I'm going to be raising the clock to either go public or get sold. That was the duality of outcome. And by the way, this is true for every person who sells shares in their company. Just most people don't realize that that's …”
Tobias Lütke Aug 5, 2019 ▶ 54:42 Shopify: Tobias Lütke
Insight
Dyson: Innovators should never take advice
“But the thing is never to take advice.”
Sir James Dyson Jul 22, 2019 ▶ 22:42 Dyson: James Dyson (2018)
Insight
Brown: Consumers do not buy sustainable products; they buy great products
“People don't buy sustainable products. They buy great products.”
Tim Brown Jun 10, 2019 ▶ 47:08 Allbirds: Tim Brown & Joey Zwillinger
Insight
Foley: Raising Peloton's price above $1,200 increased sales velocity
“We started pricing it at 1200 dollars, because it was just over 1200 dollars was our cost, and we're like, let's price it at cost, because we have the subscription digital content business model that comes afterwards, so we don't need to make any money, and we…”
John Foley Apr 29, 2019 ▶ 32:50 Live Episode! Peloton: John Foley
Insight
Wolfe Herd: Software can be copied easily, but brand authenticity cannot
“Anybody can copy a product. Anyone. I'm at the UT campus speaking to you right now. I could go to the engineering school, probably find five really talented young engineers, and they could build Bumble. With the right support, somebody could rebuild any piece …”
Whitney Wolfe Herd Apr 22, 2019 ▶ 34:40 Bumble: Whitney Wolfe (2017)
Insight
Waters: Paying chefs for five days to work three prevents burnout
“And I think what really has created this long life for the restaurant is the fact that we don't have one person who is the main chef of the restaurant. We have two people, and they share their job, They work three days, and then they're paid for five. And it a…”
Alice Waters Apr 8, 2019 ▶ 31:48 Chez Panisse: Alice Waters
Insight
Canion: Founding a company gives no inherent right to run it
“And just because you started the company doesn't give you any right to continue to run the company. You know, it needs to be run by somebody that can make good decisions and can manage that complex an operation.”
Rod Canion Mar 25, 2019 ▶ 29:48 Compaq Computers: Rod Canion (2019)
Insight
Casalena: Rewriting core platform architecture takes 3x longer and is a disaster
“You never want to be in a situation where you're rewriting the core of your platform. It always takes three times longer than you would expect. You know, the people who originally wrote it are sometimes no longer there, and it's usually a disaster.”
Anthony Casalena Mar 4, 2019 ▶ 36:22 Squarespace: Anthony Casalena
Insight
Dunn: Founding a business with friends destroys the friendship's emotional support
“Once you get into a business partnership with a friend, the friendship gets totally sublimated to the business partnership. So a lot of the stuff that you used to talk about or do, you don't have time to do because you've got to work on this little growing bab…”
Andy Dunn Jan 21, 2019 ▶ 27:05 Bonobos: Andy Dunn
Insight
Dunn: Zero-inventory clothing stores generate higher retail sales per square foot
“You create a clothing store that has no clothing. And that was the insight, which is the customer doesn't need it right away, and that flew in the face of everything everyone in retail told me from the traditional industry. Instant gratification. And it turns …”
Andy Dunn Jan 21, 2019 ▶ 48:53 Bonobos: Andy Dunn
Insight
Kelleher: 4% Profitable Market Share Beats 90% Unprofitable Share
“Let's focus on profitability. And if we have four percent of a market and we're profitable, that's better than having 90% of a market and being unprofitable.”
Herb Kelleher Jan 4, 2019 ▶ 26:39 Remembering Herb Kelleher
Insight
Dubin: Do not believe anyone claiming they can engineer a viral video
“Anybody that tells you that they can build you a viral video or don't believe them, I did not have huge hopes for this video.”
Michael Dubin Dec 17, 2018 ▶ 31:23 Live Episode! Dollar Shave Club: Michael Dubin
Insight
Dubin: Incumbents sue startups primarily to scare off capital and potential acquirers
“That's a playbook that big competitors, big incumbent competitors can do, you know, to make you look unattractive to capital, to make you look unattractive to potential acquirers.”
Michael Dubin Dec 17, 2018 ▶ 41:21 Live Episode! Dollar Shave Club: Michael Dubin
Insight
Weiss: Retail-first beauty brands design for shelf space, not consumer needs
“Beauty brands build products and clients for the needs of, you know, Macy's and, you know, Sephora and Ulta and CVS, and those are shelf space needs and seasonality needs and margin needs and all of these different needs that have nothing to do with you as the…”
Emily Weiss Nov 26, 2018 ▶ 26:26 Live Episode! Glossier: Emily Weiss
Insight
Entrepreneurs Should Raise Family Money to Ensure Maximum Motivation, Says Ryan
“I always encourage entrepreneurs to Take money from family, because I think it's the best motivation to ensure that no matter how hard things get, you're going to find a path forward.”
Eric Ryan Oct 8, 2018 ▶ 26:16 method: Adam Lowry & Eric Ryan
Insight
Making Green Products Solely for Eco-Conscious Shoppers Is Pointless, Says Lowry
“I think it's totally pointless to make a green product for green people, right? They're only about five percent of products in the U.S. Market that are sold are green products. And so if all you're doing is preaching to the converted and the five percent, like…”
Adam Lowry Oct 8, 2018 ▶ 38:41 method: Adam Lowry & Eric Ryan
Insight
Recurring fundamental doubts about a business or employee are almost certainly correct
“There's a saying, if you're thinking about firing someone, a lot You should just fire them. Meaning that, like, that intuition, if that keeps coming up, it's almost certainly correct, and you wouldn't be thinking that all the time if there was a real shot at m…”
Stewart Butterfield Jul 30, 2018 ▶ 30:49 Slack & Flickr: Stewart Butterfield
Insight
Goldman used value-triggered equity grants to prevent founder dilution during fundraising
“He said, but what if instead you started the founders at the same place as the other investors, and only when the company grows in value do the founders get more equity? And that's was, it was a reverse structure. And what that did was it helped as we grew and…”
Seth Goldman Jun 11, 2018 ▶ 19:30 Honest Tea: Seth Goldman (2017)
Insight
Naficy: Lack of online transparency let 1990s VCs abuse term sheets
“It's a term sheet is, unfortunately, not binding. It's a indication of interest that's really a buildup of good faith, and so you could do it and get away with it, absolutely, and it happened a lot in, you know, in the late nineties when you didn't have online…”
Mariam Naficy Jun 4, 2018 ▶ 16:40 Minted: Mariam Naficy
Insight
Shaich: Public market short-termism forces CEOs into cost-cutting over transformative bets
“There's a pervasive sense of short-termism that has invaded our markets. The reality is, when you have such short-term pressure on our CEOs, they react. And what that ends up meaning is cost-cutting. And they avoid the kind of transformative events that drove …”
Ron Shaich Apr 30, 2018 ▶ 34:03 Panera Bread/Au Bon Pain: Ron Shaich
Insight
Shah: Winning commodity retail does not guarantee success in home goods
“If you're in any of these other categories, certainly there's a big business there, but that's effectively the business that the Walmarts and the Amazons and the Targets and the Costcos, they're all in that business, selling the same exact items to everybody. …”
Niraj Shah Apr 16, 2018 ▶ 36:22 Wayfair: Niraj Shah & Steve Conine
Insight
Crowdsourced review catches critical errors that structured gatekeeping often misses
“That concept does actually apply in lots of areas of life, that if you get a lot of people looking at something, people can say, hey, there's actually a problem here that maybe nobody else noticed, and then sometimes after it's been pointed out, you say, oh ye…”
Jimmy Wales Feb 26, 2018 ▶ 10:41 Wikipedia: Jimmy Wales
Insight
Authoritarianism thrives by destroying belief in objective truth, not through indoctrination
“The best way to prepare people for Authoritarian rule is not to indoctrinate them into an authoritarian philosophy, but to make them believe that there's no such thing as truth.”
Jimmy Wales Feb 26, 2018 ▶ 30:15 Wikipedia: Jimmy Wales
Insight
Dyson: Innovators should never take outside advice
“Obsessed and mad. But the thing is never to take advice.”
Sir James Dyson Feb 12, 2018 ▶ 21:38 Dyson: James Dyson
Insight
Chouinard says relying on customer feedback is too late for true innovation
“If you wait for the customer to tell you what to do, you're too late. So we were our own customer, and I think that was the secret of coming out with products that a lot of the products people didn't even know they wanted or needed.”
Yvon Chouinard Dec 25, 2017 ▶ 7:40 Patagonia: Yvon Chouinard (2016)
Insight
Chouinard claims the faster a business grows, the faster it dies
“And in fact, that's why the faster a business grows, the faster it dies also.”
Yvon Chouinard Dec 25, 2017 ▶ 9:50 Patagonia: Yvon Chouinard (2016)
Insight
Wolfe Herd: Putting women in control of messaging balances dating dynamics
“When you put women in control, you completely reverse the rules. So she now has the confidence to go after what she's interested in. And the man on the other end doesn't feel rejected. He feels flattered. And then all of a sudden you've balanced the behavior.”
Whitney Wolfe Herd Oct 16, 2017 ▶ 25:13 Bumble: Whitney Wolfe
Insight
Wolfe Herd: Competitors can easily copy software products, but not brands
“Anybody can copy a product. Anyone. I'm at the UT campus speaking to you right now. I could go to the engineering school, probably find five really talented young engineers, and they could build Bumble. With the right support, somebody could rebuild any piece …”
Whitney Wolfe Herd Oct 16, 2017 ▶ 34:08 Bumble: Whitney Wolfe
Insight
Wendy Kopp: Educational inequity cannot be solved by classroom teaching alone
“We have here a deeply entrenched and systemic issue that cannot be solved from within classrooms alone, right? This is, no amount of teaching is going to solve this. We need incredible teachers, but we also need some of those people who understand what you und…”
Wendy Kopp Oct 9, 2017 ▶ 35:32 Teach For America: Wendy Kopp
Insight
Kelleher: A profitable 4% market share is better than an unprofitable 90%
“So I said, let's focus on profitability. And if we have four percent of a market and we're profitable, that's better than having 90% of a market and being unprofitable.”
Herb Kelleher Sep 25, 2017 ▶ 26:24 Southwest Airlines: Herb Kelleher (2016)
Insight
Kelleher: Companies that think small grow bigger; companies that think big shrink
“Think small and act small and we'll get bigger. Think big and act big, and we'll get smaller.”
Herb Kelleher Sep 25, 2017 ▶ 28:44 Southwest Airlines: Herb Kelleher (2016)
Insight
"Quality fade" from margin-seeking factories is a major Chinese manufacturing risk
“I had several product problems like that that came from a manufacturer trying to improve his margins, and you know, this is something that in the manufacturing world people call quality fade, And it's a big problem when you manufacture through China.”
Randy Hetrick Jun 26, 2017 ▶ 20:06 TRX: Randy Hetrick
Insight
Canion: Founding a company gives no right to keep running it
“And just because you started the company doesn't give you any right to continue to run the company. You know, it needs to be run by somebody that can make good decisions and can manage that complex and operation”
Rod Canion May 22, 2017 ▶ 29:25 Compaq Computers: Rod Canion
Insight
Canion now attributes 90% of Compaq's massive success to pure luck
“If you had asked me that in the eighties, let's say the late eighties, I would probably have said it was 90% intelligence and insight and work and 10% luck. But to tell you how perspective changes with time, I would say today it was the other way around.”
Rod Canion May 22, 2017 ▶ 32:43 Compaq Computers: Rod Canion
Insight
Branson: If you can run one business, you can run any business
“If you can run one business, you can run any business.”
Richard Branson Jan 30, 2017 ▶ 10:26 Virgin: Richard Branson
Insight
Retrofitting radical workplace flexibility into existing companies is destined to fail
“I've had other companies come to me and say, oh, I love that idea. I think I'll institute it in my company. I say, forget it. You'll fail. Because you have to start with the very first person you hire.”
Yvon Chouinard Dec 12, 2016 ▶ 16:46 Patagonia: Yvon Chouinard
Insight
A profitable 4% market share beats an unprofitable 90% share
“So I said, let's focus on profitability. And if we have four percent of a market and we're profitable, that's better than having 90% of a market and being unprofitable.”
Herb Kelleher Nov 21, 2016 ▶ 26:00 Southwest Airlines: Herb Kelleher
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