Josh Silverman

Executive Chair, Etsy · 1 appearance on the record.

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executivefounderoperator@jgsilverman ↗LinkedIn ↗etsy.com ↗Wikipedia ↗

Josh Silverman is a technology executive and entrepreneur widely known for orchestrating the turnaround and rapid growth of Etsy's global creative marketplace during his tenure as CEO. He previously co-founded the invitation platform Evite, served as CEO of Skype and Shopping.com, and served as President of Consumer Products and Services at American Express.

27statements → 9claims → 6claims resolved → 83%fully supported → 3.96/5average certainty → 2.33/5average debate potential → ≈4.5/5argument clarity, estimated → 10said about them ↓

5 supported 1 partly supported 0 contradicted 3 not checkable as stated how the 9 claims stand · each chip opens the sources

2 predictions · 7 assertions · 4 opinions · 13 insights · 1 disclosure · every statement was checked. The predictions and assertions are the 9 claims: statements the public record can support or contradict. 6 are resolved, and 3 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Josh argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported
Silverman: Etsy refused cloud software due to internal handmade dogma
“Etsy believed that because Etsy was about handmade, Etsy should make everything itself. So Etsy didn't use the cloud and built almost all of its software itself. And that was sort of lore. It was considered strategy, but I don't think it was strategy. It was j…”
Josh Silverman Jan 18, 2021 ▶ 12:50 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure

Expressed certainty vs assessment result

none yet certainty 1
none yet certainty 2
none yet certainty 3
88% certainty 4
100% certainty 5

weighted support: a fully supported claim counts one, a partly supported claim counts half. Each filled bar is clickable and opens exactly those claims; "none yet" means nothing said at that certainty level has resolved yet

How they sound: speaking style how? →

240 words/min while actually speaking · 0.6 um and uh per 1k words

No argument clarity score for Josh Silverman: no usable question→answer exchanges on raw tape (a fair score needs 8+). We do not score a sample that small. Roundtable and news formats yield far fewer direct exchanges than interviews. Their coarse estimate from 24 exchanges on the produced feed is ≈4.5/5, shown at half point precision because the sample is small and produced tape scores higher.

Measured by listening to 7,010 words across 1 episode, but every recording we have of Josh Silverman is the aired feed, and an editor cleaned that audio before release. Some of the hesitation was cut before we ever heard it, so read these as floors: the true rates are at least this high. These are measurements of speaking style, not scores. How it's measured →

Everything Josh Silverman said on 20VC that made the record, most notable first. Filter by type, assessment or year in the ledger →

Prediction Not checkable as stated
Silverman: E-commerce will consolidate into a tiny handful of winning platforms
“I find that thesis exceptionally unlikely. The brain can only remember a couple of brands, and so I think the world is consolidating around Fewer and fewer places to buy things online. I mean, if you're a tiny independent shop, you're going to recount on Googl…”
Josh Silverman Jan 18, 2021 ▶ 40:56 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Opinion
Silverman: Etsy is best positioned to be the alternative to Amazon
“I can't think of any company better positioned to be the alternative to Amazon than Etsy.”
Josh Silverman Jan 18, 2021 ▶ 10:51 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Assertion Supported
Silverman: Etsy refused cloud software due to internal handmade dogma
“Etsy believed that because Etsy was about handmade, Etsy should make everything itself. So Etsy didn't use the cloud and built almost all of its software itself. And that was sort of lore. It was considered strategy, but I don't think it was strategy. It was j…”
Josh Silverman Jan 18, 2021 ▶ 12:50 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Assertion Supported
Silverman: Etsy cut 20% of staff, half of projects in five weeks
“We had to lay off over 200 people, you know, within five weeks of joining the company, we'd laid off 20% of the staff, and of the remaining staff, probably 80% of them had new jobs, and we'd shut down over half of all the projects that the company was working …”
Josh Silverman Jan 18, 2021 ▶ 28:57 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Opinion
Silverman: Silicon Valley is an insular, lemming-like echo chamber
“It's incredibly lemming-like, very internally focused, a giant echo chamber. I really love not living in Silicon Valley so that I can maintain enough objectivity and external perspective.”
Josh Silverman Jan 18, 2021 ▶ 38:38 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Business moves faster and impacts communities better than policy work
“I think when you run a business, you're able to really move much more quickly than in policy, and I think do a lot of things that can positively impact community.”
Josh Silverman Jan 18, 2021 ▶ 3:56 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: 20-year career plans are overwhelming and likely to get derailed
“I think this notion that you've got to figure out what you're going to do for the next 20 years can be so overwhelming. And life has so much luck and Fate involved that if you hang everything on some twenty-year aspiration, the probability that something is go…”
Josh Silverman Jan 18, 2021 ▶ 5:44 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Assertion Not checkable as stated
Silverman: eBay spent four months seeking Skype CEO before hiring him
“When they asked me to run Skype, I was at eBay. Honestly, they spent four months looking to find anyone else, and no one would take that job because, you know, it's in the telecommunications industry, which is highly regulated, and international phone calls we…”
Josh Silverman Jan 18, 2021 ▶ 7:48 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Successful companies confuse what helped them with what hindered them
“The other thing I've observed in companies that have achieved some level of success is they confuse that they've succeeded because of and the things they've succeeded in spite of.”
Josh Silverman Jan 18, 2021 ▶ 12:19 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Untouchable corporate dogmas yield the highest-value experiments
“So in some ways, the things that people are unwilling to test or experiment with are often the things that are most valuable to test and experiment with.”
Josh Silverman Jan 18, 2021 ▶ 16:06 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Being different only matters if it makes you better
“I want to be better than everyone else, and so if you can't tell me why different makes us better, I'm not that interested.”
Josh Silverman Jan 18, 2021 ▶ 16:53 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Teams failing with bold, customer-focused ideas deserve high esteem
“There are teams that have delivered close to zero over the course of the year, and I hold them in great esteem because their ideas are bold and grounded in good customer insight.”
Josh Silverman Jan 18, 2021 ▶ 27:48 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: CEOs must build baseline competence in weak areas for empathy
“I think there's table stakes and there's your spikes or strengths, right? So whatever your job is, there's table stakes good enough. I'm not a project manager by nature. It's not What I'm great at. But to be an effective CEO, there's a table stakes level of pr…”
Josh Silverman Jan 18, 2021 ▶ 35:54 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Opinion
Silverman: Executives ignoring personal weaknesses is flippant given employee livelihoods
“Yes. And especially if you're a leader, I mean, I don't know, I feel like if, I mean, all of us are leaders in our own roles, but if you have the privilege to lead a whole company, there's a lot of people whose livelihoods are at stake. You know, it feels trem…”
Josh Silverman Jan 18, 2021 ▶ 36:59 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Disclosure
Silverman: Spent 20 years taking high-risk executive jobs others refused
“In fact, I think every job I've ever had In the past 20 years, I've gotten because most other people wouldn't take it.”
Josh Silverman Jan 18, 2021 ▶ 7:42 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Prediction Not checkable as stated
Silverman: Automation will increase consumer desire for custom, creative goods
“In a world that's becoming ever more commoditized, and where automation is changing the nature of work, creativity can't be automated. And we're going to yearn more and more for something made just for us.”
Josh Silverman Jan 18, 2021 ▶ 10:33 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Opinion
Silverman: Etsy's market is massive, defined by 'special' rather than 'handmade'
“I don't think it's niche at all. I think it's massive. I just don't define the market as handmade. I define the market as special.”
Josh Silverman Jan 18, 2021 ▶ 10:56 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: True happiness comes from hindsight fulfillment, not present ease
“Happiness, you normally, I don't know, in my experience, I don't often have happiness in the moment. I have happiness in hindsight. When I feel like we have achieved something of great purpose, at the end of my life, I will reflect back and determine that I wa…”
Josh Silverman Jan 18, 2021 ▶ 13:43 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Pursuing every good ROI idea leads to corporate failure
“If you do all of the ideas that meet that criteria, you're dead in the water. There's far too many of them. So instead of asking what good ideas do we have, I try to ask, and I think we at Etsy try to ask ourselves, what are the fewest things we need to do in …”
Josh Silverman Jan 18, 2021 ▶ 19:35 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Etsy focuses on seller GMV above company revenue
“For me, the metric of success winning is all about GMV. GMV is the sum sales of our sellers. How much did our sellers sell this year? That's different than our revenue. Our revenue is a subset of that, and our profit is a subset of our revenue. But our seller …”
Josh Silverman Jan 18, 2021 ▶ 20:08 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Leadership requires only defining success, constraints, and hiring correctly
“Leadership is about defining success and defining constraints. And the more I've been on my journey, the more I realize it's those two things plus one. I would add one thing, which is making sure you have the right people on the team. But if a leader does only…”
Josh Silverman Jan 18, 2021 ▶ 21:15 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Assertion Partly supported
Silverman: Pivoting Skype to video calling dramatically altered its growth curve
“Pivoting Skype from audio calls to video calls was probably the most powerful way to drive engagement. And so we made video calling the centerpiece of Skype for that out, changed Skype's brand, really, and mission to be about video. Shipped an amazing product …”
Josh Silverman Jan 18, 2021 ▶ 23:31 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Insight
Silverman: Framework for evaluating decision importance vs rollback cost
“The second decision matrix that I use a lot actually is a two by two framework of the importance of the decision and the cost of rollback. And if you think about each decision you make in terms of how important is it and what's the cost of rollback for There's…”
Josh Silverman Jan 18, 2021 ▶ 32:45 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure
Assertion Supported
Silverman: Four million sellers rely on Etsy daily for their livelihoods
“Four million sellers count on Etsy every day to feed their families and to connect with community.”
Josh Silverman Jan 18, 2021 ▶ 9:07 20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Attaching Happiness To Milestones, How To Structure Teams To Optimise for Experimentation and Agility &Whether You Learn More From Success Than Failure

Show 3statements(3 left)

The other half of the tape: Josh Silverman's own voice is left out of every number here. Other people bring the name up 8 times in 3 episodes on 20VC. 2 statements on the record name them. every mention, with the transcript →

Who brings them up most Akin Babayigit 5Thomas Plantenga 2Danny Rimer 1

Statements about Josh Silverman, by other people (2)

Disclosure
Index Ventures sold Etsy too early before Josh Silverman's turnaround
“Another one where we sold too early was definitely Etsy. We didn't take into consideration the fact that Josh Silverman was going to come in and totally transform the organization, and that obviously we left a lot of money on the table.”
Danny Rimer Jun 17, 2024 ▶ 43:00 Danny Rimer: The Biggest Lessons from Missing Snap, Airbnb, Spotify and Facebook | E1166 · 20VC with Harry Stebbings
Disclosure
Plantenga: Etsy buying Depop caused existential panic at Vinted
“So Depop got sold to Etsy. And we were shitting our pants. Like I thought Josh Silverman is gonna like take a bit baseball bat and smash us into the ground because Etsy is a company I very much look up to. They're a great company. Josh is a great CEO. And I th…”
Thomas Plantenga Feb 12, 2024 ▶ 27:55 Thomas Plantenga & Alex Taussig: Vinted CEO's Ultimate Guide to Scaling Marketplaces | E1114 · 20VC with Harry Stebbings

Every mention by year

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Appearances (1)

EpisodeDateSpeaking time
20VC: Etsy CEO, Josh Silverman on 2 Defining Traits of Great Leadership, The Danger of Att Jan 18, 2021 31m
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