WeWork

includes WeWork Labs, WeWork X

13 statements across 10 episodes · 5 bullish · 1 bearish · 10 people on the record · first statement Aug 31, 2016 by Jesse Middleton · said 105 times in 47 episodes since 2015 · across every show →

Mentions by year, the whole family

brought up most by Harry Stebbings (56), Rory O'Driscoll (8), Jesse Middleton (6), Shervin Pishevar (4), Kevin Ryan (3), Jason Lemkin (3), Jon Dishotsky (2), Jason Stoffer (2)

tap a year for its mentions
001583015201520162017201820192020202120222023202420252026episodesmentions
0815201520162017201820192020202120222023202420252026episodes it came up in
0057.51015201520162017201820192020202120222023202420252026episodesmentions per episode
2026 18 mentions in 6 episodes 3 per episode
2025 9 mentions in 6 episodes 2 per episode
2024 4 mentions in 2 episodes 2 per episode
2023 3 mentions in 2 episodes 2 per episode
2022 3 mentions in 3 episodes 1 per episode
2021 13 mentions in 5 episodes 3 per episode
2020 1 mention in 1 episode
2019 17 mentions in 11 episodes 2 per episode
2018 4 mentions in 3 episodes 1 per episode
2017 3 mentions in 3 episodes 1 per episode
2016 27 mentions in 3 episodes 9 per episode
2015 3 mentions in 2 episodes 2 per episode

every mention, scene by scene, with the transcript →

Everything said about WeWork, oldest first

Aug 31, 2016
Assertion Not checkable as stated
WeWork tests and iterates on physical spaces directly with live members
“And we learned that people were more resilient than we thought, which actually led us down the path of now we're able to test and iterate on physical spaces inside of WeWork with real members sometimes because we know they're willing to sort of participate in …”
Jesse Middleton Aug 31, 2016 ▶ 22:40 20VC: Why Great Founders Are Both Visionary & Stubborn, The Investment Mindset Shift From Angel To VC & How To React When The 'S*** Hits The Fan?' with Jesse Middleton, General Partner @ Flybridge Capital Partners
Aug 31, 2016
Assertion Not checkable as stated
WeWork was conceived as a global entrepreneur network from its inception
“Adam Miguel's vision was always to build a company that was going to be this global professional network of entrepreneurs and small business owners”
Jesse Middleton Aug 31, 2016 ▶ 2:34 20VC: Why Great Founders Are Both Visionary & Stubborn, The Investment Mindset Shift From Angel To VC & How To React When The 'S*** Hits The Fan?' with Jesse Middleton, General Partner @ Flybridge Capital Partners
Aug 31, 2016
Assertion Not checkable as stated
WeWork's second location opened with unfinished construction for 220 members
“In that moment, a story that I can't think about is, is the way that our members handled when we moved to our second We work labs location, which was on Varick street. And we walked into the building on opening day and construction wasn't done. We had 220 peop…”
Jesse Middleton Aug 31, 2016 ▶ 21:55 20VC: Why Great Founders Are Both Visionary & Stubborn, The Investment Mindset Shift From Angel To VC & How To React When The 'S*** Hits The Fan?' with Jesse Middleton, General Partner @ Flybridge Capital Partners
May 3, 2017 bullish
Assertion Partly supported
Real estate tech represents $250B+ in public and private market value
“So if you just look at, you know, two of the three largest unicorns today are real estate and hospitality tech. We work in Airbnb after Uber. And then beyond them, there's another two hundred and fifty billion of real estate and hospitality tech companies out …”
Brendan Wallace May 3, 2017 ▶ 5:13 20VC: How LPs Can Add Strategic Value To Portfolio Companies & Why Real Estate Is On Every Whiteboard In Silicon Valley with Brendan Wallace, Co-Founder @ Fifth Wall
May 17, 2019 positive
Opinion
Dishotsky: WeWork set the stage for modern PropTech
“And I think WeWork was the first one that really sort of set the stage. Before that, there was really only like LoopNet and Zillow and Renfin. And, you know, those were really taking a very, you know, web two point O approach to prop tech of, Just being sort o…”
Jon Dishotsky May 17, 2019 ▶ 7:35 20VC: How To Build True Human Relationships with VC Pre-Investment, Why Valuation Is Not The Only Term and When To Take Lower Offers & How To Approach Mental Health As A Founder with Jon Dishotsky, Founder & CEO @ Starcity
Nov 1, 2019
Insight
Vlad Magdalin: Contractual board control is an illusion as startups scale
“The more a company scales, all that stuff gets away from you anyway, even if on paper you own more of the company. I mean, you see the stuff that we work, you see like Travis having to leave Uber. Even though they technically legally had control, like what rea…”
Vlad Magdalin Nov 1, 2019 ▶ 29:00 20VC: Webflow's Vlad Magdalin on The Journey To Breakeven and Raising A Monster $72m Series A, The Single Most Important Question To Ask When Determining Which Investor To Select & The Challenges of Founders Angel Investing
Aug 30, 2021
Assertion Not checkable as stated
Claure offered Sandeep Mathrani the WeWork CEO job 30 minutes into a board interview
“And in one of my board interviews, I met Sandeep. I was interviewing for a board member. And I tell you, 30 minutes into the interview, I said, let me stop. I said, you should not be a board member. You should be the CEO of WeWork.”
Marcelo Claure Aug 30, 2021 ▶ 30:33 20VC: Marcelo Claure, CEO of Softbank Group International on Lessons From Investing $1BN Per Week with Masa Son, How Softbank Could Have Up To 8 Companies Go Public in LATAM Alone Next Year & How Softbank Analyse Both Deal Pricing and Competition Today
Apr 10, 2024
Disclosure
Kevin Ryan acquired Meetup from WeWork for $10M during early COVID
“Three years ago, I bought the company Meetup for ten million, because WeWork was getting rid of it, and had panicked, and COVID had just started.”
Kevin Ryan Apr 10, 2024 ▶ 45:31 Kevin Ryan: Are the Best CEOs the Best Fundraisers & Why Ownership Should Not Be a Focus in VC|E1138 · 20VC with Harry Stebbings
Apr 10, 2024 positive
Disclosure
Meetup Pivoted From $20M Loss to $6M Profit After WeWork Buyout
“We also went from a 130 people the day I bought it to 90 people a week later, which is the right amount. Today it has probably 80, or when we sold it had 82 people, and it went from a twenty million dollar loss on thirty-two million in revenue, the, when we wo…”
Kevin Ryan Apr 10, 2024 ▶ 46:49 Kevin Ryan: Are the Best CEOs the Best Fundraisers & Why Ownership Should Not Be a Focus in VC|E1138 · 20VC with Harry Stebbings
Jan 13, 2025 negative
Disclosure
Pishevar: Passed on WeWork over flawed business model
“I passed on that company, that was ironically another benchmark company. I passed on that company because it didn't, I remember the dot com crash and all the office buildings being cleared up. And I was like, I don't get this business model. You don't own, own…”
Shervin Pishevar Jan 13, 2025 ▶ 59:55 Shervin Pishevar: What Really Happened in the Firing of Travis Kalanick | E1245 · 20VC with Harry Stebbings
Aug 21, 2025
Prediction Not checkable as stated
Lemkin: Current tech era will see 20+ nine-figure founder cash-outs
“But it makes sense there should be double digits in this era, right? There should be 10, 20 founders who walk away with nine figures whether they're WeWorks or Hoppins, there's gotta be 20 or more of them.”
Jason Lemkin Aug 21, 2025 ▶ 36:27 Databricks at $100BN, CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker - Ep.19 · 20VC with Harry Stebbings
Mar 16, 2026 positive
Assertion Supported
Rajaram: Benchmark made money on WeWork by investing early
“Even in V work benchmark made money. Genchmark made money at WeWork because they invested early enough.”
Gokul Rajaram Mar 16, 2026 ▶ 49:24 Gokul Rajaram: How to Analyse for Durability and Defensibility in a World of AI · 20VC with Harry Stebbings
Jul 29, 2026 positive
Assertion Supported
Stebbings: Benchmark returned roughly 640x on Uber versus 25x on WeWork
“Uber made benchmark roughly 640 X versus around 25 X with WeWork.”
Harry Stebbings Jul 29, 2026 ▶ 52:47 Jensen's Open-Weights Letter | Google Cloud Grows 82% But The Market Tanks
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