Groupon

company on 27 shows · 43 statements across 23 episodes · said 351 times in 147 episodes since 2013

How I Built This 86 Top Founders 61 My First Million 38 20VC 36 the Official SaaStr Podcast 25 A Product Market Fit Show 22 the a16z Podcast 16 Founder's Journal 7 the Pitch 7 the Startup Ideas Podcast 6 the MAD Podcast 6 the Neon Show 5 TBPN 5 Acquired 4 Cheeky Pint 4 Lenny's Podcast 4 the Y Combinator Startup Podcast 3 Another Podcast 3 In Depth 2 Mixergy 2 the Knowledge Project 2 Capital Allocators 2 All-In 2 BG2 Pod 1 Starter Story 1 Invest Like the Best 1 Masters of Scale

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How I Built This 86Top Founders 61My First Million 3820VC 36the Official SaaStr Podcast 25A Product Market Fit Show 22the a16z Podcast 16Founder's Journal 718 more shows

2026 21 mentions in 13 episodes 2 per episode
2025 46 mentions in 25 episodes 2 per episode
2024 94 mentions in 19 episodes 5 per episode
2023 27 mentions in 12 episodes 2 per episode
2022 21 mentions in 12 episodes 2 per episode
2021 31 mentions in 16 episodes 2 per episode
2020 10 mentions in 3 episodes 3 per episode
2019 27 mentions in 13 episodes 2 per episode
2018 18 mentions in 9 episodes 2 per episode
2017 16 mentions in 8 episodes 2 per episode
2016 31 mentions in 10 episodes 3 per episode
2015 5 mentions in 5 episodes 1 per episode
2013 4 mentions in 2 episodes 2 per episode

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

43 statements about Groupon, every show

MY FIRST MILLION Assertion Contradicted
Danny Yeung: Groupon HK reached $200M in annual revenue by 2014
“I left in 2014. We're doing about two hundred million annual revenues.”
Danny Yeung Sep 7, 2026 ▶ 1:11 A high school dropout reveals how he built a $200M brand
TBPN Opinion
Eric Ries: Lean Startup tactics are dated, but core principles hold up
“What's really held up, like, a lot of the techniques and the specific tactics from Lean Startup are a little dated now. I mean, you know, Groupon is a case study. Like, it's old now. It came out in 2011. But I think the principles have held up really well, and…”
Eric Ries May 26, 2026 ▶ 1:20 The Lean Startup Author on What Ruins Good Companies
MIXERGY Assertion Supported
Czech PE group bought Groupon and redesigned its data using Keboola
“Groupon as an original Groupon is now run by Czechs as well. You know, some of our friends and client, and it's our client actually have bought in as a private equity. Yeah. Yeah. I have redesigned the whole coupon and data using Kabula.”
Pavel Dolezal Sep 3, 2025 ▶ 17:04 #2278 How to build a $15M/year AI company.
Errett: Free product trials drive poor retention compared to paying customers
“So we learned trial by free, not so good. If I pay for it, and I love the results, they stay. And that has been a hallmark of the company, high retention.”
Amy Errett Aug 18, 2025 ▶ 46:35 Madison Reed: Amy Errett
20VC Assertion Partly supported
Omaze Beat WME, CAA, Airbnb, and Groupon in Celebrity Campaigns
“At one point we were producing 400 celebrity videos a year, you know, and our team, like, figured out that process, was really good at learning from that process. Like, that's why we, like, that's why we were the only ones who did a celebrity that made it. We'…”
Matthew Pohlson Jun 6, 2025 ▶ 1:19:06 20VC: The Science of Storytelling: Three Steps to Master the Perfect Story | From Near Death Experience to Unicorn Startup: The Untold Story of Omaze with Matt Pohlson
20VC Assertion Supported
Malik: Early adoption of unique channels drove growth for Dropbox and Pinterest
“Dropbox, Dropbox, like with the referral program, Groupon and email, Pinterest and SEO, Duolingo, and just like a totally unhinged social media, right? All of them were kind of first to this concept and it really, really worked.”
Raman Malik Nov 15, 2024 ▶ 41:19 Raman Malik: Inside Perplexity’s Growth Machine: What Worked, What Did Not Work | E1226 · 20VC with Harry Stebbings
HOW I BUILT THIS Assertion Not checkable as stated
BarkBox Sold $15 Groupon Subscriptions Despite Having $20 Box Costs
“If I remember right, we were selling three-month subscriptions for 45 dollars so 15 dollars a month, but you'd probably have a 20 dollar cost of goods in every box.”
Matt Meeker Nov 4, 2024 ▶ 33:09 BARK: Matt Meeker
HOW I BUILT THIS Assertion Not checkable as stated
Mason: Groupon launched within 30 days of initial idea
“And from having the idea to actually launching the thing took 30 days.”
Andrew Mason Sep 9, 2024 ▶ 16:16 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Partly supported
Mason: Groupon's first deal required 20 buyers for $10 pizza
“Ultimately, the first business that ran on Groupon was a pizza shop. We offered 20 dollars of value in pizza, cost 10 dollars, so people are saving 50%. And we had to sell 20 in order to hit the so-called tipping point and actually have the deal become real.”
Andrew Mason Sep 9, 2024 ▶ 17:45 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Not checkable as stated
Mason: Groupon scaled merchant take rates from ~10% to 50%
“Well, we didn't take that much at first. We might have taken, if we're 10 dollars a unit, we might have taken a dollar, if anything, in those first deals. As we did it more, and we started to see the value that these businesses were getting out of it, and star…”
Andrew Mason Sep 9, 2024 ▶ 19:14 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Supported
Mason: Thousands of Groupon clones emerged rapidly during early growth
“The emergence of what became literally thousands of Groupon clones added intensity to it because we felt like we had to stay ahead.”
Andrew Mason Sep 9, 2024 ▶ 23:22 Groupon and Descript: Andrew Mason
Mason: Proliferation of daily deal copycats destroyed Groupon's core business model
“The Proliferation of clones was undermining the foundation of the business model. The business model was based on scarcity. It was based on the novelty of one of these things existing per day in a city, and when you have 50 different Groupons in Chicago, all o…”
Andrew Mason Sep 9, 2024 ▶ 25:59 Groupon and Descript: Andrew Mason
Mason: Founders get slack on inexperience if they demonstrate rapid growth
“When you're a founder, you just have this, you just get a free pass on a lot of stuff. I guess you bring something to the table or people just like assume that you're stuck there or something like that, and they're willing to give you some slack and understand…”
Andrew Mason Sep 9, 2024 ▶ 27:44 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Supported
Guy Raz: Groupon raised at a $1.3B valuation in April 2010
“In April of 2010, you raised around at 1.3 billion dollar valuation.”
Guy Raz Sep 9, 2024 ▶ 31:26 Groupon and Descript: Andrew Mason
Mason: Groupon found Google's 2010 acquisition interest far more exciting than Yahoo's
“Google got wind and came along, and that was more exciting. There, like, Google was the... The cool company.”
Andrew Mason Sep 9, 2024 ▶ 34:30 Groupon and Descript: Andrew Mason
Mason: Groupon could have rivaled tech giants without post-rejection execution mistakes
“And it could have, maybe it could have been, were it not for some execution mistakes that happened after we made that decision.”
Andrew Mason Sep 9, 2024 ▶ 36:44 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Not publicly verifiable
Mason: Hired actress to impersonate Yahoo CEO Carol Bartz to prank staff
“What happened was we had an all hands meeting at this church down the street from the office and, you know, they're the 500 or a thousand Groupon employees were in this church. And I came up to the stage. I said, hey, I have a special announcement... I said, h…”
Andrew Mason Sep 9, 2024 ▶ 38:23 Groupon and Descript: Andrew Mason
Mason: Pursuing an IPO was part of the board agreement to reject buyouts
“That was basically part of the agreement with the board.”
Andrew Mason Sep 9, 2024 ▶ 40:00 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Supported
Raz: Groupon's 2011 debut was the biggest internet IPO since Google
“You go public in November of 2011 and despite all of that, despite all of the negative press, it was the biggest internet IPO since Google in 2004.”
Guy Raz Sep 9, 2024 ▶ 41:43 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Contradicted
Raz: Groupon closed its first day of trading valued at $12.5 billion
“12 and a half billion dollar valuation at the end of the trading day.”
Guy Raz Sep 9, 2024 ▶ 41:58 Groupon and Descript: Andrew Mason
Mason: Groupon's non-subscription daily turnover alienated Wall Street
“We're not a subscription business. It's harder to understand what's going to happen, especially when, like, You're completely turning over the inventory of your website every single day with completely new stuff. So, so I think we were like difficult for wall …”
Andrew Mason Sep 9, 2024 ▶ 43:43 Groupon and Descript: Andrew Mason
Mason: Some merchants lost money on Groupon, as occurs with advertising
“I think, like, for sure, there are businesses that lost money on Groupon. It's a little tricky because it's this new form of advertising, basically. Businesses lose money on advertising all the time.”
Andrew Mason Sep 9, 2024 ▶ 44:44 Groupon and Descript: Andrew Mason
HOW I BUILT THIS Assertion Not checkable as stated
Mason: Groupon missed quarterly projections by $10M due to French spreadsheet error
“My CFO and I were meeting with investors in Barcelona or Madrid or something like that when we got a call from our French office that there was some, like, error in the spreadsheet they were using to Track stuff, and we were gonna miss our number in, in France…”
Andrew Mason Sep 9, 2024 ▶ 47:45 Groupon and Descript: Andrew Mason
Mason: Refused voluntary resignation, forcing Groupon board to fire him
“I mentioned earlier that we didn't have the same vision on, on where to take the business, so I wasn't super into that idea. And I was like, you can do that, but you'll have to fire me.”
Andrew Mason Sep 9, 2024 ▶ 49:24 Groupon and Descript: Andrew Mason
Mason: Quirky persona was tolerated while Groupon was private, weaponized post-IPO
“Anyway, it was all, like, good and fun when we were a private company, and then when we became a public company, it was kind of weaponized as a sign that I was, like, not suited for the job and immature. It didn't make sense to me, because it's like, I was thi…”
Andrew Mason Sep 9, 2024 ▶ 55:20 Groupon and Descript: Andrew Mason
Mason: Detour was self-funded to avoid investor pressure
“Yes. At this point I was like, I need a break from investors. Like, I get the role, but I just want to build something truly great without thinking about anything else other than building something truly great.”
Andrew Mason Sep 9, 2024 ▶ 1:00:41 Groupon and Descript: Andrew Mason
Mason: Every success I've had came from the rubble of previous messes
“Everything that I've done that's been any form of success has not been the obvious thing from the start. Like, you end up finding it in the rubble of some mess that you've created.”
Andrew Mason Sep 9, 2024 ▶ 1:08:51 Groupon and Descript: Andrew Mason
FOUNDER'S JOURNAL Assertion Supported
Fried: Early Groupon hired comedians to write product descriptions
“My friend of mine ran as a Chicago based company. He would hire a lot of comedians and basically show writers to write their one, their descriptions of products that they were selling on Groupon.”
Jason Fried Dec 20, 2023 ▶ 19:31 Bootstrapping vs. Venture Capital
Hoffman: Groupon was smart to stay in Chicago because sales isn't Silicon Valley's strength
“Groupon was smart to stay in Chicago because it's a sales-driven business, and sales is not Silicon Valley's strong suit.”
Reid Hoffman May 10, 2023 ▶ 11:27 What's the next Silicon Valley? (with Endeavor's Linda Rottenberg)
STARTUP IDEAS Assertion Not checkable as stated
Isenberg: ChatGPT hallucinated that I founded Waxman and invested in Uber
“And the e-commerce platform, quote unquote, Waxman, which was acquired by Groupon. Also not true. He has also been an advisor and investor for numerous startups. Including Uber, WeWork, and Snapchat. That is not true.”
Greg Isenberg Mar 23, 2023 ▶ 14:46 From Zero to 100,000: How Jackson Greathouse Mastered Twitter Growth
Scholl: Groupon had $100B potential but IPO'd before operational readiness
“My synthesis of Groupon is it's a story of massively lost potential. In, in, in my view, that company had all the potential to be worth 30 or a hundred billion dollars and really to have earned it. But they made kind of one critical mistake, which was taking t…”
Blake Scholl Feb 23, 2023 ▶ 6:08 HIBT Lab! Boom Supersonic: Blake Scholl
ANOTHER PODCAST Assertion Not checkable as stated
Li: Meituan Won China's Clone Wars by Localizing Fastest
“When Meituan first started and they started off in kind of group buying, they were the part of the Groupon clone wars, as it was called. There was, you know, Startups doing Groupon cloning, and then Meituan localized the fosters and went with a different strat…”
Lillian Li Jun 29, 2021 ▶ 21:22 Tech in china, from inside and outside
20VC Opinion
Groupon damaged its customer base by spamming emails for short-term targets
“Groupon honestly was very much the opposite. If a quarter was coming in soft, the response was often to, hey, send more email. You know, we'll pump up the short term, but it's a little bit like eating your stock seed because it burns up your core customer base…”
Blake Scholl Apr 10, 2020 ▶ 6:07 20VC: Why Venture Fund Life Cycles Do Not Align To Companies Today, Actionable Strategies To Separate Good From Great When Assessing and Hiring Multiple Candidates & Why We Need More Adventure in Venture Capital with Blake Scholl, Founder & CEO @ Boom Sup
a16z Insight
Jeff Jordan: Scaling startups move to Silicon Valley for executive talent
“A lot of them find as they, as they're growing, they scale out of their cities. So, you know, Chicago had Groupon, and, you know Foursquare had, it was in New York, and they can only hire so many engineers, particularly engineers, but also the senior executive…”
Jeff Jordan Jan 2, 2019 ▶ 18:44 a16z Podcast | Hall of Fame Football Meets Venture Capital
a16z Disclosure
Mason tried giving away his Groupon equity to compensate employees
“And this happened to us at Groupon, and it was kind of frustrating because I felt like there were all these other people there. I felt like I was, frankly, ending up with more money than I needed. Wanted or knew what to do with. And there were all these other …”
Andrew Mason Jan 2, 2019 ▶ 2:53 a16z Podcast | Is It Possible to Achieve Equitable Equity for Startup Employees?
Y COMBINATOR Assertion Supported
Doshi: LivingSocial pivoted to daily deals due to poor retention
“LivingSocial literally had to pivot the entire company to basically competing with Groupon because the app wasn't very retentive in those days.”
Suhail Doshi Sep 12, 2018 ▶ 25:38 Suhail Doshi - How to Measure Your Product · Y Combinator
TOP FOUNDERS Assertion Supported
Latka: Andrew Warner has interviewed over 1,500 startup founders
“Many of you know Andrew from his company Mixergy and where he's interviewed over 1500 entrepreneurs and startup founders such as the founders of Airbnb, Twitch, Groupon, and LinkedIn.”
Nathan Latka Apr 11, 2018 ▶ 0:58 991 He's Built 400+ Chatbots Making $800k in The Process
SAASTR Assertion Not checkable as stated
Lemkin: Groupon paid Salesforce eight figures annually
“Salesforce had just landed them as a huge customer. Back in the day, it was a marquee customer. I don't know how much they paid Salesforce, but I know it was eight figures a year.”
Jason Lemkin Mar 17, 2018 ▶ 24:20 SaaStrPRO AMA with Jason Lemkin
TOP FOUNDERS Assertion Not checkable as stated
Francisco Larrain: Prior startup Zapadly returned 4x to 5x in nine months
“We returned at four to five times the money for investors. In about a year, right? In about nine months actually.”
Francisco Larrain Jan 30, 2017 ▶ 16:37 EP 555: Sudo.ai Raises $2.3M at $10.3M Post Money Valuation to Fix CRM Space with CEo Francisco Larrain
TOP FOUNDERS Assertion Partly supported
Cisco: Groupon Japan scaled from 20 to 700 employees in months
“They had acquired a company with about 20 people and, you know, not really significant revenue, and then within a couple months we had over 700 people, over twenty million a month in revenue, so it was really Groupon's, you know, kind of extreme growth Story.”
Carlo Cisco Jun 16, 2016 ▶ 4:27 Your $250 Ticket to Luxury Did $700,000 in 2015, EP 292: Carlo Cisco
TOP FOUNDERS Prediction Not checkable as stated
Cisco: Groupon will survive while most other deal sites vanish
“I think that Groupon itself will always exist. They've been doing a tremendous job... But I think most of the other companies are going to go away.”
Carlo Cisco Jun 16, 2016 ▶ 6:51 Your $250 Ticket to Luxury Did $700,000 in 2015, EP 292: Carlo Cisco
TOP FOUNDERS Assertion Supported
A zero-fee Groupon feature generated $100,000 in a week for Project Repat
“So beginning of August, 2012 with little money left, we were able to get Groupon to feature us and to push us national and not take a percentage because we were a social good business, and so and then we sold 2000 quilts in, in a week, and so that put a 100,00…”
Nathan Rothstein Mar 6, 2016 ▶ 10:16 He Made $750k in November, 2015 From Tee Shirt Quilts in Episode 189 with Nathan Rothstein
20VC Assertion Supported
Betaworks invested in Airbnb, Twitter, and internally built Bitly and Chartbeat
“Matt is Director of Seed Investments at Betaworks, who have invested in the likes of Tumblr, Airbnb, Groupon, and Twitter, and have internally built startups such as Chartbeat, Bitly, and Socialflow.”
Harry Stebbings Oct 12, 2015 ▶ 0:19 20 VC 078: BETAWORKS WEEK: Matt Hartman, Director of Seed Investments @ Betaworks

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