Venmo

product on 28 shows · 39 statements across 32 episodes · said 261 times in 134 episodes since 2016

Top Founders 34 20VC 29 TBPN 28 My First Million 27 the Y Combinator Startup Podcast 24 the a16z Podcast 23 All-In 14 Lenny's Podcast 13 the Official SaaStr Podcast 10 How I Built This 9 the Startup Ideas Podcast 8 the MAD Podcast 7 A Product Market Fit Show 5 Latent Space 4 Sourcery 4 Capital Allocators 4 Founder's Journal 3 the Pitch 2 We Live to Build 2 American Optimist 2 BigDeal 2 WTF is with Nikhil Kamath 2 BG2 Pod 1 Innovators & Investors 1 No Priors 1 Invest Like the Best 1 Acquired 1 More or Less

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0022044020162017201820192020202120222023202420252026episodesmentions per episode

Top Founders 3420VC 29TBPN 28My First Million 27the Y Combinator Startup Podcast 24the a16z Podcast 23All-In 14Lenny's Podcast 1319 more shows

2026 22 mentions in 12 episodes 2 per episode
2025 50 mentions in 33 episodes 2 per episode
2024 18 mentions in 15 episodes 1 per episode
2023 40 mentions in 18 episodes 2 per episode
2022 20 mentions in 10 episodes 2 per episode
2021 17 mentions in 10 episodes 2 per episode
2020 5 mentions in 4 episodes 1 per episode
2019 35 mentions in 13 episodes 3 per episode
2018 32 mentions in 8 episodes 4 per episode
2017 9 mentions in 6 episodes 2 per episode
2016 13 mentions in 5 episodes 3 per episode

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

39 statements about Venmo, every show

MORE OR LESS Prediction Open · timeframe Jul 2029
Lessin: Venmo Will Never Make Money Despite Being an Important Product
“It's like how Venmo is an important product, but never will make money and never has.”
Sam Lessin Jul 31, 2026 ▶ 45:18 The Lilian Weng Saga, Mental Health Essay Then OpenAI | Meta's AI Ad, China Cracks DUV
ALL-IN Disclosure
Tony Hinchcliffe Venmoed $1,000 to pay back unpaid 2007 rent
“I went to Venmo, and I just Venmoed him a thousand bucks straight up.”
Tony Hinchcliffe Dec 24, 2025 ▶ 23:08 All-In x Kill Tony: A Hilarious Holiday Special
MORE OR LESS Disclosure
Sam Lessin discloses he is the largest investor in social app Jelly
“There is an app called Jelly started by Ikram, who is one of the two co-founders of Venmo. I am its largest investor. I think, you know, certainly, I think I'm the only institutional investor. I'm certainly the largest investor.”
Sam Lessin Nov 7, 2025 ▶ 37:08 Apple Chooses Gemini, Sequoia's Leadership Shake-up, and Meme Coins · More or Less Podcast
TBPN Disclosure
Whaley: MSCHF built initial audience by Venmoing users one cent each
“Our first audience portal was Venmo. We had a huge audience on Venmo and we like had this huge phone bank like a Chinese phone click farm. And we, every time we had a new project, we would Venmo our audience a penny and they would get that notification because…”
Gabe Whaley Aug 23, 2025 ▶ 1:32:09 Weekly Recap: Mark Cuban, Kanye’s Wild Mansion Makeover, China Heads to the Moon, Money in Clipping
TBPN Assertion Not checkable as stated
Whaley says he is permanently banned from Venmo for life
“I am now banned from Venmo for life.”
Gabe Whaley Aug 23, 2025 ▶ 1:32:33 Weekly Recap: Mark Cuban, Kanye’s Wild Mansion Makeover, China Heads to the Moon, Money in Clipping
TBPN Disclosure
Whaley: MSCHF originally alerted audiences to new projects via Venmo pennies
“Our first audience portal was Venmo. We had a huge audience on Venmo, and we, like, had this huge phone bank like a Chinese phone click farm, and we, every time we had a new project, we would Venmo our audience a penny, and they would get that notification, be…”
Gabe Whaley Aug 23, 2025 ▶ 23:33 Gabe Whaley on Why MSCHF Makes Virality an Art Form
TBPN Disclosure
Whaley: Gabe Whaley is banned for life from Venmo
“I am now banned from Venmo for life.”
Gabe Whaley Aug 23, 2025 ▶ 23:57 Gabe Whaley on Why MSCHF Makes Virality an Art Form
MORE OR LESS Disclosure
Lessin: Fin Exploration warned its investors upfront it would lose their money
“And so, years later, Cortina, who founded Venmo, and I went off, and we just said, look, we're going to start a company called the Fin Exploration Company. And we basically raised some money and told the investors we literally were going to lose all the money …”
Sam Lessin Dec 27, 2024 ▶ 1:01:50 #79: The More or Less Holiday Special Pt. 1 (AI Highlights) · More or Less Podcast
STARTUP IDEAS Disclosure
Hudack: Sling Money went viral in Kenya after 2.5 years of building
“We're trying to build like WhatsApp for money or a global Venmo. You know, we've been building for two and a half years. It's super difficult. You know, you iterate, you keep building, and then, you know, maybe you have a moment. We had a moment last week. We …”
Mike Hudack Dec 18, 2024 ▶ 18:13 The framework for building AI startups from a product design genius
MORE OR LESS Disclosure
Sam Lessin says he was the first financier of Venmo
“As, you know, as the first financier of Venmo, let's just talk about this story.”
Sam Lessin Jul 19, 2024 ▶ 12:17 #56: Trump and the PayPal Mafia · More or Less Podcast
MORE OR LESS Disclosure
Sam Lessin: Facebook Forced Me to Sign Non-Compete Over Venmo
“When I went and worked at Facebook on the way in, one senior executive reviewed all my investments and told me which ones I had to divest from. Interestingly, path was fine at the time, but Venmo was a big problem. And then, yeah, believe it or not, I had to s…”
Sam Lessin Apr 26, 2024 ▶ 6:33 #44: The $1B AI Girlfriend Market, the Tech Hedge Fund Fallout and Why VCs Can’t Quit AI · More or Less Podcast
BIGDEAL Assertion Supported
Sanchez: Johnson bought Venmo for $26M and sold Braintree for $800M
“Brian founded Braintree, then he bought Venmo, actually you guys have all used that, for only twenty six million, which in the scheme of things, not that much, grew it like crazy, and processed twelve billion payments, then sold that bad boy as a combined enti…”
Codie Sanchez Apr 23, 2024 ▶ 42:33 Everything We Know About Food & Medicine is Wrong (feat. @BryanJohnson)
CAPITAL ALLOCATORS Assertion Not checkable as stated
Dixon: Tether on Tron functions like Venmo in parts of Asia
“I was just talking to someone who runs one of the larger stablecoin infrastructure companies, and he said that the average dollar value is under a hundred dollars. There's a lot of data, much of it is peer to peer, and there's a lot of anecdotes and data that …”
Chris Dixon Apr 15, 2024 ▶ 36:14 Chris Dixon - Empty Rooms: Web3 After the Fall (EP.380)
Sam Lessin: Venmo has become a broken user experience under PayPal
“It is still big, but it's like, kind of shitty. The app's kind of broken now. It's been, you know, owned by PayPal for the last decade, and they've kind of like, I don't know, I wouldn't say it's not usable. I certainly use it, but it's like, pretty terrible e…”
Sam Lessin Jan 26, 2024 ▶ 32:55 #31: Fintech Struggles, Netflix Rises and 'Big' is Winning · More or Less Podcast
a16z Assertion Supported
Perret: Venmo became Plaid's first major customer at 15 bank connections
“Once we got to about 15 or so connections, we then started having very serious conversations with Venmo. And that was the first kind of big customer that ended up really scaling with us.”
Zach Perret Dec 5, 2023 ▶ 7:54 Creating a Supportive Builder Community with Plaid's Zach Perret
a16z Assertion Not checkable as stated
Perret: Plaid gave Venmo a full year of free trials early on
“I think in the case of in the case of Venmo was like a full year of free trial.”
Zach Perret Dec 5, 2023 ▶ 18:38 Creating a Supportive Builder Community with Plaid's Zach Perret
LENNY'S PODCAST Assertion Supported
Rachitsky: Retool originally started as Venmo for the UK
“Retool started as Venmo for the UK.”
Lenny Rachitsky Oct 29, 2023 ▶ 1:09:00 Reflections on a movement | Eric Ries (creator of the Lean Startup methodology)
Lessin: Venmo is a great product but a terrible business
“I great fucking product. Terrible fucking business.”
Sam Lessin Jun 16, 2023 ▶ 34:18 #2: Reddit and the death of the public internet; the end of the VC "epoch" · More or Less Podcast
LENNY'S PODCAST Assertion Not checkable as stated
Omojola: Cash App was the fastest, cheapest US P2P transfer method
“Like, for, like, three or four years in the United States, the fastest and lowest cost way to move money in the country between any two people who had bank accounts was CashApp. And I think that kind of changed in 2017 when PayPal, Venmo, Apple Cash, et cetera…”
Ayo Omojola May 14, 2023 ▶ 9:43 Frameworks for product differentiation, team building, and first principles thinking | Ayo Omojola
LENNY'S PODCAST Assertion Not checkable as stated
Omojola: Instant funds availability was Cash App's primary Venmo differentiator
“Or rather it was the cut through the clutter differentiator. There were like, actually like a lot of other sort of long tail of things that were doing those different, but it was like instant was the thing where, you know, When someone says, Hey, why are you b…”
Ayo Omojola May 14, 2023 ▶ 13:27 Frameworks for product differentiation, team building, and first principles thinking | Ayo Omojola
Yassin earned $120,000 annually while overpaid and underworked at Venmo
“I was overpaid, underworked. A 120,000 bucks a year.”
Nuseir Yassin Apr 6, 2023 ▶ 8:18 HIBT Lab! Nas Company: Nuseir Yassin
Calendly deprioritized Venmo integration to focus on sales, recruiting, and CS
“There's lots of small businesses and solopreneurs who would love us to have a Venmo integration. We have a PayPal integration, but you know, our target market that we're really trying to go after as our primary, you know, persona are As I've mentioned, these s…”
Annie Pearl Feb 26, 2023 ▶ 34:51 Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
20VC Disclosure
Loverro: RRE Ventures executed a rare successful bridge round for Venmo
“At RRE, there was a bridge round we did for what is now a very famous fintech company that got the company to a sale. Ironically, though, in retrospect, that was just a good company. And they should have just raised more money and kept calling. That company wa…”
Tom Loverro Feb 13, 2023 ▶ 12:42 Tom Loverro: The Ultimate Startup Survival Guide for 2023 | 20VC #977 · 20VC with Harry Stebbings
FOUNDER'S JOURNAL Assertion Supported
Lieberman: Venmo and PayPal face stricter float regulations than Starbucks
“If you're a company like Venmo or PayPal, who, again, you can load money into your Venmo account, but then you want to be able to get dollars out, there's way more regulation on how those businesses can use that money to actually fund their operations.”
Alex Lieberman Dec 13, 2022 ▶ 19:34 Why Airlines Are Banks, How to Annual Plan for Your Business & The Biggest Myths About Founders
Parr: Braintree buying Venmo for almost nothing is an all-time great acquisition
“Which I think is like the greatest acquisition, one of the best acquisitions of all time, because you bought it for kind of nothing compared to what it is now.”
Sam Parr Nov 22, 2022 ▶ 1:07 How I Sold My Company To PayPal For $800 Million | Bryan Johnson (#388)
Johnson: I sold Braintree for $800M to fund deep-tech science ventures
“Accumulation of money was not my objective. And I could have stuck with the company and we could have made more, you know, been more valuable, but it was like, okay, so if I do this, it's three hundred million. That's a good enough starting base to go off into…”
Bryan Johnson Nov 22, 2022 ▶ 25:38 How I Sold My Company To PayPal For $800 Million | Bryan Johnson (#388)
TOP FOUNDERS Disclosure
Oates Pays Event Speakers $250 For On-Stage Product Mentions
“Now I would literally text them. I see you're speaking speaking to at this event. Sweet. Trying to get some people to check out Ovation. If it comes up, we'd love you to mention us. I'll send you 250 bucks if you do. I would pay people to mention me on stage. …”
Zach Oates Nov 2, 2022 ▶ 15:16 Unlocking B2B Influencer Marketing: How I used $20k to get over $1M in ARR
20VC Insight
Bar: Ubiquity drives winner-takes-all dynamics in payment networks
“And ubiquity wins. Like Venmo, PayPal, Zelle, Square Cash, all these payment networks, they became ubiquitous around the US, As more and more people started using them, and that's how its winner takes all, or winner takes most, I guess, with these types of pay…”
Matan Bar Feb 11, 2021 ▶ 6:28 20VC: Scaling to a $1.3Bn Valuation While in Stealth, The Power of Different Network Effects Within Payment Platforms & How To Leverage Your Board and Investor Base for the Most Value with Matan Bar, Founder & CEO @ Melio
SAASTR Assertion Supported
Perret: Venmo was one of Plaid's first customers
“Venmo was one of our first customers. We do the connectivity between Venmo and the bank account.”
Zach Perret Dec 16, 2019 ▶ 1:31 Metacorn: How to Build a Platform that Fuels an Ecosystem with Plaid Co-Founder/CEO Zach Perret
TOP FOUNDERS Disclosure
mParticle Counts Starbucks, Walmart, Airbnb, and Spotify as Customers
“And we work with some of the largest brands in the world from Starbucks and Walmart, McDonald's to Airbnb, Spotify, Venmo, you name it.”
Michael Katz Sep 11, 2019 ▶ 1:37 1509 How mParticle Hit $36m ARR, 150% Net Revenue Retention Helping F500 Brands Manage User Records
Y COMBINATOR Disclosure
Kortina: Venmo prioritized transaction notes to humanize peer-to-peer payments
“Actually we wanted to kind of like humanize the money and make it less about the dollars and cents and more. That's why the note is like such a focal point of them. I was like, what is the thing that you're doing? What does the moment that you're sharing with …”
Andrew Kortina Nov 20, 2018 ▶ 14:57 Andrew Kortina of Venmo and Fin on Technological Determinism and Work's Relationship to Dignity · Y Combinator
Y COMBINATOR Disclosure
Kortina: Venmo's only options before selling to Braintree were shutting down
“Well, one, it was, the options were shut down Venmo forever or sell it.”
Andrew Kortina Nov 20, 2018 ▶ 58:01 Andrew Kortina of Venmo and Fin on Technological Determinism and Work's Relationship to Dignity · Y Combinator
Y COMBINATOR Assertion Not checkable as stated
Kortina: Investors burned over $1B to subsidize Venmo peer-to-peer transactions
“I'm sure it's probably been over, like, a billion-dollar investment now to, like, wire up all these bank handles and subsidize all the peer-to-peer transactions with the hopes of someday turning on Payments to the merchant network”
Andrew Kortina Nov 20, 2018 ▶ 1:00:32 Andrew Kortina of Venmo and Fin on Technological Determinism and Work's Relationship to Dignity · Y Combinator
a16z Prediction Not checkable as stated
Krugman: Monetary evolution naturally moves toward a cashless digital society
“The direction of that evolution, if you're asking where, where would that lead you to think we were going, it would be towards a cashless society. It would be towards one where, ah, money was really just an accounting entry someplace, and in which payments wer…”
Paul Krugman Nov 2, 2018 ▶ 5:49 A Skeptic's View of Crypto (from the Point of View of Monetary Economics)
Clerico: P2P payments cannot work as a standalone business
“Really because there's no business model, it's about, you know, people expect that to be free and it's very hard to make money on that. So It makes a lot of sense as part of a bigger platform. And, you know, now most people don't know this, but Venmo is owned …”
Bill Clerico Apr 28, 2018 ▶ 11:51 1008 WePay CEO on $1b+ in Transaction Volume Helping Your Favorite Online Platforms Process Payments
CAPITAL ALLOCATORS Assertion Not checkable as stated
Hamed: CoVenture's initial fund was $396,000, including a $1,000 Venmo
“We scrapped together 396,000 dollars. A thousand of it actually came from my little and my fraternity. That's why it was three 96 and not three 95, and he Venmo'd it to me.”
Ali Hamed Feb 19, 2018 ▶ 13:16 Ali Hamed - Novel Asset Investing (Capital Allocators, EP.40)
20VC Assertion Not checkable as stated
Venmo's success was enabled by its founders' naivety regarding financial regulations
“It was actually the naivety that helped these founders build a really big company, or at least in terms of consumer impact, which was called Venmo”
Andrew Parker Jan 29, 2018 ▶ 9:33 20VC: Investing Lessons From Fred Wilson and Brad Burnham @ USV, How CEO's Can Operationally Utilise Their Board & The Single Most Important Quality of A CEO with Andrew Parker, General Partner @ Spark Capital
TOP FOUNDERS Disclosure
Rampton aims to monopolize payments and bankrupt rivals PayPal and Venmo
“You know, ultimately do want to monopolize it and put some of those guys out of business, obviously, or have them acquire us mainly put them out of business. We don't, our goal is not to be acquired.”
John Rampton Jun 6, 2016 ▶ 9:02 My Goal is To Put Them Out of Business (Paypal, Venmo). Will He Win? EP 262: John Rampton
20VC Disclosure
Lessin was the first investor in Birchbox and Venmo
“And so I was, you know, one of the first investors in MakerBot and the first investor in Birchbox and, you know, the first investor in Venmo and a bunch of awesome companies.”
Sam Lessin May 25, 2016 ▶ 2:51 20VC: Sam Lessin on Why Bots Will Change Business & The Internet Has Mostly Failed

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