Dropbox, every mention
363 scenes, the whole family · ← back to Dropbox
tap a year for its mentions
every year anyone Harry Stebbings 296Sujay Jaswa 21Todd Jackson 14Darius Contractor 13Ilya Fushman 11Drew Houston 11Sam Taylor 10Jason Lemkin 10Daniel Levine 9Jean-Denis Greze 8
Verbatim, from the transcripts: the passages where Dropbox comes up
Town vs Instinct vs GrokBot | Why the AI Assistant Market Is Not a Bubble
- ▶ 1:04:15 Harry Stebbings How does that compare to Dropbox? 4 times in the scene
OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
OpenAI's Codex Lead: Why Coding as We Know It is Over · 20VC with Harry Stebbings
- ▶ 45:03 Alexander Emberikos This, this is kind of a stretch, but an analogy here is I used to work at Dropbox, and for a while, this is before Slack was big, and for a while we thought, 4 times in the scene
- ▶ 45:22 Alexander Emberikos And it was, like, obvious that it was, like, more optimal for people to, like, put comments on the right timestamp in the video in Dropbox, or, like, comment on the document in Dropbox. 2 times in the scene
- ▶ 52:55 Harry Stebbings You mentioned Dropbox earlier. 6 times in the scene
Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings
- ▶ 20:28 Jason Lemkin Dropbox growing minus one percent a year is not crushing it, is it?
- ▶ 1:27:32 Harry Stebbings You know who deserves prizes for persistence and resilience, and I love, Drew from Dropbox, and Aaron from Box.
a16z's David George on the Most Controversial Bet at a16z & Do Margins and Revenue Matter in AI? · 20VC with Harry Stebbings
- ▶ 24:33 Harry Stebbings I just did a show where the guest talked about the TAM trap, which is, like, why SaaS is like Japan, which is, like, shrinking population, uh, shrinking seats, and actually TAMs being smaller than we thought, and whether it's your…
Is a $4.5BN Exit Enough in VC? & Harvey Raises $150M & Why Google is a Buy and Amazon is a Sell · 20VC with Harry Stebbings
- ▶ 52:29 Harry Stebbings Question being, when you look at that, and you look at that generation of companies, your Dropboxes, your Boxes, maybe your underloved, underappreciated companies, are we going to see a series of bounce backs on better than expected…
20Sales: Scaling Snowflake from $0-$3BN in ARR | Snowflake vs Databricks: My Biggest Lessons | Why Customer Success is BS and What Replaces It with Chris Chris Degnan
- ▶ 42:46 Harry Stebbings And what I mean by that is if you have Dropbox and Stripe and Visa as your customers, do people really go, oh, wow, gosh, I must sign up.
General Catalyst CEO, Hemant Taneja: Lessons Scaling GC to $40BN in AUM · 20VC with Harry Stebbings
- ▶ 1:30:38 Hemant Taneja The things I lost, I mean, I have, I have so many of these moments, like Drew Houston, when I, when he was starting Dropbox, like, I asked him to come work at GC with me, because I had him intern for Chris Dixon at back Chris's company,…
OpenAI’s $10BN Secondary Sale, Ramp Hits $1BN ARR & Brex Hits $700M · 20VC with Harry Stebbings
- ▶ 1:09:26 Harry Stebbings Jeff, I'm sure you're in, I'm sure you have consistently over the years spent time with a generation of public company CEOs and founders from your Atlassians, to your Zooms, to your Mongos, to your Octas, to your boxes, to your Dropboxes,…
- ▶ 1:10:16 Jeff Lawson Um, the, I think, I think Drew has a interesting vision for where Dropbox can go with AI. 6 times in the scene
Anthropic Raises $13BN & OpenAI Buys Statsig for $1.1BN All Stock · 20VC with Harry Stebbings
- ▶ 37:14 unnamed speaker It's not even, I mean, the Atlassians from down under the Dropboxes aren't all, the Asanas aren't seeing it yet, but, um, it should have, I mean, like, like Cliff said, you just got to be smart.
Lovable CEO, Anton Osika: The State of Foundation Models, Grok vs OpenAI, and Replit vs Bolt · 20VC with Harry Stebbings
- ▶ 1:09:00 Anton Osika , he ran sales and CEO at Miro, and he was in Dropbox at End Segment, and I get a lot of input and help from him.
20Sales: How to Layer Enterprise Sales on PLG | How to Sell AI Tools To Enterprises That Are Scared | Should Reps Own Their Own Pipeline | Mistakes All Founders Make When Moving From Founder-Led to Rep-Led Sales with Kim Graves
- ▶ 3:42 Harry Stebbings Some of the biggest names in tech, like MailChimp, Zapier, and Dropbox, got their start on AppSumo, and with a rotating selection of hundreds of tools, you'll find all the software you need to make your life easier in twenty-twenty-five.
- ▶ 1:16:45 Harry Stebbings Some of the biggest names in tech like Mailchimp, Zapier, and Dropbox got their start on AppSumo, and with a rotating selection of hundreds of tools, you'll find all the software you need to make your life easier in 2025.
Chime IPO: Are IPOs Hotter Than Ever? · 20VC with Harry Stebbings
- ▶ 55:37 Harry Stebbings Dropbox is still working to get Dash out, which I'm sure is a good product, but it's separate to their core product and core business. 6 times in the scene
- ▶ 55:37 Harry Stebbings Dropbox is still working to get Dash out, which I'm sure is a good product, but it's separate to their core product and core business.
Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings
- ▶ 1:15:50 Jason Lemkin Um, and it's very interesting seeing HubSpot and, and Box and Dropbox be excited about MCP.
20Growth: Inside Kraken's $1.5BN Growth Playbook: What Works, What Doesn't and What No Founders Understand About Growth That Will Change Their Company with Mayur Gupta
- ▶ 44:07 Mayur Gupta This is what worked for Dropbox.
Zachary Bookman: Why Valuations and Fundraising are BS | E1235 · 20VC with Harry Stebbings
- ▶ 2:52 Zachary Bookman These are expensive, and you're not going to make up the cost of sales and marketing by selling 10 K software, unless you're like a Dropbox where you can, you know, or some
Dan Fougere, CRO @Datadog: Why Discounting is Dangerous and Contract Sizes are Misleading | E1229 · 20VC with Harry Stebbings
- ▶ 1:00:16 Harry Stebbings And what I mean by that is we have Dropbox and Uber and Facebook and Pinterest.
Raman Malik: Inside Perplexity’s Growth Machine: What Worked, What Did Not Work | E1226 · 20VC with Harry Stebbings
- ▶ 41:19 Raman Malik Dropbox, Dropbox, like with the referral program, Groupon and email, Pinterest and SEO, Duolingo, and just like a totally unhinged social media, right?
Jeetu Mahtani, Sales Leader @Hubspot: How and When to Go International and Crush It | E1207 · 20VC with Harry Stebbings
- ▶ 25:30 Jeetu Mahtani Maybe Dropbox is an example.
Imran Khan: Why the IPO Market is Not Closed & Lessons From Taking Snap & Alibaba Public | E1194 · 20VC with Harry Stebbings
- ▶ 16:08 Harry Stebbings And when we look at those two, there's this generation of companies that are actually a real question mark, which is your Dropbox, your Box, your Twilio. 2 times in the scene
Jason Lemkin: Crowdstrike, WTF Happens From Here? Wiz Rejects Google’s $23BN Acquisition Offer|E1181 · 20VC with Harry Stebbings
- ▶ 12:03 Jason Lemkin To be at Dropbox at two and a half billion growing six percent.
Mark Roberge: The Framework for How Startups Should Scale into the Enterprise -Stage 2 Capital|E1176 · 20VC with Harry Stebbings
- ▶ 34:50 Mark Roberge And then I've asked a lot of people from Chris Degnan, one of our LPs or the founding CEO of Snowflake to like, you know, um, Kevin Egan, who I did a podcast who took like Salesforce and Dropbox and Atlassian and Slack upstream.
- ▶ 37:17 Harry Stebbings Does having Dropbox, Tesla, da da da, does that really work or is it like, eh?
Matt Clifford: The Bull & Bear Case for China's Ability to Challenge the US' AI Capabilities | E1172 · 20VC with Harry Stebbings
- ▶ 53:49 Harry Stebbings Sure, someone who sold to Dropbox for-
Samir Vasavada: The Real Story of Vise: The Regrets, Mistakes and Mis-Hires | E1171 · 20VC with Harry Stebbings
- ▶ 20:43 Samir Vasavada And it was all people from big tech, all people that ran big orgs at companies like Dropbox, at companies like TripActions, at companies that were, you know, they were at Twitter, Meta, places like that.
Andrew Bialecki: Is Klaviyo the Most Under-Priced Public Company? | E1170 · 20VC with Harry Stebbings
- ▶ 51:53 Harry Stebbings I think me and Jason Lamp can talk and debate a lot about whether your large enterprises, your boxes, your drop boxes, your, your Klaviyos of the world will actually be able to extract more juice out of customers.
Michael Eisenberg: How China Could Overtake the US in the AI Race | E1167 · 20VC with Harry Stebbings
- ▶ 20:22 Harry Stebbings Uh, same with a Dropbox as well, which Drew would admit too.
Danny Rimer: The Biggest Lessons from Missing Snap, Airbnb, Spotify and Facebook | E1166 · 20VC with Harry Stebbings
- ▶ 22:07 Harry Stebbings You're seeing the languishing of Box and Dropbox and all the kind of traditional SaaS providers and software providers.
Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
- ▶ 1:01:11 Aravind Srinivas It's not that Google Drive killed Dropbox. 2 times in the scene
Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings
- ▶ 19:09 Jason Lemkin You know, it feels like Dropbox has settled into that. 2 times in the scene
- ▶ 22:10 Jason Lemkin When we look at the boxes and the drop boxes, and I think both Aaron and Drew are honest here. 2 times in the scene
- ▶ 27:07 Jason Lemkin I don't mind a box and Dropbox and a few others trade at modest multiples because the growth isn't there.
- ▶ 55:48 Harry Stebbings Can I ask actually one, we mentioned kind of the, uh, kind of hyper-growth companies that are now non-growth stocks, be it your boxes, be it your drop boxes, be it your sales forces, which 2 times in the scene
Matt Lerner: How to Hire Growth Leaders and Teams and Why in a World of AI | E1159 · 20VC with Harry Stebbings
- ▶ 3:03 Matt Lerner They spent hundreds of millions of dollars on marketing campaigns, building products that, frankly, nobody ever used, and you can do that when you're generating hundreds of millions per year in free cash flow, but startups don't have that…
- ▶ 50:00 Harry Stebbings Like, you know, you're, you're Elena Verner's at Dropbox.
Jason Lemkin: Why Pricing is Worse Than Ever and There is More Funding Than Ever | E1157 · 20VC with Harry Stebbings
- ▶ 48:13 Harry Stebbings So I'm, you know, just getting so much trouble for this, but like your Dropbox, your box, your Twilio's with low growth, 2 times in the scene
- ▶ 1:16:30 Jason Lemkin This is the Dropbox question.
Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings
- ▶ 2:36 Harry Stebbings So when we think about like the ownership of growth there from Salesforce, if we were to move to Dropbox, another of the iconic brands, what would be the takeaway from there? 5 times in the scene
- ▶ 6:01 Harry Stebbings You mentioned the innovation there around customer acquisition channels for Dropbox. 6 times in the scene
- ▶ 8:02 Adam Gross Um, I think it's interesting to think about, and I've certainly seen PLG businesses that got well past 50 on one channel, or even back to Dropbox, got well past 50 in one channel.
- ▶ 27:45 Adam Gross And, you know, arguably, you know, even Dropbox and GitHub, um, and in Heroku have fallen into this in different times. 2 times in the scene
Sean Murray: Why Discovery Today is F***** & How to Scale Into Enterprise Effectively | E1107 · 20VC with Harry Stebbings
- ▶ 37:56 Harry Stebbings Like, when companies come and say, hey, we've got Slack and Dropbox
Brian Halligan: Leadership Lessons Scaling Hubspot to $28BN | E1103 · 20VC with Harry Stebbings
- ▶ 1:24:22 Brian Halligan I think VCs, I think they'll be very happy to sell their company to a HubSpot or Atlassian or a Dropbox or you name it, um, or even a bigger company.
Guillaume Cabane: Why Your First Growth Hire Should Be a Former Founder | E1088 · 20VC with Harry Stebbings
- ▶ 25:28 Guillaume Cabane My good friend, the writer's contractor, a while back when he was the head of growth engineering at drawbox, built this air table, um, database, um, that's called Evelyn for experiment velocity engine, Evelyn.
- ▶ 30:25 Harry Stebbings It brings me to my biggest challenge, so actually with kind of growth and growth marketing, which is when you have horizontal SaaS products, it could be Airtable, it could be Dropbox, it could be any of these, um, they can be used by…
- ▶ 1:11:40 Guillaume Cabane I think of the Dropbox of the worlds, and like, you know, prosumer. 2 times in the scene
Jeff Seibert: Why OpenAI Will Become an Infrastructure Play | E1085 · 20VC with Harry Stebbings
- ▶ 40:50 Jeff Seibert And one of the funnier ones to me is Dropbox. 3 times in the scene
- ▶ 41:05 Harry Stebbings Dropbox dash.
- ▶ 41:22 Harry Stebbings Elena Werner, who's the head of growth at Dropbox, is, is in our team with 20 Growth, and
Des Traynor: How to Survive and Thrive in a World of OpenAI | E1082 · 20VC with Harry Stebbings
- ▶ 1:12:36 Des Traynor Around 2013, 1415, people started to realize Dropbox was actually doing well.
Chris Degnan: Why You Should Hire a Head of Sales Sooner Than You Think | E1080 · 20VC with Harry Stebbings
- ▶ 57:09 Harry Stebbings Check them out and see why 30,000 customers and growing, including the likes of Snowflake, PayPal, Dropbox, and thousands,
Ely Lerner: Should Startups Hire Advisors & How much should they be paid? | E1075 · 20VC with Harry Stebbings
- ▶ 30:02 Ely Lerner She's at Dropbox right now.
Is the VC Model Broken? Jason Lemkin, Mike Maples, Eric Paley & Harry Stebbings Debate | E1062 · 20VC with Harry Stebbings
- ▶ 2:43 Mike Maples Dropbox, uh, Uber, Lyft, you know, and, and invested 750,000 dollars at 5.5 post in Lyft.
Howie Liu: Decoding Airtable's $11B Valuation; The Impending AI Revolution in Enterprise | E1053 · 20VC with Harry Stebbings
Jean-Denis Greze: CTO of Plaid, the $18B Fintech Startup; How to Hire, Fire & Build Great UX | E1038 · 20VC with Harry Stebbings
- ▶ 1:29 Jean-Denis Greze That would be joining Dropbox, which was my first job, like truly in Silicon Valley. 7 times in the scene
- ▶ 56:28 Jean-Denis Greze And then when I was at Dropbox, I was responsible internally for kind of trying to build a Slack like product, basically a product that would allow communication on top of like the documents that are in, in, in Dropbox.
Lauryn Isford: Product Growth Secrets from Facebook, Airtable, BlueBottle, Dropbox & Notion | E1037 · 20VC with Harry Stebbings
- ▶ 1:55 Lauryn Isford I joined Dropbox as part of a program that they called the Dropbox Rotation Program, where when you graduated from school, they placed you on a variety of teams, and the very first team that I worked on after I graduated was Dropbox's… 3 times in the scene
- ▶ 3:02 Harry Stebbings Dropbox, what was the biggest lesson and how did it impact your mindset? 4 times in the scene
- ▶ 7:24 Lauryn Isford I had seen a bit of it at Dropbox much earlier, but this was more of a recent chapter, and PLG, product-led growth, has really taken off in the past few years.
- ▶ 58:20 Harry Stebbings By the way, the Dropbox alumni is the best I've ever seen. 2 times in the scene
Kevin Egan: Biggest Lesson on Managing Sales Teams at Slack and Atlassian | E1034 · 20VC with Harry Stebbings
- ▶ 1:24 Harry Stebbings Salesforce, Dropbox, and Slack, and I thought there's gonna be, like, one or two lessons from each that have really shaped how you think, and so I wanted to delve into each in a quickfire round.
- ▶ 2:35 Harry Stebbings Let's move to Dropbox. 6 times in the scene
- ▶ 13:03 Kevin Egan Well, coming into Salesforce and Dropbox and Slack and Atlassian, there were, there were already small teams built out, but I do favor hiring two to three at a time if you can afford it.
Rob Lacher: How I Scaled to $600M AUM; Hiring Tips for VCs; Venture Capital in Europe vs USA | E999 · 20VC with Harry Stebbings
- ▶ 37:40 Rob Lacher I choose Johann Butting, who's Global SVP Sales at Slack, and he has built Slack in Europe, Dropbox in Europe, and he's a board member in our portfolio company, Accenture, where I'm on the board with Luciana from Sequoia and Mark from…
Ophelia Brown: How We Raised $432M in a Pandemic; What's New in European Venture Capital | E990 · 20VC with Harry Stebbings
- ▶ 47:54 Ophelia Brown We were using Dropbox, which was also probably not that.
Hila Qu: The Ultimate Guide to Product Growth at Your Startup | 20VC #967 · 20VC with Harry Stebbings
20VC: The Memo: How to Raise a Venture Capital Fund (Part I) | The Core Lessons from Raising $400M Over The Last Four Years| The Biggest Mistakes VCs Make When Fundraising | How To Find and Build Relationships with New LPs
- ▶ 2:33 Harry Stebbings And that's why some of the biggest brands in the world, like Mastercard and L'Oreal, and then more recent companies like Snap and Dropbox, all love and use Ironclad.
- ▶ 27:37 Harry Stebbings Secure, compliant, and airtight, and really for me as a founder, having that peace of mind when it comes to contracts, it's so invaluable for me, and that's why some of the biggest brands in the world, like Mastercard and L'Oreal, and then…
ZoomInfo CEO Henry Schuck: Sales Cycle Elongation; Gratitude Journaling; Sales Layoffs | E964 · 20VC with Harry Stebbings
- ▶ 11:14 Henry Schuck Um, and, but it was really easy to look down in Silicon Valley and see what, you know, how the VCs were funding box and Dropbox and, you know, all of these kind of like darlings of the like early 2010.
- ▶ 44:02 Harry Stebbings The thing I get, like, upset about when I look at Zoom info is I'm like, as you just said, the third most valuable, no offense, not as famous a brand as Dropbox, as Box, as some of the darlings who've been on magazines.
Maggie Hott: 3 Questions You Must Ask When Interviewing Sales Reps | 20VC #960 · 20VC with Harry Stebbings
- ▶ 15:14 Maggie Hott SSO and security at Dropbox, where they weren't selling a ton of differentiation, and that's very, very common for early stage PLG companies, but that's really where it's so important for the founder to get this right early on, because…
Jeffrey Katzenberg & Sujay Jaswa: Takeaways from Dreamworks; What happened with Quibi? | 20VC #952 · 20VC with Harry Stebbings
- ▶ 3:37 Harry Stebbings Sujay, scaling Dropbox, you were instrumental to the scaling.
- ▶ 8:53 Sujay Jaswa So, uh, when I was at Dropbox, one of the large, I won't say who, but one of the largest investors in the world 2 times in the scene
- ▶ 16:23 Sujay Jaswa I get asked all the time about something that, um, that Drew had done early in Dropbox about, um, you know, the referral program. 2 times in the scene
- ▶ 18:12 Sujay Jaswa And so that's the operating experience we bring people, even if what they really want to talk about is, you know, the Lion King and Dropbox.
- ▶ 25:14 Sujay Jaswa Uh, who was the co-founder and CTO at Dropbox. 4 times in the scene
- ▶ 32:36 Sujay Jaswa And I remember, so the first person I ever fired, I won't, obviously won't say who they are, but, um, it was a person in a, in a leadership role, um, at Dropbox and was clearly not delivering results.
- ▶ 41:37 Sujay Jaswa So one of, one of the companies that we incubated, uh, with, with, uh, with the founding team from Dropbox is called Twingate.
20VC: Why Operating Experience Becomes Irrelevant Fast and Operators Often Give Bad Advice to Founders, Is Silicon Valley Really Dead? Are Gen Z the Most Entitled Employees? What Will Happen to a Generation of Pre-PMF Companies with $50M in the Bank with
- ▶ 1:00 Harry Stebbings At Dropbox, Sujay and his teams raised over a billion dollars, launched and scaled Dropbox products for businesses, and during this period, the company scaled revenue from twelve million dollars in 2010 to over five hundred million dollar…
- ▶ 1:00 Harry Stebbings At Dropbox, Sujay and his teams raised over a billion dollars, launched and scaled Dropbox products for businesses, and during this period, the company scaled revenue from twelve million dollars in 2010 to over five hundred million dollar…
- ▶ 6:39 Harry Stebbings Sujay, scaling Dropbox, you were instrumental to the scaling.
- ▶ 10:37 Sujay Jaswa So when I was at Dropbox, one of the large, I won't say who, but one of the largest investors in the world told me that they had run a survey of all the investments they'd ever made, and the founders that didn't actually talk to them,… 2 times in the scene
- ▶ 15:35 Sujay Jaswa I get asked all the time about something that Drew had done early in Dropbox about the referral program. 3 times in the scene
- ▶ 20:35 Sujay Jaswa Arash is the most, most challenging interviewer most people interviewed with him have ever experienced, because he'd be on his laptop the whole time, he wouldn't look at you, and somehow he would intuit things about you that you probably… 4 times in the scene
- ▶ 31:21 Sujay Jaswa One of the companies that we incubated with the founding team from Dropbox is called Twingate.
Semil Shah: Lessons Learned Scaling from a $1M to a $50M Fund | 20VC #951 · 20VC with Harry Stebbings
- ▶ 32:05 Semil Shah A new data room into Dropbox and, and do all that.
20 Sales: The Ultimate Guide to Sales Onboarding for New Sales Reps and Sales Leaders, The Biggest Red Flags in the First 30 Days & What Can Be Done to Set Them Up for Success with Leaders from Figma, Dropbox, Miro and more.
- ▶ 3:24 Harry Stebbings Before Asana, OJ spent four years at Dropbox, where he was head of APAC and LATAM.
- ▶ 8:40 Harry Stebbings Before Segment, Jordan was at Dropbox for four years, including leading enterprise sales for Dropbox Business.
- ▶ 8:40 Harry Stebbings Before Segment, Jordan was at Dropbox for four years, including leading enterprise sales for Dropbox Business.
- ▶ 16:49 Harry Stebbings And pre-Segment, Zhenya led a hundred-person team at Dropbox across many different functional areas.
- ▶ 24:06 Harry Stebbings Now, before Figma, Carl spent over five years at Dropbox in numerous different roles, including Head of Sales and Global Partnerships Lead, responsible for growing Dropbox's partner ecosystem. 2 times in the scene
Brian Armstrong: Coinbase’s Failed NFT Launch, Thoughts on SBF & FTX, Crypto Winter | 20VC #946 · 20VC with Harry Stebbings
- ▶ 39:18 Brian Armstrong And you could imagine all the layers of the stack, um, from the browser to where you store your data, like Google Drive and Dropbox, there should probably be a,
Dropbox CEO Drew Houston: How to Pick a Co-Founder; Steve Jobs' Attempt to Buy Dropbox | 20VC #938 · 20VC with Harry Stebbings
- ▶ 0:17 Harry Stebbings So what was the original unique insight you had with Dropbox? 2 times in the scene
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