Rippling, every mention

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every year anyone Harry Stebbings 308Parker Conrad 48Geoff Lewis 33Matt Plank 30Jason Lemkin 27Sam Blond 13Rory O'Driscoll 11Ashley Kelly 7Brendon Cassidy 6Ryan Petersen 5

Verbatim, from the transcripts: the passages where Rippling comes up

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NVIDIA Crushes Quarter | OpenAI Cuts Off Cursor | Instinct Hits $2.5B Valuation Sep 3, 2026 · 1 mention

  • ▶ 45:00 Rory O'Driscoll Because what you're not getting, if Rippling's selling 10 modules, they're not getting 10 times more than a person selling one.

Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated Aug 27, 2026 · 1 mention

  • ▶ 36:10 Jason Lemkin I mean, we can all look at evals and we can read what RAMP says and what Rippling's report says, and we can view this as just an LLM, right?

Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue? Aug 20, 2026 · 4 mentions

  • ▶ 24:29 Jason Lemkin Like for example, like, like this week, Rippling posted, uh, uh, their view as a B to B player of what models they use. 4 times in the scene

Canva Slashes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab Aug 12, 2026 · 1 mention

  • ▶ 1:29:11 Jason Lemkin When, when rippling is hoovered up 30, and owners hoovered up 20, and Revolut's hoovered up 10, you just, that strategy worked three years ago.

Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings Jun 20, 2026 · 4 mentions

Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings Jun 4, 2026 · 1 mention

  • ▶ 59:07 Jason Calacanis Everyone will be a rippling with 22 products the first year, and you got to have 22 PMs to make that work.

Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings May 7, 2026 · 1 mention

Anthropic Raises $45B but Falls Short on Compute & Thoma Bravo Hand Back Medallia Keys to Creditors · 20VC with Harry Stebbings Apr 30, 2026 · 4 mentions

  • ▶ 17:17 Jason Lemkin you gotta be, it'll be the, you know, we talked about rippling growing 70 some odd percent at a billion, right? 4 times in the scene

Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings Apr 23, 2026 · 11 mentions

  • ▶ 1:09:48 Harry Stebbings Um, one that I thought was fascinating was rippling, crossing a billion, growing 78% year on year.
  • ▶ 1:10:47 Rory O'Driscoll If Rippling is growing at that rate, that's amazing, it's compelling, and they'll get an excellent IPO. 10 times in the scene

OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings Apr 9, 2026 · 1 mention

  • ▶ 1:00:49 unnamed speaker They say they are, but not, but you need a very distinctive founder to run the AI rippling playbook and say, Hey, I want to break something up in some ways.

"Cursor is Dead" is Total BS: Here is Why | Miles Clements · 20VC with Harry Stebbings Mar 9, 2026 · 3 mentions

Insights from Coatue's Growth Investor Lucas Swisher · 20VC with Harry Stebbings Feb 23, 2026 · 1 mention

20Growth: The $6.6B Growth Engine Behind ElevenLabs | Why ElevenLabs Do Not Have PMs | The 7 Part Launch Playbook to Crush All Launches with Luke Harries, Head of Growth @ ElevenLabs Jan 11, 2026 · 1 mention

Kalshi CEO Tarek Mansour on Raising $1BN, CNN and CNBC Deals & the Polymarket Feud · 20VC with Harry Stebbings Dec 8, 2025 · 1 mention

20VC: Max Altman on The New Seed War: Can Anyone Compete with Sequoia and a16z | Leaving $2BN on the Table with Reddit | Lessons from Backing Rippling at $25M Post | Why Climate Tech is a Mirage and Disaster Nov 21, 2025 · 15 mentions

  • ▶ 0:05 Harry Stebbings Max is the co-founder and managing partner at Saga Ventures, a one hundred and twenty five million dollar early stage fund, and before Saga, Max was an investor with Apollo Projects, Hydrazine Capital, and Altman Capital, where he deployed…
  • ▶ 6:32 Harry Stebbings I totally, it's funny, I spoke to Parker before from, obviously, Rippling, and I remember being in SF when I was like, 18, 3 times in the scene
  • ▶ 10:18 Harry Stebbings What price did you do Rippling at? 2 times in the scene
  • ▶ 14:30 Harry Stebbings And okay, so we have that, and then you mentioned rippling at 25. 4 times in the scene
  • ▶ 58:26 Harry Stebbings I'm just like, if it was your buddy, like, if it was a adjacent company to Rippling, you'd probably text Parker and be like, hey dude, is this on the product roadmap?
  • ▶ 1:05:58 Max Altman They just go, and people are like, hey, hold Andro, hold more Rippling, hold more SpaceX. 3 times in the scene
  • ▶ 1:10:01 Max Altman It didn't quite work out, but the timing was wrong, and then joined leading a special, like, kind of special architectural projects at Rippling, has just been an amazing guy to watch over the last kind of decade.

Benchmark's GP, Everett Randle on Why Mega Funds Will Not Produce Good Returns · 20VC with Harry Stebbings Nov 10, 2025 · 3 mentions

  • ▶ 9:48 Everett Randle If you think about his huge, huge winners, whether it's Figma, Glean, Rippling, they all have like a common through line of the, you know, it's B to B software, but it's almost like consumer like software that, that demands really high…
  • ▶ 52:10 Everett Randle Cause that's like two X more expensive than you miss rippling at 250. 2 times in the scene

20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets Nov 7, 2025 · 1 mention

Why VC Today is Worse than 2021 · 20VC with Harry Stebbings Oct 23, 2025 · 11 mentions

Deel CEO, Alex Bouaziz on Raising $300M+ at a $17BN Valuation · 20VC with Harry Stebbings Oct 20, 2025 · 8 mentions

  • ▶ 3:36 Harry Stebbings Dude, I would be in trouble from the Twittersphere if I didn't progress this conversation and say there was obviously a lot of, um, publicity around the Rippling story. 3 times in the scene
  • ▶ 4:43 Harry Stebbings And what I mean by that is, like, Rippling have the Silicon Valley Illuminati around them, and in the same way for me, like, there are some media companies, which I'm not going to name because they'll hate me for it, but, like, they just… 3 times in the scene
  • ▶ 1:01:23 Harry Stebbings You or Rippling?
  • ▶ 1:08:02 Harry Stebbings How would you have liked Ripling to behave?

Are Burn Multiples BS in an AI World? & Sam Altman Needs $1TRN of Energy · 20VC with Harry Stebbings Oct 2, 2025 · 1 mention

  • ▶ 1:24:03 Harry Stebbings The one thing I do think is, like, the attention economy is also more fickle than ever, and just like Deal and Rippling was such a big deal.

20VC: Why AI SDRs are BS and Do Not Work | How to Use AI in Your Sales Team and Process to Win Today | What Skills Do All New Reps Need to Have in an AI First World with Amit Bendov, CEO @ Gong Sep 12, 2025 · 1 mention

Databricks at $100BN, CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker - Ep.19 · 20VC with Harry Stebbings Aug 21, 2025 · 11 mentions

  • ▶ 50:45 Jason Lemkin But the, the, the, the ripplings, even owner, or I'm on the board, others where you're seeing double digit numbers of CEOs join to be GM sounds like at Revolut too.
  • ▶ 1:16:57 unnamed speaker The stories like the Rippling story happening much quicker, which is we're going to give you five agents and an orchestration layer. 3 times in the scene
  • ▶ 1:31:52 Harry Stebbings Will deal or rippling IPO first. 7 times in the scene

How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings Jul 24, 2025 · 2 mentions

Daniel Gross and Nat Friedman: Acquired by Meta | Microsoft Layoff 9000 People | OpenAI's Bombshell · 20VC with Harry Stebbings Jul 10, 2025 · 1 mention

  • ▶ 11:30 unnamed speaker I don't know Gary very well, but I have a chance to sort of watch him a little bit over the years and people, we have a lot of LPs in common and people thought it was crazy, but he, their fund too is going to be a 10 X fund, I think with,…

OpenAI’s $6BN Jony Ive Deal & YC Is Both Chanel and Walmart, and Has Officially Won! · 20VC with Harry Stebbings May 29, 2025 · 4 mentions

20VC: ElevenLabs Head of Growth on Why You Do Not Need PMs | The 7-Part Launch Playbook That Gets 700K+ Views Per Product | The Truth About CAC, Payback & Performance Marketing in AI with Luke Harries May 23, 2025 · 1 mention

  • ▶ 44:44 Harry Stebbings Because actually, do you know what, in six to 12 months' time, when he's got experienced sales reps in there who are actually selling real products, going, hey, we work with Rippling, and we work with 11 Labs, you can get away from it.

Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings May 22, 2025 · 7 mentions

OpenAI, SBF & Perplexity: What VCs Know That You Don’t · 20VC with Harry Stebbings May 15, 2025 · 1 mention

  • ▶ 50:57 Harry Stebbings But like you, you could split the fund and put 25% into Android, 25% into Rippling, 25 into OpenAI, and 25 into, I don't know, you name your other breakout.

20VC Exclusive: Mercury Founder Launches First $26M Fund with Immad Akhund · 20VC with Harry Stebbings May 12, 2025 · 3 mentions

  • ▶ 14:01 unnamed speaker Like, yeah, I'll take Rippling. 2 times in the scene
  • ▶ 38:01 unnamed speaker Rippling.

Benchmark vs a16z: Why Stage Specific Firms Win · 20VC with Harry Stebbings May 8, 2025 · 1 mention

  • ▶ 11:09 Harry Stebbings The majority of your sovereign wealth funds mega players have chosen their provider, their partner at that stage, and there are five to seven of them, and so there are very few places for the open AIs, anthropics, gleans, ripplings of the…

Bucky Moore @ Lightspeed Venture Partners: Why You Cannot Do VC If You Do Not Do Pre-Seed · 20VC with Harry Stebbings May 5, 2025 · 2 mentions

  • ▶ 18:31 Bucky Moore And this Rippling is, of course, the company that everybody loves to talk about in this sense. 2 times in the scene

What Does it Take to Be Good at Series A and B Today? · 20VC with Harry Stebbings May 1, 2025 · 1 mention

  • ▶ 1:27:47 unnamed speaker What about deal and rippling?

a16z's $20BN Fund & Founders Fund's $4.6BN & Why Josh Kushner Has Mastered the Game · 20VC with Harry Stebbings Apr 17, 2025 · 6 mentions

Julian Teixeira, CRO @ 1Password: How to Hire and Train Your First Sales Hires · 20VC with Harry Stebbings Mar 7, 2025 · 3 mentions

Matt Plank, Rippling's CRO: How to Build an Enterprise Sales Machine | E1241 · 20VC with Harry Stebbings Dec 20, 2024 · 35 mentions

  • ▶ 3:21 Matt Plank You know, the, the number one reason why, uh, you lose a deal in most cases, at least at rippling, is indecision.
  • ▶ 6:29 Matt Plank I think today at Rippling, we're replacing another system every time.
  • ▶ 7:45 Matt Plank In fact, I'll tell you that in the early days of Rippling, um, one of the great mistakes is that I didn't push outbound harder. 2 times in the scene
  • ▶ 10:03 Matt Plank And a lot of times they'll have marketing and, and, you know, different orgs and sales, which is true at Rippling as well.
  • ▶ 13:08 Matt Plank But then you go through like a ruthless, like, like detailed planning process for us at Ripley, we have 50 different
  • ▶ 18:59 Matt Plank Now, one of the benefits of Rippling is when you buy Rippling, you're buying a seat for like every single person in the company. 3 times in the scene
  • ▶ 20:18 Matt Plank In terms of customer success, like, at Rippling, um, you know, we have, we, in the very early days, we had 7 times in the scene
  • ▶ 26:26 Harry Stebbings Hey, I got rippling for 20 pep em. 2 times in the scene
  • ▶ 28:28 Matt Plank If you look at what we charged at Rippling in the early days versus now, like it's, it's not even on the same chart.
  • ▶ 33:05 Matt Plank And the way we talk about that is like, look, you're obviously evaluating rippling. 2 times in the scene
  • ▶ 41:11 Matt Plank Like, you have to make them, when someone tells you no, it's like, hey, like, thank you so much for your time, you know, evaluating Rippling.
  • ▶ 44:21 Matt Plank If you're a rep at Ripley and you have zero, like actual prospecting targets. 2 times in the scene
  • ▶ 52:35 Harry Stebbings I'm an investor in early stage companies, and we compete with Rippling, and it's like, ah, fuck, these Americans have so much more cash than we do. 2 times in the scene
  • ▶ 55:03 Harry Stebbings You know, we talk about expanding in Australia now with, you know, the huge scale of rippling, but you were there from the beginning.
  • ▶ 1:00:42 Matt Plank Like, uh, when Parker started rippling, like who's the first person he wanted to hire? 4 times in the scene
  • ▶ 1:09:16 Matt Plank I mean, honestly, I think for us, 4 times in the scene

Zachary Bookman: Why Valuations and Fundraising are BS | E1235 · 20VC with Harry Stebbings Dec 6, 2024 · 3 mentions

  • ▶ 19:47 Zachary Bookman By the way, I think, I think the guys at Rippling are doing something slightly similar. 2 times in the scene
  • ▶ 24:55 Zachary Bookman You can build an IPO scale company, but in a lot of these verticals, you've got to get to like workday level product or, you know, rippling compound multi-product company to get the ASPs working.

Raman Malik: Inside Perplexity’s Growth Machine: What Worked, What Did Not Work | E1226 · 20VC with Harry Stebbings Nov 15, 2024 · 1 mention

Mamoon Hamid: AI - Where Value Accrues, Startups vs Incumbents & Scaling Laws | E1217 · 20VC with Harry Stebbings Oct 21, 2024 · 7 mentions

  • ▶ 5:41 Harry Stebbings When we look at some of the picks from Rippling to Figma, the list goes on.
  • ▶ 21:57 Mamoon Hamid So it doesn't require us to have a, a large, uh, team, so to say, because we're already involved with some of these companies like Rippling and Glean and Figma that we're doubling down into out of our growth fund.
  • ▶ 30:44 Mamoon Hamid Um, multiple-wise, that's, um, you know, Rippling was also in the sort of 250 post when we did it, and, um, you know, currently valued.
  • ▶ 40:20 Mamoon Hamid I would put Parker from Rippling in that bucket.
  • ▶ 52:38 unnamed speaker Was that not the Rippling fund? 2 times in the scene
  • ▶ 56:29 Mamoon Hamid For, for, for like being open-minded and thinking about what the next Figma or Rippling will be.

Akshay Kothari: How Notion Has More Money Than Ever & Why Startup Fundraising is Broken | E1203 · 20VC with Harry Stebbings Sep 18, 2024 · 1 mention

  • ▶ 17:02 Akshay Kothari I think the best way I've seen more recently is, uh, Parker at Rippling sort of calls it a compound company, which is that it is this, like, big mission that we're, we're building many different products, and they all connect through the…

Chad Peets: Why Most Sales Reps Underperform & Remote Reps Ignore Development | E1193 · 20VC with Harry Stebbings Aug 23, 2024 · 1 mention

Kaz Nejatian: How Shopify Built a $90BN Business to Last 100 Years | E1189 · 20VC with Harry Stebbings Aug 14, 2024 · 2 mentions

  • ▶ 11:16 Harry Stebbings So it's like rippling, but for internal tooling, which is like the benefits that come from having the synchronicity between all the tools on one platform means that you can run simulations and models easily between your own tools. 2 times in the scene

Alexis Ohanian: The Full P&L Breakdown of the World's Most Valuable Women's Sports Team | E1187 · 20VC with Harry Stebbings Aug 7, 2024 · 2 mentions

  • ▶ 10:46 Alexis Ohanian Yeah, well, I mean, there are, there are some, there are some investments like Rippling, no-brainer, right? 2 times in the scene

Delian Asparouhov: Inside the Walls of Founders Fund: What the World Does Not See | E1183 · 20VC with Harry Stebbings Jul 29, 2024 · 1 mention

  • ▶ 55:45 Harry Stebbings Uh, I remember Keith saying his biggest regret or the thing that keeps him up most at night is not paying 35 for rippling.

Saam Motamedi: Why Series B Won’t Make Money & Why $1M ARR is a BS Milestone for Series A | E1177 · 20VC with Harry Stebbings Jul 15, 2024 · 1 mention

  • ▶ 30:55 Harry Stebbings Parker Conrad at Ripley and I always have beef on Twitter because he's like, no, it's bullshit, Harry.

Pat Grady: Sequoia Partner on Investing Lessons from Doug Leone, Roelof Botha and Alfred Lin | E1174 · 20VC with Harry Stebbings Jul 8, 2024 · 2 mentions

Janie Lee: Three Core Skills that Make the Best PMs | E1165 · 20VC with Harry Stebbings Jun 14, 2024 · 5 mentions

  • ▶ 2:24 Harry Stebbings I do want to just ask, you've worked at some incredible places kind of throughout your years now, and some of them include obviously Opendoor and Rippling, and I was told specifically by some people to focus on Opendoor, and first, what…
  • ▶ 7:09 Harry Stebbings What about rippling? 4 times in the scene

Ashley Kelly: The Playbook to Start and Scale Your SDR Team | E1162 · 20VC with Harry Stebbings Jun 7, 2024 · 11 mentions

  • ▶ 1:47 Ashley Kelly So, um, Lever, Brex, and now Ripley.
  • ▶ 9:16 Ashley Kelly And so, um, while I report into our CRO, uh, at Rippling, like
  • ▶ 11:10 Ashley Kelly Rippling. 2 times in the scene
  • ▶ 12:59 Ashley Kelly Yeah, I'd say Zenefits was the big one with the, we did about 250 and then now, uh, rippling obviously with, uh, about three 5200 of those have been just within the last year.
  • ▶ 21:53 Harry Stebbings Is it like pitch us rippling? 3 times in the scene
  • ▶ 28:10 Ashley Kelly There's also times that I don't think it works and we're like, I'm not a proponent of it for right now where we're at, um, at Rippling.
  • ▶ 42:28 Harry Stebbings Cause it's much easier if you send me an email and I'm like, oh, rippling.
  • ▶ 47:14 Ashley Kelly It's what I love about my job and about Rippling that we're able to, to, you know, build this type of, um, complex org.

Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings Jun 3, 2024 · 1 mention

  • ▶ 1:16:26 Jason Lemkin I mean, obviously Rippling is very successful and I've met many great founders since then, but what was, uh, I was the best, maybe that's not fair to best, but best in the first, first group.

Jason Lemkin: Why Pricing is Worse Than Ever and There is More Funding Than Ever | E1157 · 20VC with Harry Stebbings May 27, 2024 · 2 mentions

  • ▶ 20:15 Jason Lemkin You're, you're gonna lose, you're gonna lose the ripplings, and, and the gustos, and the deals, and the date, you're gonna lose Datadog, because you're gonna say, you know, New Relic owns the market.
  • ▶ 1:03:31 Jason Lemkin Even when we've seen some that burned a lot like a rippling or something, it was very intentional.

Dan Siroker: Second-Time Founders Are More Investable & Why Not To Hire People Out of College |E1153 · 20VC with Harry Stebbings May 15, 2024 · 1 mention

Keith Rabois & Eric Glyman: The Tools, Tips, Secrets and Process That Drive Efficiency | E1148 · 20VC with Harry Stebbings May 3, 2024 · 1 mention

  • ▶ 27:38 Keith Rabois You know, we talked about the biggest mistake ever was not raising the valuation on rippling.
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