Jeff Lawson, every mention

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every year anyone Harry Stebbings 38Byron Deeter 19Jason Lemkin 12Henry Ward 4Wesley Chan 3Stevie Case 3Rory O'Driscoll 3Jeff Immelt 3Peter Reinhardt 2Jason Calacanis 2

Verbatim, from the transcripts: the passages where Jeff Lawson comes up

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Canva Slashes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab Aug 12, 2026 · 2 mentions

Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings Jun 4, 2026 · 2 mentions

  • ▶ 26:37 Jason Calacanis So yes, semiconductors are up, but you know, when Jeff Lawson was on this show, he said, I haven't run Twillie in a while, but I'm pretty sure we're going to benefit from AI because agents in AI just need to use more of our voice than… 2 times in the scene

Anthropic's Raise & What It Means for Potential IPO? Mag7: Google & Amazon Up, Meta & Microsoft Down · 20VC with Harry Stebbings May 7, 2026 · 4 mentions

  • ▶ 43:20 Jason Lemkin Twilio, they, you know, they pushed Jeff out who was on the show that we love and somehow moldy-oldy products were able to re-accelerate. 4 times in the scene

Thrive Raises New $10B Fund | OpenAI Buys OpenClaw | Stripe at $140B: Is Adyen Wildly Undervalued? · 20VC with Harry Stebbings Feb 19, 2026 · 3 mentions

Eventbrite Sold for $500M, Databricks $5B Raise at $134B Valuation & Why SaaS is Like Japan · 20VC with Harry Stebbings Dec 4, 2025 · 4 mentions

  • ▶ 32:18 Harry Stebbings We had Jeff Lawson from Twilio on the show, um, with the three of us, and he said that we are unwaveringly going to see the movement away from seats, and that is going to happen. 4 times in the scene

OpenAI Restructuring: Who Wins and Who Loses & Mercor Raises $350M at a $10BN Valuation · 20VC with Harry Stebbings Oct 30, 2025 · 2 mentions

  • ▶ 59:28 Jason Lemkin I don't think Jeff Lawson would be living a better life with half the money or twice the money. 2 times in the scene

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

Opendoor CEO, Kaz Nejatian: OpenAI and Oracle, How Can Either Afford to Do This · 20VC with Harry Stebbings Sep 18, 2025 · 2 mentions

  • ▶ 1:31:44 unnamed speaker Yeah, but Jeff, last week, Jeff Lawson made the, the, the great point, which is obvious, but I think Adobe's in this trap. 2 times in the scene

Sam Altman's Masterplan or a Gift to Anthropic? Palantir & Shopify Crush Earnings · 20VC with Harry Stebbings Aug 14, 2025 · 1 mention

Figma's 250% Pop - The Greatest IPO Mispricing Ever? Meta & Microsoft Blowout Quarters: Broken Down · 20VC with Harry Stebbings Aug 7, 2025 · 9 mentions

  • ▶ 39:40 Harry Stebbings I'm terrified about what happened to Jeff at Twilio. 2 times in the scene
  • ▶ 1:27:44 unnamed speaker Um, but my idea that I didn't have until today was Jeff Lawson. 7 times in the scene

Jeff Wang: Sequoia Capital's $9BN Global Equities Fund on The Future for NVIDIA, Google & Meta|E1212 · 20VC with Harry Stebbings Oct 9, 2024 · 1 mention

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

Adam Gross: Why Startups Doing Paid Under $100M ARR are not PLG | E1145 · 20VC with Harry Stebbings Apr 26, 2024 · 1 mention

  • ▶ 47:31 Adam Gross Now, granted, it was like the world of Jeff and, and what he's accomplished, and this is entirely my error, um, ah, but also, it was six people in a room, you know, um, it wasn't exactly the same vision, ah, as we see today, um,

Brian Halligan: Leadership Lessons Scaling Hubspot to $28BN | E1103 · 20VC with Harry Stebbings Jan 15, 2024 · 2 mentions

  • ▶ 1:25:18 Harry Stebbings I look at, like, look Jeff at Twilio, and I'm like, fuck, that's a brutal one, isn't it? 2 times in the scene

Tooey Courtemanche: From Construction Worker to Billionaire CEO | E1090 · 20VC with Harry Stebbings Dec 4, 2023 · 2 mentions

  • ▶ 22:57 Harry Stebbings I had Jeff Lawson on the show from Twilio, and he said a similar story, but actually he got a two hundred million premium on you.
  • ▶ 52:39 Tooey Courtemanche Um, I started being asked to go to these investor conferences, uh, in the Bay Area, and you know, I'd say, and it was like the time, like, Jeff Lawson was there.

20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 · 20VC with Harry Stebbings May 10, 2023 · 1 mention

Stevie Case: World's First Female Pro Gamer; Hiring Tips for Sales; PLG vs Enterprise | 20VC #970 · 20VC with Harry Stebbings Jan 25, 2023 · 2 mentions

Wesley Chan: How I Created Google Analytics; The Founding Story of Gmail & Canva | 20VC #919 · 20VC with Harry Stebbings Aug 22, 2022 · 3 mentions

  • ▶ 34:15 Wesley Chan Like, uh, one of my big misses was Twilio, you know, Jeff Lawson. 3 times in the scene

20VC: Why the Traditional Seed Fund Model No Longer Works, Why Multi-Stage Funds Investing at Seed Bring Signaling Risk but also Less Pressure, The One Criteria All Potential Sales Hires Need to Have and The Clear Signs of 10x Sales Hires with Jason Lemki May 6, 2022 · 2 mentions

  • ▶ 20:17 Jason Lemkin In the early days, I would ask the Jeff Lawsons from Twilio and the Peter Gassner from Viva, and I would say, how much time do you spend in sales? 2 times in the scene

20VC: Jeff Immelt on Leadership Lessons from 16 Years as CEO @ GE, Incumbent Innovation; Why Some Have Failed and Other Succeeded, When Boards Have A Positive vs Negative Impact on a Company & The One Fear Startup Founders Are Allowed To Have Jul 22, 2021 · 3 mentions

  • ▶ 14:36 Jeff Immelt You know, I think Harry, you recently interviewed Jeff Lawson, who I love, right? 2 times in the scene
  • ▶ 28:51 Jeff Immelt I got in 2006 and I told Jeff Lawson that when Twilio gets to be five billion dollars in revenue, I'm going to get a tattoo of the owl, which is the kind of the Twilio symbol.

20VC: The Twilio Memo: Bessemer's Byron Deeter on How a $125K Initial Check Became Bessemer's Largest Position, What The Influx of Late-Stage Capital Means For Venture Today & Why The Incumbent Advantage Is Now An Incumbent Disadvantage May 27, 2021 · 34 mentions

  • ▶ 4:22 Byron Deeter The initial investment started with David Callen leading a 125,000 dollar seed investment as part of this seed extension round that Mitch Kapoor led, and Ethan Kurzweil, who's now one of our great partners, was a senior associate at the… 3 times in the scene
  • ▶ 7:14 Byron Deeter The thing that kept resonating with us was Jeff's first-hand understanding as a former CTO, and the stories resonated, but the understanding was real and tangible. 2 times in the scene
  • ▶ 9:26 Byron Deeter A beautiful example with this is Jeff Lawson, the founder and CEO of Twilio, recently wrote a book, and then Jeff Immelt, the former CEO of General Electric, recently wrote a book, and he's on the Twilio board, so we've had these…
  • ▶ 14:01 Byron Deeter And another thing that Jeff actually said in his book that completely resonated with me and carries through in my mind from a, an investment standpoint now is if it touches the customer that is proprietary in a tech sense, meaning if it's…
  • ▶ 23:23 Byron Deeter And Jeff Lawson, by the way, was very much in that second bucket where he was the prototypical customer. 3 times in the scene
  • ▶ 24:19 Harry Stebbings I do want to touch on Jeff, because it's very rare to see a founder really scale and excel at scaling, as he has done, from founding to IPO and public CEO today. 18 times in the scene
  • ▶ 36:58 Harry Stebbings If you were to choose one thing that drove their success, other than Jeff and the founding team, because everyone uses that as a great answer, but it's a nice cop-out. 6 times in the scene

20VC: Segment Founder Peter Reinhardt on His Learning Process, How Great Leaders Listen and Encourage Debate within Their Organisation & How To Use Data Intelligently To Improve Decision-Making Apr 22, 2021 · 2 mentions

  • ▶ 19:26 Peter Reinhardt No, you know, it took Jeff about 18 months to convince me that it was the right thing to do. 2 times in the scene

20VC: Bessemer's Byron Deeter On Lessons From Investing in 14 $Bn Companies, What The Heck Is Going On In Cloud Today and Why Cloud IPO Floodgates Are About To Burst Open Jul 8, 2019 · 5 mentions

  • ▶ 15:45 Byron Deeter And then, uh, indirectly supporting my partner, uh, Ethan Kurzweil, who is the lead on our pager duty investment, but seeing fantastic CEOs like Jeff and Samir and Dan at DocuSign and Jen's hot and the like, the end of the day is pretty…
  • ▶ 22:15 Byron Deeter I mean, it's just, it's amazing how much perspective each of these executives brings to the board meeting, but I would say the, um, the Trulio and SendGrid process, both the experiences with those CEOs who had very different businesses,… 4 times in the scene

20VC: Carta Founder Henry Ward on Why The Best Companies Are Not Product Led But Distribution Led, 3 Requirements Needed For A New Market/Investment To Be Exciting and Why Small Markets Are So Attractive Apr 12, 2019 · 4 mentions

  • ▶ 10:57 Henry Ward One of my favorite stories actually was Jeff Lawson at Twilio. 4 times in the scene

20VC: Bessemer's Ethan Kurzweil on How To View Pattern Recognition and Deal With The Anti-Portfolio, The Next Frontier In Developer Focussed Businesses & Why eSports Is Interesting Again Jun 28, 2017 · 2 mentions

  • ▶ 12:30 Ethan Kurzweil You know, in the early days of developer platforms, we didn't have a fully formed framework, and we're relying on incredible entrepreneurs to sort of teach us, you know, folks like Jeff Lawson at Twilio. 2 times in the scene

20VC: Bessemer's Byron Deeter on The Commonalities Of Truly Great Founders and Learnings From Investing In Box, Twilio and GainSight May 2, 2016 · 4 mentions

  • ▶ 18:24 Byron Deeter Um, I still remember, you know, some of my first conversations with Jeff Lawson where I walked in and he said, I've got all these voicemails queued up in, in, um, in our sales hotline 4 times in the scene
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