The Ledger

Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.

clear all ✕

why aren't all 39 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Assertion Not checkable as stated
Lemkin: ElevenLabs Is Already Generating $500M in Revenue
“What do 11 Labs use, which is already doing five hundred million in like a year and a half? They're using Twilio, ok?”
Jason Lemkin Jun 11, 2026 ▶ 36:31 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Prediction Not checkable as stated
Lemkin: Low-margin software and fintech businesses will remain out of favor
“It's gonna be a long time until folks are comfortable with lower quality revenue again, and what I mean is fintechs with 20% margins companies, you know, folks with huge, with, even, even folks like Twilio, one of the best companies in the history of, Cloud an…”
Jason Lemkin Aug 25, 2022 ▶ 19:11 The Answers To Scaling, Hiring, And Everything Else: An AMA With Saastr Founder & Ceo Jason Lemkin
Opinion
Deeter: Cloud leaders are superseding FAANG as tech growth drivers
“Our thesis internally is that those horizons and the growth rates of those markets are starting to pull back, and that you see a changing of the guard. And it's really the cloud basket, and we pulled out six names in particular with Microsoft, Twilio, Shopify,…”
Byron Deeter Oct 14, 2021 ▶ 5:09 State of the Cloud 2021 with Bessemer Venture Partners | SaaStr Software Community
Insight
Lawson: Tech strategy shifted from 'build versus buy' to 'build versus die'
“It used to be in the old world of IT, you had these classic build versus buy decisions. Are we going to build something? Are we going to buy it? Right? And now it's become build versus die. Because if you aren't building software that answers your customers ne…”
Jeff Lawson Jan 15, 2021 ▶ 7:32 How To Collaborate, Manage & Work With Developers With Jeff Lawson, CEO Twilio
Insight
Lawson: Billboards provide enterprise air cover for developer-led adoption
“You know, I think what it does is it provides air cover. So that let's say, you know, a developer builds a thing and they're in some meeting where they're saying, oh, how did you build this? Yeah. And they say Twilio, if you have name recognition, even though …”
Jeff Lawson Jul 10, 2017 ▶ 8:18 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Assertion Supported
Lemkin: Twilio's growth rebounded to over 20% due to AI agent APIs
“And to me, Twilio is another example. It almost died. It's growing four percent. Now it's growing over 20% because the API worked with agents.”
Jason Lemkin Aug 14, 2026 ▶ 37:23 Agents Are Your New Power Users: How Klaviyo CEO Andrew Bialecki Is Remaking a $1.4B Business
Insight
Lemkin: Hiring Junior PMs from Big Tech Brands Is a Founder Mistake
“And 98% of you, 96% of you, I think, make the same mistake. You hire a junior person. Ok, I'm gonna go hire a product manager that worked on one pixel at Twilio, or worked on one little thing at some great company. They don't know how to ship products into pro…”
Jason Lemkin Jun 24, 2022 ▶ 30:04 16 Ways to Level Up in 2022 with SaaStr Founder and CEO Jason Lemkin | SaaStr Software Community
Insight
Allen: Startups should anchor their pitch against established competitors
“The next important piece is when you're describing your company, don't be afraid to describe your company relative to competitors.”
Noreen Allen May 26, 2022 ▶ 7:00 How Marketing Can Be Your Secret Sauce to Fundraising and Growth | Bandwidth CMO Noreen Allen
Insight
Lawson: Distributed teams should stay within three time zones for workday overlap
“My recommendation, keep them within three time zones of each other. So you've got a maximum amount of overlap in the workday so that they can collaborate effectively.”
Jeff Lawson Jan 15, 2021 ▶ 43:47 How To Collaborate, Manage & Work With Developers With Jeff Lawson, CEO Twilio
Prediction Held up
Deeter: Stripe and Adyen will be multi-billion dollar successors
“Companies like Stripe and Adyen will certainly be multi-billion dollar successors.”
Byron Deeter May 3, 2018 ▶ 21:12 State of the Cloud: 2018 Edition
Assertion Contradicted
Lawson: Twilio has never killed or deprecated an API it built
“We've killed the teams, but maintain the products. So we find another home internally for the product to live. We have never killed an API that we've ever built.”
Jeff Lawson Jul 10, 2017 ▶ 26:47 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Lawson: Developers are a market entry strategy, not the end market
“I don't think of developers as the market, per se. I think of developers as the strategy to get into the market for whatever you're doing.”
Jeff Lawson Jul 10, 2017 ▶ 4:06 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Lawson: Usage-based SaaS needs recurring packages to justify enterprise sales reps
“If you're not willing to sign up for this monthly recurring package, then you're probably not a very qualified opportunity, right? Because with our usage-based model, the prices at Twilio start at a penny. Yeah. And you can sign up on our website and get going…”
Jeff Lawson Jul 10, 2017 ▶ 13:22 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Assertion Not checkable as stated
Twilio maintains five nines API availability despite 18,000 annual production deployments
“Now we can ship 18,000 times a year, and we have a five nines available API, and a seven nines success rate of the request that we're serving.”
Jeff Lawson Jul 10, 2017 ▶ 30:27 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Lawson: Developer-led adoption replaces competitive RFP bidding with pre-built prototypes
“It's not a hero sale. You're not like, hey, let's just do an RFP with, You know, five of our competitors. It's a, Hey, the thing's already built. The executives may have even touched it and said, Oh, this is awesome. Let's get it shipped. Right. And now we're …”
Jeff Lawson Jul 10, 2017 ▶ 7:28 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Opinion
Lawson: 'Find a niche' and single-product focus is bad startup advice
“And I know there's this advice that entrepreneurs often get about, you know, find a niche, get rich you know, focus, focus, focus. You know, there's a lot of ways to phrase this bad advice.”
Jeff Lawson Jul 10, 2017 ▶ 23:01 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Shen: Top SaaS companies scale from $1M to $10M in two years
“If you are a good company, you got from one to ten million in AR in just four years. That means you did a little better than a double, double, double, double, and you're on the same growth trajectories as companies like Cornerstone and Mindbody. If you're in t…”
Christina Shen May 13, 2017 ▶ 10:09 Bessemer Venture Partners: The State of the Cloud, 2017-2018 Edition
Assertion Supported
Lemkin: Twilio's Growth Accelerated to 20% Over 18 Months Due to AI
“They're using Twilio's APIs, and boom, growth goes from four percent, or six, to 20% in 18 months. That's an epic turnaround for a public company at this scale.”
Jason Lemkin Jun 11, 2026 ▶ 36:36 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Assertion Supported
Dietrich: Atlassian and Twilio enterprise sales teams are farmers, not hunters
“Atlassian has an upsell, cross-sell enterprise sales organization that's not hunters. It's all farmers, and Sarah was talking about that. The Twilio sales group is farmers.”
Carrie-Lou Dietrich Dec 21, 2021 ▶ 27:45 Adding Outbound Sales & Marketing to a Product-Led Growth Engine Freshworks, Twilio, 1Password, Coda
Insight
Varney: Enterprise sales playbooks can erode developer trust in PLG companies
“If you started like Twilio as a product-led growth function and company, and then you're graduating to sales, you want to make sure that you're, again, not running like an enterprise playbook on you know, developer base like that, because that could erode the …”
Sarah Varney Dec 21, 2021 ▶ 22:04 Adding Outbound Sales & Marketing to a Product-Led Growth Engine Freshworks, Twilio, 1Password, Coda
Disclosure
Lawson: Twilio requires engineers to work support shifts two days a year
“There have been times at Twilio where we have all of our engineers take turns doing support, you know, like two days a year.”
Jeff Lawson Jan 15, 2021 ▶ 14:15 How To Collaborate, Manage & Work With Developers With Jeff Lawson, CEO Twilio
Insight
Lawson: Customer interfaces are digital, making software development a core differentiator, not outsourceable
“The interface that most businesses have with their customers has become a digital interface... And so in that world, IT is no longer something to be outsourced. It is the source of competitive differentiation in the eyes of your customers.”
Jeff Lawson Jan 15, 2021 ▶ 6:22 How To Collaborate, Manage & Work With Developers With Jeff Lawson, CEO Twilio
Prediction Not checkable as stated
Lawson: Twilio employees will shuffle teams based on remote work preferences post-pandemic
“Within Twilio, I suspect when we can go back to offices, there will be a bit of a team shuffling going on, because certain teams will say, we want to be back in an office, and other teams will say, we're really happy virtual, and people will find the teams tha…”
Jeff Lawson Jan 15, 2021 ▶ 45:41 How To Collaborate, Manage & Work With Developers With Jeff Lawson, CEO Twilio
Opinion
Gunderson: Mapbox is the default location platform like Stripe for payments
“When a developer goes out and is gonna build something, they're gonna go get a cloud provider, like, Amazon, or if you're going to use Payments, you might use Stripe, or if you're going to use Notifications, Twilio. But if you're going to use Locations, you're…”
Eric Gunderson Aug 28, 2018 ▶ 15:58 Bootstrapping vs Fundraising
Insight
Lawson: A small five-person team is the unit of progress in software
“Right, so you don't need a hundred engineers to build a product. Like, you need five engineers who work really well together, and who know the problem domain, know the customer, can prioritize well, and can ship and operate code. Right, that's the unit of prog…”
Jeff Lawson Jul 10, 2017 ▶ 24:41 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Lawson: Twilio enterprise sales exist to shepherd developer prototypes past procurement
“Developers are the ones who bring you in first, build that prototype, you know, and then it starts to snowball within the company, right? The momentum, because people see this thing and they say, oh, we want to ship that. Hey, what's preventing us from shippin…”
Jeff Lawson Jul 10, 2017 ▶ 6:33 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Insight
Lawson: Early Sales Hires Face More Cultural Friction Than Engineers
“I thought that the cultural shift that happened was not so much a struggle for, like, the developers, it was actually a really interesting struggle for the salespeople, especially the early ones that we brought into the organization, because they were the ones…”
Jeff Lawson Jul 10, 2017 ▶ 15:03 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Disclosure
Twilio CEO Jeff Lawson rejected opaque enterprise pricing for 'no shenanigans'
“And we've had talks, like, hey, are we leaving money on the table? Like, you know, And he's like, nope, no shenanigans. Boom. That makes it a very short conversation.”
Josh Stein Jul 7, 2017 ▶ 15:40 Josh Stein of DFJ: What Makes a Great SaaS CEO
Assertion Not checkable as stated
Browder: DoNotPay expanded from one product to over 200 via API integrations
“I just built, started building SaaS integrations with, like, Twilio Lob API UiPath, Bot Builders, and things like that, and that allowed me to go from one product, parking tickets, to over 200 today.”
Joshua Browder Apr 6, 2023 ▶ 11:44 Being a Rebel to Build a Movement: Non-Traditional Approaches to Scale | DoNotPay CEO Joshua Browder
Assertion Partly supported
Varney: Twilio operated for 11 years without a formal sales organization
“So our joke at Twilio is that we're a fourteen-year-old company with a three-year-old sales organization and up until very recently, we were almost a hundred percent of self-service and product-led growth motion.”
Sarah Varney Dec 21, 2021 ▶ 3:31 Adding Outbound Sales & Marketing to a Product-Led Growth Engine Freshworks, Twilio, 1Password, Coda
Disclosure
Varney: Twilio hosts enterprise hackathons to bridge developers and business executives
“We have what we call enterprise hackathons now, and so we will bring developers along with the line of business owners at an account together. We'll have them hack on real problems that they're having in their company, and at the end of the day, they'll do, li…”
Sarah Varney Dec 21, 2021 ▶ 30:00 Adding Outbound Sales & Marketing to a Product-Led Growth Engine Freshworks, Twilio, 1Password, Coda
Assertion Supported
D'Onofrio: Twilio averaged over 60% annual revenue growth since IPO
“And instead, Twilio has grown an average of over 60% since IPO with more growth runway to come.”
Mary D'Onofrio Mar 14, 2021 ▶ 30:24 The State of the Cloud: 2021 with Bessemer Venture Partners | SaaStr Software Community
Disclosure
Deeter: Bessemer invested in Twilio, Shopify, and Pinterest during 2008 crisis
“Three in the Bessemer portfolio alone, we had Twilio, Shopify, and Pinterest were all, you know, seed and series A investments coming out of that O eight crisis.”
Byron Deeter Mar 27, 2020 ▶ 22:20 The Current State of Venture Capital and Cloud | SaaStr Software Community
Disclosure
Deeter: Bessemer started its Twilio investment with a $125,000 seed check
“We started with a 125,000 dollar seed check and over many ground built.”
Byron Deeter Mar 27, 2020 ▶ 54:08 The Current State of Venture Capital and Cloud | SaaStr Software Community
Assertion Supported
Ferrara: Twilio achieved an 8.1 GRIT score driven by 160% net retention
“They had a 160% annual net retention. They were growing at around 300% per year when they were at this scale. And so with 200, ah, two years of cash in the bank and a 1.5 X efficiency score, their grit score was 8.1, which was, ah, which was very strong.”
Alex Ferrara Oct 30, 2019 ▶ 26:32 State of the Cloud 2019: Europa Edition | SaaStr Software Community
Assertion Not checkable as stated
Shen: Twilio reached 300% growth and 160% net retention at Series A
“Twilio is a great example when they were a series A company of a retention driven score. And so they had a 300% growth, 160% net retention, two years of cash burn left, and a 1.5 X efficiency. So when you sum that all together, they had a phenomenal grit score…”
Christina Shen May 20, 2019 ▶ 26:39 State of the Cloud 2019 from Bessemer Venture Partners
Assertion Not checkable as stated
Lawson: Twilio's early top 50 accounts were personally closed by the CEO
“What I did is I looked back at, like, every major customer that, that, you know, I could look at, like, our top, like, 50 list or whatever, and I go through the list, and I, like, a substantial number of them I looked at, and I'm like, wow, when we were really…”
Jeff Lawson Jul 10, 2017 ▶ 19:52 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Disclosure
Lawson: Twilio monetizes enterprise security features as a separate recurring plan
“So for Twilio, for example, we have got our enterprise plan. It adds things like single sign-on and client certificate validation, And a bunch of other like security and compliance related things that, you know, clearly enterprises with a lot of check boxes be…”
Jeff Lawson Jul 10, 2017 ▶ 12:50 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Disclosure
Jeff Lawson commits to at least three face-to-face customer meetings weekly
“And so I set the internal going and meet with at least three customers a week. And, you know, face-to-face meetings with customers, and I asked the sales team's help. Hey, I want you to bring me in. I want to meet customers. When I get on a plane, it's going t…”
Jeff Lawson Jul 10, 2017 ▶ 34:49 Twilio: The Inside Story with Jeff Lawson, CEO/Co-Founder
Made with StarZero

Turn any episode into a week of clips.

This entire site, over 400 episodes transcribed, diarized, checked and made playable, runs on the StarZero media pipeline. Drop in your own episode and the podcast clipper finds the moments worth sharing, cuts them, captions them, and reframes them for every feed.