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.

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why aren't all 230 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 13 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

Insight
Lawson: In corporate M&A, missing a deal is worse than a failed deal
“Well, I'll tell you the other thing that, that I think is conventional wisdom, especially at companies that do a lot of M&A like Salesforce, which is you don't worry about the deals that didn't work out. But the thing you regret is the ones you, that you shoul…”
Jeff Lawson Sep 11, 2025 ▶ 1:02:18 OpenAI’s $10BN Secondary Sale, Ramp Hits $1BN ARR & Brex Hits $700M · 20VC with Harry Stebbings
Prediction Not checkable as stated
Benioff: Every software product Salesforce sells will be agentic
“I don't think that there will be a piece of software that we sell that will not be agentic.”
Marc Benioff Aug 28, 2025 ▶ 7:12 Anthropic's $10B Round, Klarna's IPO, Inside a16z's 72 Deal Seed Investment Machine ft. Marc Benioff · 20VC with Harry Stebbings
Assertion Supported
Benioff: Salesforce Data Cloud and AI reached over $1B ARR
“The data cloud and AI together now is more than a billion in revenue. We talked about that on our last earnings call. It's our fastest growing Cloud product, whatever, ever, you know, in 26 years.”
Marc Benioff Aug 28, 2025 ▶ 8:46 Anthropic's $10B Round, Klarna's IPO, Inside a16z's 72 Deal Seed Investment Machine ft. Marc Benioff · 20VC with Harry Stebbings
Prediction Held up
O'Driscoll: Slack restricting customer data access will fail over the medium term
“I don't know if you can get away forever in a horizontal app like Salesforce with a channel like Slack denying access, the denying the customer access to their own content over the medium term. I don't think it stands.”
Rory O'Driscoll Jun 26, 2025 ▶ 1:04:10 Navan Files to Go Public and Canva Pulls the Brakes: Why and What Happens? · 20VC with Harry Stebbings
Assertion Supported
O'Driscoll: Dropbox lacks a significant enterprise customer base compared to incumbents
“Your right to win is predominantly in your existing customer base, and ServiceNow is a big one, and Salesforce has a big one, and brutally in the enterprise, Dropbox doesn't.”
Rory O'Driscoll Jun 19, 2025 ▶ 57:22 Chime IPO: Are IPOs Hotter Than Ever? · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: Salesforce commits 20% of its code through AI
“Even Salesforce commits 20% of their code through AI.”
Jason Lemkin May 1, 2025 ▶ 1:25:46 What Does it Take to Be Good at Series A and B Today? · 20VC with Harry Stebbings
Prediction Not checkable as stated
HubSpot aims to define mid-market software within 5 to 10 years
“We want to define a category of mid market software. And, you know, five years from now, 10 years from now, when you have guests in your podcast, I want you to ask them, hey, are you like Salesforce? Are you like HubSpot serving mid market? Or are you like Int…”
Yamini Rangan Mar 17, 2025 ▶ 55:54 Yamini Rangan, CEO @ HubSpot: How HubSpot Competes Against Salesforce · 20VC with Harry Stebbings
Disclosure
Emergence Capital Sold Its Position in Salesforce Too Early
“Yeah we sold Salesforce too early.”
Jake Saper Mar 10, 2025 ▶ 1:09:54 Jake Saper, GP @ Emergence Capital: "We Sold Salesforce Early and Lost Out on Billions" · 20VC with Harry Stebbings
Prediction Not checkable as stated
Odoo and ERP challengers will grow much faster than Salesforce and SAP
“I think same as SAP, most of the, these companies have still a good way to, I mean, you, they will continue. But other challenges like us will grow much faster.”
Fabien Pinckaers Feb 12, 2025 ▶ 56:00 Fabien Pinckaers, CEO @Odoo: The Billionaire Founder Who Doesn’t Care About Money | E1259 · 20VC with Harry Stebbings
Prediction Didn’t hold up
Dines: Salesforce and SAP Will Limit AI Agents to Own Platforms
“What's the interest of Salesforce to provide amazing connections to SAP and vice versa? No, it's not. So they will focus on building agents that work specifically for workloads that stay within their platforms.”
Daniel Dines Dec 18, 2024 ▶ 21:18 Daniel Dines, UiPath CEO & Founder: Why Agents Do Not Mean RPA is F*** | E1240 · 20VC with Harry Stebbings
Disclosure
Benioff: Salesforce Has Never Experienced Government Coercion or Censorship
“I haven't seen it in my own company. That's why I've been so surprised that, but I don't run a social media company, so I don't really know what the government does with these big consumer platforms.”
Marc Benioff Dec 9, 2024 ▶ 34:15 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Assertion Supported
Benioff: Salesforce Agentforce Pricing Starts at $2 Per Conversation
“Agent force is consumption pricing. So you're being charging per conversation. The starting price is about two bucks per conversation, and then it's negotiated based on volumes for customers.”
Marc Benioff Dec 9, 2024 ▶ 13:25 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Held up
Benioff: Salesforce Projects Thousands of Agentforce Deals in Q4
“We'll do thousands of agent force deals this quarter”
Marc Benioff Dec 9, 2024 ▶ 11:16 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Benioff: Salesforce Rehired Many Employees Laid Off Two Years Ago
“Even in the layoffs that we had, which were very dramatic in the company two years ago, we have hired a lot of those employees back into the company.”
Marc Benioff Dec 9, 2024 ▶ 20:30 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Assertion Not publicly verifiable
Benioff: Salesforce Processes Over Two Trillion Enterprise Transactions Weekly
“We'll do more than two trillion enterprise transactions this week.”
Marc Benioff Dec 9, 2024 ▶ 7:46 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Benioff: Salesforce Is Focusing Exclusively on AgentForce Over Other Products
“When I just rolled out AgentForce, you'll notice that we're not going to talk a lot about all of Salesforce's products, which are amazing. You know, on the podcast, I'm going to keep coming back to AgentForce because that's all I'm focused on right now.”
Marc Benioff Dec 9, 2024 ▶ 23:18 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2025
Benioff: Salesforce Will Add 1,000 to 2,000 Salespeople Short-Term
“We'll have more salespeople next year because we need to really explain to everybody exactly the value that we can achieve with AI. So we will add another probably one to 2000 salespeople in the short term.”
Marc Benioff Dec 9, 2024 ▶ 12:58 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2027
Benioff: Salesforce Will Move Its Entire Company Onto Agentforce
“That I've moved my whole support infrastructure to the agentic platform. I will move my whole sales platform to the agentic platform as well. I'll move my whole company onto agent force for no other reason what to show my customers what is possible.”
Marc Benioff Dec 9, 2024 ▶ 18:50 Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236 · 20VC with Harry Stebbings
Prediction Not checkable as stated
Khachab: AI will not enable enterprises to replace Salesforce with internal tools
“I don't think so. Because, okay, like AI today, like even the best LLM won't enable you to build something like Salesforce fairly quickly. There's so much code, so much customization in there. And then plus, even if it would, then you would have to maintain it…”
Daniel Khachab Oct 28, 2024 ▶ 19:50 Daniel Khachab: "We Are in the Middle of a Cold War for AI Talent" | E1220 · 20VC with Harry Stebbings
Opinion
Frankel: Writing off Salesforce in AI ignores their massive proprietary data advantage
“So Mark Benioff, Salesforce, you write that off at your peril, because the amount of data they have, right, they throw in these AI tools, they're doing their own stuff, right? That is, that, like, their opportunity is enormous”
David Frankel Oct 14, 2024 ▶ 1:06:43 David Frankel, MP @Founder Collective: Investing Lessons from Seeding Coupang, Pillpack & Suno|E1214 · 20VC with Harry Stebbings
Assertion Partly supported
Lemkin: Salesforce reported permanent slowdown to single-digit growth
“The issue is that Salesforce said we have fallen to single digit growth, and we're not coming back.”
Jason Lemkin Jun 3, 2024 ▶ 14:51 Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings
Assertion Supported
Lemkin: Salesforce now requires 3x pipeline coverage, up from 2x historically
“Salesforce also just said that now they need three X pipeline coverage versus two X historically. So in other words, if they want to close a billion dollars, they used to need two billion dollars of deal in flight. Now they need three because it's just 50% har…”
Jason Lemkin Jun 3, 2024 ▶ 21:48 Jason Lemkin: PluralSight S*** the Bed & The Next IPO Candidates | E1160 · 20VC with Harry Stebbings
Prediction Held up
Ryan: Salesforce will incorporate AI and defend market share from startups
“Salesforce is going to incorporate that in and, you know, a large company with a thousand person Salesforce is not going to easily switch off. To a startup company. And so I have confidence that Salesforce will incorporate AI into their product. Maybe it's six…”
Kevin Ryan Apr 10, 2024 ▶ 22:28 Kevin Ryan: Are the Best CEOs the Best Fundraisers & Why Ownership Should Not Be a Focus in VC|E1138 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Cassidy: Reps at Salesforce and Oracle Never Need to Prove Problem Validity
“There's no comps there for like Salesforce or Oracle or Adobe or whatever, right? You don't ever have to make that kind of case there ever.”
Brendon Cassidy Mar 8, 2024 ▶ 23:19 Brendon Cassidy: Why You Should Never Hire Someone You Do Not Know in Your First Five Hires | E1124 · 20VC with Harry Stebbings
Opinion
Wagner: Replacing Salesforce with a new CRM is a fool's errand
“I'd rather have been doing that in sales tech than, oh, here's a better CRM, you know, unplug Salesforce and plug in my CRM. You know, like to me, that's a fool's errand. You know, that's not happening.”
Peter Wagner Mar 6, 2024 ▶ 30:02 Peter Wagner: 27 Years of Investing Lessons of Picking Founders, Price Discipline & Reserve | E1123 · 20VC with Harry Stebbings
Assertion Supported
Quattrone: Salesforce submitted higher unsolicited bids during LinkedIn's exclusivity window with Microsoft
“So they went into like a 30 day exclusivity to try to get to definitive agreement. And during that period, Salesforce lobbed in Several offers that were higher. And that meant that towards the end of that period, we had to inform Microsoft, Hey, your deal is n…”
Frank Quattrone Mar 1, 2024 ▶ 35:04 Frank Quattrone: Lessons from 650 M&A Deals Worth Over $1TRN & Taking Amazon and Cisco Public| E1121 · 20VC with Harry Stebbings
Assertion Supported
Quattrone: Microsoft and Salesforce submitted nearly identical bids at every stage for LinkedIn
“With LinkedIn, we had interest from several parties, but it really kind of came down to Microsoft and Salesforce. And I've never seen companies bid privately and come up with such close prices on every stage Like, 151 151 162 163. It was very, very close, and …”
Frank Quattrone Mar 1, 2024 ▶ 33:36 Frank Quattrone: Lessons from 650 M&A Deals Worth Over $1TRN & Taking Amazon and Cisco Public| E1121 · 20VC with Harry Stebbings
Assertion Not publicly verifiable
HubSpot's CRM hit $700M revenue and threatens Salesforce
“And then the fact that now they're doing seven hundred million, their CRM product. There's CRM, which is the first real threat in some, to at least to the low end of Salesforce we've ever seen.”
Jason Lemkin Jan 4, 2024 ▶ 5:02 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Seibert: OpenAI won't build direct Notion or Salesforce competitors
“I would doubt if opening eye goes and builds like an ocean competitor or an HR or Salesforce competitor or so on, they probably want to stay at the more generic level”
Jeff Seibert Nov 22, 2023 ▶ 27:49 Jeff Seibert: Why OpenAI Will Become an Infrastructure Play | E1085 · 20VC with Harry Stebbings
Assertion Contradicted
Benioff: Salesforce is San Francisco's largest philanthropist, donating $250M+
“Salesforce is now San Francisco's largest philanthropist. And we've given more than a hundred million dollars to the children's hospital and more than a hundred and fifty million dollars to the public schools.”
Marc Benioff Sep 25, 2023 ▶ 23:17 Marc Benioff: The Future of San Francisco and What He Would Do if in Charge | E1064 · 20VC with Harry Stebbings
Disclosure
Salesforce subleased 250,000 square feet in SF to a year-old startup
“We just subleased a quarter million square feet of space in one of our buildings, the former Slack headquarters. To a company that didn't exist a year ago”
Marc Benioff Sep 25, 2023 ▶ 4:27 Marc Benioff: The Future of San Francisco and What He Would Do if in Charge | E1064 · 20VC with Harry Stebbings
Assertion Not checkable as stated
Benioff: Salesforce has become the number one enterprise AI platform
“And that's kind of how we became the number one enterprise AI today.”
Marc Benioff Sep 25, 2023 ▶ 0:48 Marc Benioff: The Future of San Francisco and What He Would Do if in Charge | E1064 · 20VC with Harry Stebbings
Insight
Howie Liu: Software Companies Under $1B Revenue Are Still Upstarts
“I think any company sub one billion in revenue is, is is an upstart compared to the enterprise type, you know, whether you're Salesforce or service now, or obviously you know, the big thing companies, we're just still operating at a much smaller, leaner scale …”
Howie Liu Aug 25, 2023 ▶ 25:05 Howie Liu: Decoding Airtable's $11B Valuation; The Impending AI Revolution in Enterprise | E1053 · 20VC with Harry Stebbings
Insight
Stebbings: Young founders make big-tech logo hires out of personal insecurity
“The most common I see with young founders is actually an insecurity in themselves of their lack of Experience, which leads to what you said earlier, which was the logo higher. They look for the Salesforce logo because they're aware that they don't have that ex…”
Harry Stebbings Aug 2, 2023 ▶ 27:38 Lori Jiménez: How to Increase Sales; Hiring Tips from Google; Best Way to Grow Sales Teams | E1043 · 20VC with Harry Stebbings
Opinion
Salesforce Has Become a Backend Database Rather Than a UX Layer
“Salesforce to me feels like it's an increasingly like a database, like a store and not where the UX happens”
Jean-Denis Greze Jul 21, 2023 ▶ 39:03 Jean-Denis Greze: CTO of Plaid, the $18B Fintech Startup; How to Hire, Fire & Build Great UX | E1038 · 20VC with Harry Stebbings
Insight
Fillmann: Teaming Two Sales Alphas Together Will Crash and Burn
“I think for me I'd say the biggest mistake I've made was trying to team people together that were both alphas. And like, I think being an alpha in sales is really, really good. You want the natural leader, but if they do it at the expense of other people and t…”
Frank Fillmann Mar 22, 2023 ▶ 22:37 Frank Fillmann: How I Boosted Revenue by $500M at Salesforce; Tips for Hiring Salespeople | E992 · 20VC with Harry Stebbings
Insight
Fillmann: Prioritize Potential Over Experience, Except for Mature Enterprise Accounts
“It's always hypo one experience to the, there's always an exception to that though. I think when you have like a big mature customer and a big brand with a lot of visibility, You'll always have to take experience first. You don't want someone learning on the j…”
Frank Fillmann Mar 22, 2023 ▶ 23:41 Frank Fillmann: How I Boosted Revenue by $500M at Salesforce; Tips for Hiring Salespeople | E992 · 20VC with Harry Stebbings
Opinion
Fillmann: Founders Should Hire Sales Reps Individually, Not in Competing Pairs
“If you want the environment where people perform at their best, you need safety. If you want safety, they have to know that you're trusting them, that you've got their back. And if you have two different people kind of competing in the same environment, I don'…”
Frank Fillmann Mar 22, 2023 ▶ 10:27 Frank Fillmann: How I Boosted Revenue by $500M at Salesforce; Tips for Hiring Salespeople | E992 · 20VC with Harry Stebbings
Assertion Contradicted
Cohen: Salesforce and SAP revenues are currently declining, not growing
“If I look at the numbers, I think both Salesforce and SAP actually specifically now are not growing and in fact declining, right?”
Ariel Cohen Feb 8, 2023 ▶ 31:53 Ariel Cohen: The Death of Salesforce; How OpenAI is Changing the Travel Industry | 20VC #975 · 20VC with Harry Stebbings
Disclosure
Logan Bartlett initially expected Braze to be acquired for $300M-$400M
“At the time I was convinced that the most likely outcome was that it was going to be a 300 or four hundred million dollar acquisition by sales or Adobe or someone like that. And so I felt like I had to be really disciplined on the entry price because it just s…”
Logan Bartlett Aug 30, 2022 ▶ 32:33 Logan Bartlett: WTF is Happening at Growth Stage Investing? | 20VC #920 · 20VC with Harry Stebbings
Insight
Hiring big-tech sales veterans is often a mistake for early startups
“Some founders get, you know, really, really star eyed around, Oh, they were at Salesforce for 15 years. There's such a great fit for my 40 employee startup to come and build sales or come and be the first rep. And I'm not saying that they couldn't be, but gene…”
Kyle Parrish Dec 8, 2021 ▶ 20:07 20 Sales: When To Hire Your Head of Sales/ First Reps, What To Look for in 10x Sales Candidates, How To Structure The Hiring Process, How To Onboard New Reps Efficiently, How To Set First Quotas and more with Kyle Parrish, Figma's VP Sales
Prediction Held up
Kurtz predicts CrowdStrike will mirror Salesforce's platform and revenue trajectory
“I think the next five years probably look a lot like, you know, Salesforce trajectory where you continue to build out your platform, you continue to scale your revenue, your annual recurring revenue, additional geographic expansion.”
George Kurtz Oct 14, 2021 ▶ 30:03 20VC: Crowdstrike Founder, George Kurtz on Scaling to a $60Bn Market Cap, How to Acquire and Retain the World's Best Talent & The Right Way to View Competition in Today's Market?
Assertion Contradicted
CrowdStrike was the third fastest-growing enterprise software company to IPO
“I think we were the third fastest growth company to ever IPO behind like Zoom and Salesforce.”
George Kurtz Oct 14, 2021 ▶ 11:09 20VC: Crowdstrike Founder, George Kurtz on Scaling to a $60Bn Market Cap, How to Acquire and Retain the World's Best Talent & The Right Way to View Competition in Today's Market?
Insight
Grady: Early SaaS was a business model shift, not a UX revolution
“If you look at the last decade or so of software, the transition has been from on-premise to SaaS or on-premise to cloud, and that's been a wonderfully impactful transition, but at a very fundamental level, it's been a transition in the business model, not a t…”
Pat Grady Mar 13, 2017 ▶ 8:23 20VC: Sequoia Partner, Pat Grady on Why Data Is The New Oil, Why We Will See The Return of The Apprenticeship Model in VC & The Defining Characteristics of The Next Generation of Great Software
Insight
Reyes: Widely disliked enterprise software is durable because of underlying systems of record
“I think that the biggest thing is when people say, I hate that software and everyone buys it, that's probably a pretty good business, because they're not buying the software, they're buying what's underneath of it, and that to me is actually much more durable …”
Eno Reyes Aug 29, 2026 ▶ 1:20:39 Should American Enterprises Work With Open-Source Chinese Models? | Only 10% of Neo-labs survive
Assertion Supported
Fireworks hired former Salesforce president George Hu
“Lin just hired George Hu. He was the former president of Salesforce.”
Harry Stebbings Jul 20, 2026 ▶ 1:01 The Open-Source AI Reality | How Token Costs Will Fall 10X & Usage Will Explode 100X | Lin Qiao
Prediction Held up
Mignano: Incumbent tech companies will constrain employee token spend budgets
“There's too many employees at a Salesforce or I don't know, a Microsoft such that every employee can just have an unlimited token spend budget. So I think we're going to see a lot of those companies start to constrain their spends.”
Mike Mignano Jul 6, 2026 ▶ 22:47 Why Now is the Time for the App Layer | Why Startups Should be TokenMaxxing | Mike Mignano, USV · 20VC with Harry Stebbings
Opinion
Petersen: Salesforce's Slack acquisition will prove to be great
“Slack is also going to be a great, turn out to be a great acquisition, because like, that's pretty sticky. Nobody wants to replace, build their own Slack.”
Ryan Petersen Jun 20, 2026 ▶ 48:01 Flexport CEO: Two Questions Every Founder Needs to Ask · 20VC with Harry Stebbings
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