The Ledger

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why aren't all 1,292 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

Prediction Not checkable as stated
Lemkin: Four Upcoming Tech Mega-IPOs Will Eclipse All IPOs Since 2000
“SpaceX, Anthropic, OpenAI, we'll add in Databricks, we'll have Arsan, one of the co-founders here in about half an hour after this. That's going to create more market value, more value, and more wealth than every other IPO since 2000.”
Jason Lemkin Jun 11, 2026 ▶ 13:41 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Prediction Not checkable as stated
Queener: 75% of App Software Companies and 50% of Categories Will Disappear
“75% of all applications offer companies that you see today are going to disappear. And 50% of all applications, software categories are going to disappear.”
Brett Queener Oct 31, 2025 ▶ 17:34 Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
Prediction Not checkable as stated
Benioff: Microsoft's Partnership With OpenAI Will Turn Into Direct Competition
“Microsoft is a company that wants to own it all, control it all. If they see a hot company or a hot startup, they ask themselves, hey, why is that not in our world? And in the case of they, usually they like To either try to feign an acquisition and then based…”
Marc Benioff May 2, 2025 ▶ 10:14 AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Salesforce CEO, Co-Founder and Chair
Assertion Not checkable as stated
Lee: VC Board Member Withheld Tough Feedback to Protect LP Fundraise
“I called the board member, and I was like, hey, what's your feeling about how this, like, what kind of coaching are you giving the team about how things are going? It feels like things are off, and we are not doing the things we should be doing. And he was lik…”
Aileen Lee Sep 15, 2022 ▶ 22:48 VC State of the Market with SaaStr CEO Jason Lemkin and Cowboy Ventures Founder & MP Aileen Lee
Assertion Not checkable as stated
Lemkin: Claude autonomously rewrote SaaStr's production code without human notification
“Fable went in, found it, decided those were changes that should be made to the app, MCP'd into Replit, told Replit to change the app, change the core algorithm around Jason's Gems, and never told me Never shared it. Never did anything. Did all of this autonomo…”
Jason Lemkin Aug 5, 2026 ▶ 48:19 The Agents #12 - Our AI Agent Rewrote Our App Without Telling Us
Assertion Not checkable as stated
Higgsfield Reached $300M ARR in 11 Months
“It took us maybe 11 months to get to 300. Now it's bigger than that.”
Alex Mashrabov Jul 10, 2026 ▶ 1:48 $0 to $700M ARR in 16 Months. Inside Higgsfield's AI Growth with Alex Mashrabov, co-founder and CEO
Prediction Not checkable as stated
Tavakoli: Existing valuable software monopolies will be broken within 24 months
“I think any industry that is highly valuable, that has a monopoly today, Will not have a monopoly, 12 to 24 months from now, because.”
Arsalan Tavakoli Jun 24, 2026 ▶ 19:12 The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks
Prediction Not checkable as stated
Lemkin: A Generation of Operations Roles Will Never Be Hired
“I mean, for us there, so there'll be a whole generation of these people that are just never hired. There may be some folks that are laid off. I, and I think more commonly they'll just be slowly managed out and just replaced with agents.”
Jason Lemkin Jun 16, 2026 ▶ 46:14 Our Agent Negotiated a Vendor Renewal, Became a CFO and a Better SDR .. but has too many guardrails
Prediction Not checkable as stated
Lemkin: Idle Capacity Will Be the Biggest Issue With AI Agents
“The biggest issue we're going to have going forward is our agents are going to get so good. They sit idle all day long. They don't have enough work.”
Jason Lemkin Jun 11, 2026 ▶ 3:48 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Prediction Not checkable as stated
Lemkin: Companies Will Abandon Employee AI Reskilling by Year-End
“To be direct, I think by the end of this year, we're going to give up on reskilling. I think folks are going to stop pretending they can reskill folks that are not going to be able to make the jump to the agentic age.”
Jason Lemkin Jun 11, 2026 ▶ 10:22 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Assertion Not checkable as stated
Masad: Only software agents work; sales and marketing agents do not
“The only agents that work are software agents, marketing agents, sales agents, all that haven't really worked very well.”
Amjad Masad Jun 9, 2026 ▶ 3:13 What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder
Prediction Not checkable as stated
Lemkin: AI will eliminate middle-tier tech jobs while elites amass unprecedented wealth
“We're gonna enter this weird world where the best VCs are gonna make money like we've never seen before, right, and the best engineers, and then, you know, the middle is gonna have no jobs.”
Jason Lemkin Feb 15, 2026 ▶ 39:58 Software Stocks Have Massively Crashed. Here's What Founders Need to Know.
Assertion Not checkable as stated
Lemkin: SaaStr replaced every departing employee with an AI agent
“Basically anyone that left our tiny team, we replaced them with an agent.”
Jason Lemkin Feb 4, 2026 ▶ 5:16 From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM
Prediction Not checkable as stated
Lemkin: Average GTM sales jobs are in terminal decline
“These mid pack jobs, they're just in terminal decline in GTM and you should be aware of it. They're in terminal decline. We won't need the mid now there will be pockets.”
Jason Lemkin Jan 21, 2026 ▶ 12:45 The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO
Assertion Not checkable as stated
Queener: 80% of code is currently written by AI
“First, 80% of code is getting written by AI. Now for large companies that have large legacy data code bases, it's a little harder, but like you all are seeing that a lot of the coding is written by AI”
Brett Queener Oct 31, 2025 ▶ 7:03 Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
Prediction Not checkable as stated
Lemkin: CROs must manage 50/50 AI and human teams by year-end
“I think this year, To be a RevOps professional imminently in a CRO by the end of this year, you will have to know how to manage a fifty-fifty team. 50% AI, 50% human. Not just tools, but you will have to learn how to manage agents, agents, AIs, whether that's …”
Jason Lemkin May 28, 2025 ▶ 50:45 AI, Sales + GTM in 2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton
Prediction Not checkable as stated
Lemkin: AI Will Outperform 80% of Sales Reps by 2026
“Because your AI, at least by next year, is going to be better than 80% of sales reps. Not the best.”
Jason Lemkin May 21, 2025 ▶ 3:35 SaaS + AI: It’s Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin
Assertion Not checkable as stated
Lemkin: All $100M+ ARR SaaS Portfolios Have Slowed to 10-20% Growth
“If you talk to VCs here that have been around for a while and you have a quiet conversation, ask them how many folks in your portfolio are north of a hundred million, and now are seeing growth in the 10 or 20% range. All of them. All of them. It didn't used to…”
Jason Lemkin May 21, 2025 ▶ 9:36 SaaS + AI: It’s Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Ripabelli: 99.9% of OpenAI and Anthropic users will not stay on DeepSeek
“But I think in two months, I think, 99.9% of the people who are using Anthropic and OpenAI today is going to go back to using their products, not DeepSeek's model.”
Victor Riparbelli Jan 31, 2025 ▶ 13:54 The Future of AI in B2B SaaS: Insights from Synthesia and Theory Ventures. Hosted by Jason Lemkin
Prediction Not checkable as stated
Ripabelli: In five years, AI agent anthropomorphism will look ridiculous
“I think five years time, like, I think everyone's like, why the fuck did we spend five years talking about algorithms as being like a coworker? It's just like software that does things for us. And sometimes maybe you want to chat with it. That's great. That's …”
Victor Riparbelli Jan 31, 2025 ▶ 40:21 The Future of AI in B2B SaaS: Insights from Synthesia and Theory Ventures. Hosted by Jason Lemkin
Prediction Not checkable as stated
Lemkin: S-tier AI agents will quickly replace B-tier and C-tier employees
“My limited experience is that an S-tier agent is better than a C-tier employee. This is what across the contact center is. You usually see that the agents are like in the, they can't do everything, but they're in the top 10% of CSAT because what they do, they …”
Jason Lemkin Jan 31, 2025 ▶ 50:21 The Future of AI in B2B SaaS: Insights from Synthesia and Theory Ventures. Hosted by Jason Lemkin
Assertion Not checkable as stated
Stebbings: 78% of the time VC follow-on reserves are misallocated
“When you actually look at the data, and we have probably the most data across, I think almost anyone, we have 2700 GP track records, and when you look across that data set, 78% of the time reserves are misallocated.”
Harry Stebbings Aug 30, 2024 ▶ 11:33 Navigating Fundraising and the VC Landscape Today with 20VC and Visionaries Club
Prediction Not checkable as stated
Cabane: The SDR role is disappearing into sales ops and closing positions
“The SDR role is going away. The people will become closers or will evolve into something else. What's that? Something else? Probably sales ops. They will handle the orchestration, the workflows.”
Guillaume Cabane Jul 19, 2024 ▶ 32:00 Deep Dive: AI-Powered Marketing to Get More Leads and Customers with HyperGrowth Partners
Prediction Not checkable as stated
Lemkin: 800 of the 1,000 existing tech unicorns will fail
“We can all laugh about the, that 800 of the thousand unicorns are junk. They're junk of corns. It's going to turn true”
Jason Lemkin Mar 20, 2024 ▶ 7:12 Advice Every SaaS Founder Needs to Know to Scale to $100m with Sam Blond and Jason Lemkin
Prediction Not checkable as stated
Lemkin: Venture capital will not become fairer for pre-seed founders
“I don't think venture will get fairer for pre-seed. I don't think venture will get fairer for folks that don't check any boxes.”
Jason Lemkin Oct 27, 2023 ▶ 22:51 How to Navigate Strategic Change for Growth with SaaStr CEO and Founder, Jason Lemkin
Assertion Not checkable as stated
Conrad: Deel was until recently a Rippling customer for global HR
“Deal was actually, until very recently, a Rippling customer in the United States. They ran, you know, in fact, their global HR on, on Rippling because they didn't have all of these other systems in place.”
Parker Conrad Jun 27, 2023 ▶ 16:57 Rippling CEO Parker Conrad's Theory of the Compound Startup: Disrupting How We Think About Software
Prediction Not checkable as stated
Stebbings: Many micro VC funds funded by founders will die
“I think we'll see the death of many of the micro funds, the funds that raised from founders, public market founders who now have had their net worths crushed.”
Harry Stebbings Feb 3, 2023 ▶ 41:08 What Venture Looks Like In 2023 | SaaStr Founder Jason Lemkin + 20VC Host Harry Stebbings
Assertion Not checkable as stated
Delatorre: Former Oracle salespeople performed poorly at MongoDB
“So at MongoDB, the sales team Oracle people did really poorly for the most part.”
Carlos Delatorre Jan 27, 2022 ▶ 12:41 Scaling Your Startup 10x From $20M to $200M with Sapphire, Lightspeed, TripActions, and 6Sense
Assertion Not checkable as stated
Delatorre: Former Concur and Amex reps perform poorly at TripActions
“And at TripActions, Concur people and Amex people do poorly.”
Carlos Delatorre Jan 27, 2022 ▶ 12:55 Scaling Your Startup 10x From $20M to $200M with Sapphire, Lightspeed, TripActions, and 6Sense
Assertion Not checkable as stated
Barrett: Most VC Income Comes from Management Fees, Not Carry
“Like, the vast majority of a VCs, of a typical VCs income, will not come from their carry. It'll come from their management fees or some slice of that over the course of their career. They don't give a shit about the outcome or the success of your business by …”
David Barrett Nov 17, 2021 ▶ 18:49 The Highs and Lows of Fundraising from Founders That Have Raised $1B w/ Calendly, Coda, LaunchDarkly
Prediction Not checkable as stated
Vidya Peters: Email marketing and database outreach will be redundant by 2026
“I think that email will be completely redundant. This whole idea of a database and having outreach will be a very archaic method.”
Vidya Peters Nov 3, 2021 ▶ 24:48 The 2021 State of Marketing Technology with Marqeta CMO, Vidya Peters | SaaStr Software Community
Prediction Not checkable as stated
Brands failing to match Amazon's two-hour delivery will eventually go bankrupt
“And if you don't fix it, if you don't solve it, if you're not able to at least get parity to Amazon's value proposition of two-hour delivery, you will go bankrupt.”
Ryan Petersen May 27, 2020 ▶ 21:30 Flexport: How to Build a Truly Global Business From Day One with CEO Ryan Petersen
Assertion Not checkable as stated
Reina: ElevenLabs account executives achieve 300% to 600% quota attainment
“To this point in time right now, like three and a half years in after I started selling the first product, I can tell you we have like account execs doing 600% quota. We have account execs and it's not uncommon. We have account execs doing like a lot of them d…”
Carles Reina Sep 9, 2026 ▶ 24:34 CRO Confidential: 0 to $600M in Under 4 Years. The ElevenLabs GTM Playbook with Carles Reina
Assertion Not checkable as stated
Reina: ElevenLabs GTM team averages 167% quarterly quota attainment
“The average quote attainment on a per quarter basis is across the entire go-to-market team is a 167% every single quarter.”
Carles Reina Sep 9, 2026 ▶ 25:13 CRO Confidential: 0 to $600M in Under 4 Years. The ElevenLabs GTM Playbook with Carles Reina
Prediction Not checkable as stated
Lemkin: Customer AI agents will eliminate the need for underlying CRMs
“In CX and support if I'm talking to an agent on someone's website as a potential customer and that agent keeps me forever, I might not need, there may be no need for the CRM or CX system or SFA that undermined it. Used to underlie that interaction because the …”
Jason Lemkin Aug 28, 2026 ▶ 6:14 Who Owns Your Data Now? Agents vs. Systems of Record on The Agents #013
Prediction Not checkable as stated
Bialecki: Future software engineering will be agent-driven with asynchronous human escalation
“I think this is the future of how software is going to get built, where very much when you do a normal product review with actual like humans, with people, like you meet and you discuss the key product decisions and you harden what you're after. We can now do …”
Andrew Bialecki Aug 14, 2026 ▶ 15:12 Agents Are Your New Power Users: How Klaviyo CEO Andrew Bialecki Is Remaking a $1.4B Business
Assertion Not checkable as stated
Ibarra: Claude autonomously added unauthorized guardrails to SaaStr's contract workflows
“The agent with Fable, since it was on for so long, decided in the last week, I don't know where along the road, It would exclude some things in our Panadoc that it thought might be an NDA or a non-binding like sales contract.”
Amelia Ibarra Aug 5, 2026 ▶ 54:46 The Agents #12 - Our AI Agent Rewrote Our App Without Telling Us
Assertion Not checkable as stated
Salyers: SaaStr AI Agent Migrated 300 Campaigns in One Hour
“It literally took him an hour to move, like, 300 campaigns 10 years of data in those campaigns, right, of, like, who attended Sass Randall back in 2016. He moved them all into Salesforce on his own.”
Amelia Salyers Jul 17, 2026 ▶ 27:48 How Agents Will Steal Your Customers. Plus: The $10K App Our Agent Replaced and the $14 Migration
Assertion Not checkable as stated
Salyers: SaaStr Marketing Data Migration Cost Only $14.28 in AI Compute
“And then I looked at the cost and it was like, 14 dollars and 28 cents or whatever it was. And I was like, that's literally less than California minimum wage.”
Amelia Salyers Jul 17, 2026 ▶ 28:13 How Agents Will Steal Your Customers. Plus: The $10K App Our Agent Replaced and the $14 Migration
Prediction Not checkable as stated
Lemkin: Competitors' AI agents will steal customers from incumbent SaaS vendors
“Agents will steal your customers. Not your humans, not the great sales rep, not a moment in time, not your competitor going down at the end of the month or for a weekend. Your competitor's agents will steal you, steal your customers.”
Jason Lemkin Jul 17, 2026 ▶ 1:00:26 How Agents Will Steal Your Customers. Plus: The $10K App Our Agent Replaced and the $14 Migration
Prediction Not checkable as stated
O'Driscoll: Foundation model makers will probably continue capturing the delta value
“The truth is they are the apex predator of this distribution. They are the guys who have taken the value, the delta value, and probably will continue to do so under those forecasts.”
Rory O'Driscoll Jul 15, 2026 ▶ 11:26 Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
Prediction Not checkable as stated
O'Driscoll: AI apps will create massive public market outcomes within 15 years.
“But then I still think there are going to be over the next 1015 years, just as Microsoft dominated the client server and PC age and was the operating system, but there were hundreds of client server apps companies that achieved successful and great outcomes in…”
Rory O'Driscoll Jul 15, 2026 ▶ 27:21 Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
Prediction Not checkable as stated
O'Driscoll: OpenAI, Anthropic, and Gemini will capture oligopolistic foundation model profits.
“There's no doubt that a two-way or a three-way dominance of the foundation model category will be between OpenAI and Tropic and Gemini with maybe some other players. They will dominate that. They probably will have, you know, oligopolistic profits.”
Rory O'Driscoll Jul 15, 2026 ▶ 27:51 Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
Prediction Not checkable as stated
Lemkin: Software Vendors with Agent-Unfriendly APIs Will Lose Customers
“If your API is not agent friendly, it is a crying shame because you will lose customers when the agent says, I don't want to, I don't, I want to use a different vendor, right?”
Jason Lemkin Jul 8, 2026 ▶ 26:18 Agents Didn't Kill Sales. They Just Exposed It with SaaStrAI CEO and Founder Jason Lemkin
Assertion Not checkable as stated
Lemkin: Hopin raised at $6B, but digital event demand died in 2020
“There was a brief boom in digital event software. Cause you couldn't go to events like this and a company called hop and raised it like six billion. And we ran digital events and they were all dead by September of 20, 20.”
Jason Lemkin Jul 8, 2026 ▶ 31:27 Agents Didn't Kill Sales. They Just Exposed It with SaaStrAI CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Lemkin: AI Agents Will Collapse Into Fewer Consolidated Knowledge Repositories
“The agents are collapsing into each other. We may well have fewer agents doing more, going deeper. In essence, mono repos all sharing a body of knowledge.”
Jason Lemkin Jul 1, 2026 ▶ 1:48 The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
Prediction Not checkable as stated
Lemkin: AI will cause sales teams to shrink by roughly half
“I personally think net net, it means we'll have sales teams about half the size we used to.”
Jason Lemkin Jul 1, 2026 ▶ 54:19 The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
Prediction Not checkable as stated
Blond: AI Will Make Software Development 5x Faster Within Three Years
“We can build software today. Let's call it five X faster than we could three years ago before all of the coding assistance. Well, if that's true faster, yeah, maybe more than probably more, it's reasonable to believe that in three years from now we can build f…”
Sam Blond Jul 1, 2026 ▶ 1:03:02 The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
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