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 340 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 18 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
Deeter: AI Productivity Will Come From Human-Machine Pairing, Not Displacement
“You hear a lot about this idea of worker displacement around automation. Ah, we see the other side of this, though. The AI and machine learning and, ah, productivity gains that are coming in particular from this human and machine pairing. In areas where you've…”
Byron Deeter May 20, 2019 ▶ 28:42 State of the Cloud 2019 from Bessemer Venture Partners
Prediction Not checkable as stated
Smith: SAP will pause M&A after $8B Qualtrics deal
“SAP's not buying anything for a while. We took all their powder.”
Ryan Smith Feb 17, 2019 ▶ 28:38 The Things Nobody Tells You About An $8B Acquisition with Ryan Smith from Qualtrics
Prediction Not checkable as stated
Deeter: The near future belongs to human-assisted AI, not full automation
“Prediction one is that this year and in the coming few years will be the era of the human-assisted AI. Take the most valuable knowledge workers, the high wage employees across your customer base, and figure out how to help them. Figure out how to take you know…”
Byron Deeter May 13, 2017 ▶ 19:20 Bessemer Venture Partners: The State of the Cloud, 2017-2018 Edition
Prediction Not checkable as stated
Deeter: Screenless, non-graphical interfaces will be the winning paradigm
“So we are entering an era where different interfaces, and in some case, no graphical interface, is the winning paradigm.”
Byron Deeter May 13, 2017 ▶ 26:32 Bessemer Venture Partners: The State of the Cloud, 2017-2018 Edition
Prediction Not checkable as stated
Levie: Public markets have appetite for 100 cloud and mobile IPOs
“What I would say is, is that there's plenty of room For companies that are benefiting from this very clearly secular change toward cloud and mobile. And if you've built a significant business on the back or benefiting from that, then there's maybe room, there'…”
Aaron Levie Feb 26, 2015 ▶ 14:00 Aaron Levie (Box): The First $250m in ARR
Prediction Not checkable as stated
Rubrik CPO: Guardrailed AI agents will make fewer mistakes than human operators
“People are going to make mistakes more than agents if we build our agents with the right guardrails around it. And so our belief is that actually we'll make fewer mistakes in an agentic world We'll tell people what the right solution is. We'll keep, take more …”
Chief Product Officer, Rubrik Sep 2, 2026 ▶ 26:35 Shipping Enterprise AI Agents with the CPOs of Rubrik, Glean, and Harvey
Prediction Not checkable as stated
O'Driscoll: Cerebras will be an amazing venture win in weeks
“We're going to have an amazing venture win in Cerebus in the next few weeks here, which is great, but obviously the vast bulk of the dollars have gone to Nvidia.”
Rory O'Driscoll Jul 15, 2026 ▶ 9:58 Software Isn't Dead. It's Gotten Harder with Scale Venture Partners' Rory O'Driscoll
Prediction Not checkable as stated
Lemkin predicts AI-generated LinkedIn comments will surpass human quality within 90 days
“I think in 90 days, the comments are gonna be so good on LinkedIn, like, you're almost like, should I just have my AI do the LinkedIn post and have the slop talk to the AI? Because it'll be better than a human could do.”
Jason Lemkin Jul 8, 2026 ▶ 19:12 Agents Didn't Kill Sales. They Just Exposed It with SaaStrAI CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Tavakoli: Voice interfaces will soon replace click-and-drag BI tools
“I think most people naturally believe that interface is going to go to voice, right? I think it's voice. And so clicking and dragging and dropping like BI tools, like I clicked here, I did that. I think that part is going away.”
Arsalan Tavakoli Jun 24, 2026 ▶ 15:39 The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks
Prediction Not checkable as stated
Persson: No one will be asking for more headcount next year
“I think for next year, I don't think anyone is going to come back and say, I'm going to need more headcount for this.”
Denise Persson Jun 18, 2026 ▶ 13:13 The Dashboard Is Dead: What Snowflake's CMO Does Instead
Prediction Not checkable as stated
Ibarra: All software applications will become headless
“Literally all apps are gonna be headless.”
Amelia Ibarra Jun 16, 2026 ▶ 1:01:19 Our Agent Negotiated a Vendor Renewal, Became a CFO and a Better SDR .. but has too many guardrails
Prediction Not checkable as stated
Lemkin: Pre-AI Workflow Tools Will Not Get Additional Budget
“There is no additional budget for pre AI workflow tools, pre AI Kanban tools. It's just not coming.”
Jason Lemkin Jun 11, 2026 ▶ 40:52 $4 Trillion in IPOs, $100B in M&A, and Why B2B Spend is Booming
Prediction Not checkable as stated
Masad: Monorepos will become increasingly critical for AI agents
“I think this idea of a monorepo will become more and more important. You want the agent to have access to global context as much as possible.”
Amjad Masad Jun 9, 2026 ▶ 10:57 What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder
Prediction Open · timeframe Jun 2028
Masad: Full AI labor automation will not happen in next two years
“There's still a lot of limits to this technology that humans are going to be filling a lot of gaps in the foreseeable future until we aren't, but I don't, I can't give you that timeline. What I'm certain is it is not in next year. It's not the year after”
Amjad Masad Jun 9, 2026 ▶ 45:49 What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder
Prediction Not checkable as stated
Lemkin: Consolidated "super-sales" AI agents will emerge within two years
“It's possible in 18 to 24 months, a super A sales agent is all you need. It's not perfect. It's not as good as standalone, right? But we got a lot to do in this world, right? So I'm going to buy a standalone agent that does everything we've described reasonabl…”
Jason Lemkin May 6, 2026 ▶ 1:16:24 Why Your Next Hire Should Report to an AI, Tragedy Apps, and Too Many AI SDRs? | The Agents #004
Prediction Not checkable as stated
LaRoute: Self-serve AI SDR deployments will fail without human optimization
“And the problem with self-serve is there's no way to catch for that. Self-serve is click some buttons, load in a list, use some AI-generated copy, probably from Claude or Chat, GBT, and let the agent run, right? So like, How will you ever catch in a self-serve…”
Amelia LeRutte Apr 22, 2026 ▶ 36:06 Managing 20+ AI Agents: Lazy Agents, Our $500K AI Bill, Stealth Churn & the Death of 60% Solutions
Prediction Not checkable as stated
Lemkin: Hiring External AI GTM Executives Will Work in Two Years
“I actually think in two years that might work because we'll, we'll have veterans. We don't have veterans today. So when ch spaces change rapidly, you've got to find the person on your team. That's the AI nerd.”
Jason Lemkin Jan 21, 2026 ▶ 20:26 The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO
Prediction Not checkable as stated
Lacour: AI Will Shrink Core GTM Teams While Partner Headcount Expands
“And some teams will get smaller, others will get bigger. And that, that is the case. So for example, I think there are teams that where, where this is further away, for example, our channel and partner teams, we can use way more people there and other teams wi…”
Philippe Lacour Jan 7, 2026 ▶ 46:11 The Step-By-Step Playbook for Building AI-Powered GTM Teams with Personio's CRO
Prediction Partly held up
Lemkin: AI presentation platform Gamma will reach $80 million in revenue in 2024
“We read about gamma and we love gamma for AI presentations, one to eighty million that we'll do this year, but it was founded in 20, 20. So it was five years to one and then one to 80 this year.”
Jason Lemkin Dec 17, 2025 ▶ 17:53 AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Lemkin: Marketers skilled in AI agent deployment will be infinitely hireable
“And here's how, if you have those skills, you will be infinitely hireable for the next 18 months because only like two percent of marketers have those skills.”
Jason Lemkin Dec 17, 2025 ▶ 24:35 AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Sloan: Companies will rebuild web experiences for conversational agents within eight months
“And we talk a lot about that in my kind of CMO circles, but I see us being at that point in the next eight months. Like people are going to re re-imagine the experience and build for that.”
Sydney Sloan Sep 10, 2025 ▶ 21:22 Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan
Prediction Not checkable as stated
AI Models Will Eventually Automate and Replace Core Venture Capital Tasks
“I'm sure, over time, they'll replace plenty of what we do.”
Jacob Effron Aug 13, 2025 ▶ 15:44 Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI with Jacob Effron
Prediction Not checkable as stated
Levie: Inter-agent communication will completely transform enterprise interoperability
“So the whole idea is what if you can have agents across your enterprise software talk to other agents in other enterprise software And I think for all of us as an ecosystem, this is going to completely change what interoperability looks like, what the future o…”
Aaron Levie Jul 2, 2025 ▶ 4:33 Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box 's Aaron Levie and IBM's VP AI
Prediction Not checkable as stated
Lemkin: Smarter AI Will Temporarily Worsen Human Sales Handoffs
“I worry that as our AIs get better, For a while, the handoff for human might get worse. It might get worse because it's a crutch.”
Jason Lemkin Jun 4, 2025 ▶ 20:22 AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan
Prediction Not checkable as stated
Lemkin: AI in Sales Will Drive a Renaissance in Self-Serve and PLG
“I think AI in sales, I have a slide later we probably won't get to, is going to lead to a big renaissance in self-serve and PLG. Because if you want an AI to close a deal, it can't be a three-year contract arguing over discounts and terms. The AI has to be abl…”
Jason Lemkin May 28, 2025 ▶ 23:30 AI, Sales + GTM in 2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton
Prediction Not checkable as stated
Lemkin: Humans Will Bring AI Agents to Every Meeting Within 12 Months
“I actually think within 12 months, this agent human combination, I think every single zoom, every single meeting. Every sales rep, every cast member, every person human should come with their AI.”
Jason Lemkin May 2, 2025 ▶ 26:25 AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Salesforce CEO, Co-Founder and Chair
Prediction Not checkable as stated
Lemkin: Application-level AI compute limits will disappear by next year
“I feel like we're going to enter an era maybe next year where there's no limits. It's at the application level. I'm not saying that ML engineers can't consume every GPU and GPU, but what I mean is at the application level, I think an era is going to come where…”
Jason Lemkin Mar 26, 2025 ▶ 19:45 The Secrets Inside Google Cloud’s Growth with Sarah Kennedy, Vice President Google Cloud Marketing
Prediction Held up
Choi: Public markets will likely value SaaS IPOs at 7x–11x ARR
“And you'll see that companies are trading between this seven times to 10, 11 times range, with the exception of 20 20 and 21. And this is also important to note because irrespective of what private markets are valuing you at today, public markets are still lik…”
Kathy Choi Feb 21, 2025 ▶ 7:46 The Real Data on What it Takes to Go Big and Eventually IPO with Meritech Capital
Prediction Not checkable as stated
Lemkin: AI SDR tools will be great within a year
“And most of these AI SDR tools are not great today, but I believe in a year they will be.”
Jason Lemkin Feb 19, 2025 ▶ 17:35 The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr Founder Jason Lemkin
Prediction Not checkable as stated
GitHub CPO: Platform Will Become Completely AI-Native in Five Years
“What I would say is it looks more AI native. One of the beauties of what we're living through right now is that these LLMs can actually understand natural language in a way that none of the other tools before could. So I think if we really lean into that and g…”
Mario Rodriguez Jan 10, 2025 ▶ 43:36 Adding AI to SaaS: Inside the AI Product Strategies of Figma, Cloudflare, GitHub and Ramp
Prediction Not checkable as stated
Boehmig: Human-AI Collaboration Will Beat Pure Machine Automation
“This combination of human and machine will beat the machine only.”
Jason Boehmig Dec 11, 2024 ▶ 22:17 5 Things That Are Working and 5 Things That Aren’t in B2B SaaS AI with Ironclad's CEO and a16z
Prediction Not checkable as stated
Lemkin: 2025 Will Be the Year of PE-Backed SaaS IPOs
“2025 may be the year of PEIPOs because folks are giving up.”
Jason Lemkin Nov 4, 2024 ▶ 2:27 What Really Matters in SaaS in 2025 with Jason Lemkin and Dave Kellogg
Prediction Not checkable as stated
Lemkin: Competitors offering instant AI onboarding will capture the SMB market
“So this whole cheat, this whole thing of SMBs tolerating weeks to go live, I think is dying right now. So I would challenge you if that's you think about how you can eliminate onboarding in your app, even if you think it's impossible. Even if you think it can'…”
Jason Lemkin Oct 15, 2024 ▶ 22:04 The Era of HyperFunctional SaaS is Here l SaaStr CEO and Founder Jason Lemkin
Prediction Not checkable as stated
Riparbelli: Code-generated video will become non-linear, personalized, and interactive
“Once that's possible, and video is generated via code, it's going to change video as a format. New technology always breeds new type of media formats, and for video, what that probably is going to mean is that it's going to be less linear, and it's going to be…”
Victor Riparbelli Sep 18, 2024 ▶ 3:56 From 0-50,000 Customers: How to Build a GenAI Company for the Enterprise with Synthesia's CEO
Prediction Not checkable as stated
Lemkin: ServiceTitan is nearing $1B ARR and will IPO within 12 months
“Service Titan should be one of the best SMB vertical SaaS. IPOs in the next 12 months. They are approaching a billion in ARR.”
Jason Lemkin Sep 6, 2024 ▶ 0:56 Why Vertical SaaS is Booming, And How to Get 110% NRR from SMBs, with Jason Lemkin + Mangomint's CEO
Prediction Not checkable as stated
Lemkin: Aggressive renewal price hikes will kill cross-sell attempts by 2025
“I, where we have a whole generation where we've twisted the knife so deeply in our base to hit the plan that when we go to sell them that next product in 20, 20, 25, 20, 20, they're just gonna say no.”
Jason Lemkin Sep 6, 2024 ▶ 20:29 Why Vertical SaaS is Booming, And How to Get 110% NRR from SMBs, with Jason Lemkin + Mangomint's CEO
Prediction Not checkable as stated
Lemkin: SaaS market will not ease until multiples reflate to 8x ARR
“I think it won't get easier for us until this is about eight X until we see 20 to 30% reflation in multiples.”
Jason Lemkin Jun 26, 2024 ▶ 35:20 Forget the SaaS Gloom and Doom. Just Build. with SaaStr CEO and Founder, Jason Lemkin
Prediction Not checkable as stated
Fonseca: Notion AI will likely reach $100M+ ARR in the near term
“And they've been able to price that in such a way that our guess is it'll probably be a hundred million Plus AR business in the near term for them, and they're charging essentially an upsell of seven to 10 dollars to be able to turn on Notion AI.”
Lucy Fonseca Mar 1, 2024 ▶ 22:47 6 Questions Founders Should Ask Themselves to Drive Value from Generative AI with Base10 Partners
Prediction Not checkable as stated
Lemkin: Many founders will quit in 2024 after losing product-market fit
“And I know it's tough, and a lot of founders are going to quit this year. A lot of founders are going to quit this year, not because they're out of money, but because they fell out of product market fit, right?”
Jason Lemkin Feb 2, 2024 ▶ 21:30 2025 State of SaaS: Trends and Predictions with SaaStr CEO and Founder, Jason Lemkin
Prediction Not checkable as stated
Zhou: Best LLMs of the next wave will be enterprise models
“So actually the next frontier for LLMs is in enterprises, and I believe the best LLMs for this next, next wave essentially will be enterprise LLMs.”
Sharon Zhou Dec 8, 2023 ▶ 4:49 The Where, When, and How of AI with Theory Ventures, Open AI, MotherDuck and Lamini
Prediction Not checkable as stated
Tigani: Prompting tools will reshuffle data engineering and analytics roles
“I think the only thing that you know, I think is clear is that people will be doing things differently. Their jobs will be different. I think, for example, like The data space has sort of started to aggregate into these different job titles, analytics engineer…”
Jordan Tigani Dec 8, 2023 ▶ 27:36 The Where, When, and How of AI with Theory Ventures, Open AI, MotherDuck and Lamini
Prediction Partly held up
Lemkin: Algolia crossed $200M in revenue and will IPO next year
“Second one, Algolia, worth three billion, doing over two hundred million, we'll IPO next year.”
Jason Lemkin Oct 25, 2023 ▶ 18:47 What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024
Prediction Held up
Lemkin: Klaviyo will be a monster IPO and trade over $10B
“I really think all the VCs are gonna get excited about Klaviyo. It's gonna be a monster IPO. I think it'll trade over to ten billion.”
Jason Lemkin Oct 3, 2023 ▶ 16:44 2024 SaaS Landscape: Why 2024 Could be Pretty Darn Good for SaaS IPOs with SaaStr CEO Jason Lemkin
Prediction Didn’t hold up
Lemkin: Algolia, Talkdesk, Greenhouse, or SalesLoft will likely IPO in 2024
“We had a panel of Algolia, Talkdisk, Greenhouse, and I think SalesLoft, they're all at two hundred million and at least three of them, I think, will IPO next year.”
Jason Lemkin Oct 3, 2023 ▶ 17:11 2024 SaaS Landscape: Why 2024 Could be Pretty Darn Good for SaaS IPOs with SaaStr CEO Jason Lemkin
Prediction Not checkable as stated
Teng: Top private cloud companies will follow Klaviyo to IPO shortly
“And at Bessemer, we very much believe that the top private cloud companies will shortly follow suit as well.”
Janelle Teng Sep 20, 2023 ▶ 4:50 State of the Cloud 2023 with Bessemer Venture Partners
Prediction Not checkable as stated
D'Onofrio: 23% of Cloud 100 will achieve profitability by late 2023
“23% of cloud 100 companies will be profitable by the end of this year, 2023, and two thirds are planning to be profitable by the end of 2024.”
Mary D'Onofrio Sep 20, 2023 ▶ 8:33 State of the Cloud 2023 with Bessemer Venture Partners
Prediction Not checkable as stated
David Sacks: Big tech will own AI infrastructure; startups are M&A targets
“Ultimately, my view is that infrastructure can be owned by the big tech companies, and Those mainly are plays for a good M&A exit.”
David Sacks Sep 13, 2023 ▶ 2:59 What the Future of SaaS Holds with David Sacks, Founder & General Partner, Craft Ventures
Prediction Not checkable as stated
David Sacks: Many 2021-funded startups will fail or restructure by 2025
“There's still, I think, you're still gonna see over the next year or two a lot of companies, you know, Run out of money and die, or have to take down rounds or, you know, restructure.”
David Sacks Sep 13, 2023 ▶ 20:44 What the Future of SaaS Holds with David Sacks, Founder & General Partner, Craft Ventures
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