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Prediction Open · timeframe Jul 2029
Corporate Anthropic Spend Will Reach 2x To 5x Engineer Salaries
“Between maybe two and five X would be the two and five X salary.”
Fred Turner Jul 18, 2026 ▶ 1:25:18 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
Prediction Open · timeframe Jun 2031
OpenAI or Anthropic Will Exceed $10 Trillion Valuation Within Five Years
“I could definitely see one of them being a 10 trillion dollar company maybe even significantly higher. It feels Like the opportunity associated with being the frontier model is so large that it will just like eat up so much of the other demand within the econo…”
Brendan Foody Jun 1, 2026 ▶ 51:10 Mercor CEO: Why Application Layer Companies Have No Moat & The Cost of Hiring AI Researchers · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2026
O'Driscoll: Anthropic Will Pass OpenAI in Scale and Profitability Shortly
“Within a couple of quarters, Anthropic will be visibly and obviously ahead. Profitable, growing more quickly, and bigger.”
Rory O'Driscoll May 28, 2026 ▶ 0:14 OpenAI & SpaceX S1 Drops | Layoffs at Cloudflare & ClickUp | OpenRouter & Polsia Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2031
Jason Lemkin: SpaceX, OpenAI, Anthropic combined IPO values will top past 20 years
“The big three, SpaceX plus OpenAI plus Anthropic, their value at IPO will exceed every other IPO for the last 20 years combined.”
Jason Lemkin Apr 9, 2026 ▶ 0:43 OpenAI Buys TBPN & Their Management Team Reboot | Mercor Hack & Why Now is the Time for Cyber · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2028
Deeter: Anthropic will be valued over $1 trillion within three years
“I mean, we put our money where our mouth is. We've been a buyer. So over, and that's again, like we a year ago when we were buyers, we still wouldn't have didn't conceive of that.”
Byron Deeter Aug 25, 2025 ▶ 1:22:03 BVP Partner, Byron Deeter: The Future of Venture - Why Chanel vs Walmart is BS · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2029
Anthropic will IPO soon after pulling ahead of OpenAI's ChatGPT
“They will go public because this is peak brass ring moment, and you know, you could argue the trends in 27 are tougher. You've pulled ahead of ChatGPT, so just put a nail in the entropic pit, right? You've pulled ahead of ChatGPT comfortably, OpenAI, to a poin…”
Rory O'Driscoll Aug 12, 2026 ▶ 44:59 Canva Slashes Growth | Talent Exodus at Google | Revolut's $50B CEO Package | Musk's $55B Terrafab
Assertion Open · timeframe Jun 2036
Stebbings: Menlo to make $10B carry on Anthropic, Founders Fund more on SpaceX
“Menlo will make ten billion dollars in carry Spot will too, plus Founders Fund will make more than that from SpaceX.”
Harry Stebbings Jun 4, 2026 ▶ 1:25:09 Anthropic Files to Go Public | Cognition Raises $1BN at $26BN Valuation | The 996 Work Ethic · 20VC with Harry Stebbings
Prediction Open · timeframe May 2031
Josh Browder: Anthropic will reach $1 trillion in revenue
“I think Anthropic will get to a trillion in revenue.”
Josh Browder May 18, 2026 ▶ 1:29:57 Turning Peter Thiel's $100K into $10M Angel Portfolio & Why VCs Can Be Sharks | Josh Browder · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2031
Lemkin: VCs backing late-stage AI startups below Anthropic face zero exits
“So many folks sub-anthropic are going to get their arses burned because they'll end up in the dead zone. They'll have great companies without great IPOs and zero M and A opportunities.”
Jason Lemkin Mar 26, 2026 ▶ 1:08:49 Why You Need a $1B Fund To Do Series A | SpaceX at $2TRN & Data Centers in Space | Groq's $20BN Deal · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Lemkin: SpaceX, Canva, Databricks, and Anthropic will IPO in 2026
“I think we see four IPOs backloaded next year. SpaceX goes out first. Canva comes out of nowhere second. Databricks does it in the back half of the year because it's just time. Anthropic does it at the end of the year. OpenAI probably should have gone first, b…”
Jason Lemkin Dec 22, 2025 ▶ 0:00 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2030
Rory O'Driscoll: Anthropic will reach profitability and IPO while OpenAI faces overcommitment
“I think the difference between Anthropix and OpenAI is, OpenAI has more ambition, perhaps, but it's more likely to just get caught In the middle with commitments it can't meet. Whereas I think Entropic is very sensibly and boringly converging on profitability,…”
Rory O'Driscoll Dec 18, 2025 ▶ 1:20:31 Will Cursor Kill Figma? Lightspeed Raises $9B & OpenAI’s $1B from Disney & #1 App in App Store · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2029
Murdock: Anthropic will go public before OpenAI
“It appears like Anthropic.”
Jerry Murdock Aug 22, 2026 ▶ 59:33 The AI Bubble WILL Burst | Should we be fearful of Chinese Open-Source | Jerry Murdock
Prediction Open · timeframe Aug 2031
Stebbings: OpenAI and Anthropic Will Reach $1 Trillion to $2 Trillion Valuations
“Both will be trillion dollar plus, potentially close to two trillion.”
Harry Stebbings Aug 7, 2026 ▶ 1:03:43 The AI Boom Will Create Enormous Roadkill: Who Wins & Loses? | David Frankel
Prediction Open · timeframe Aug 2031
Angelopoulos: Nvidia is probably leading the race to a $10T valuation
“I think it's hard to say not NVIDIA. I think NVIDIA is probably in the lead there.”
Anastasios Angelopoulos Aug 2, 2026 ▶ 1:02:53 Arena CEO: There Will be a $100BN US Open-Source Model & Data is a Trillion Dollar Market
Prediction Open · timeframe Jul 2031
AI Labs Will Not Compete In Regulated Complex Industries
“I think things that have some, like, regulation around them, and are, like, complex industries, yes, they're gonna see the advantages of the models, but they're not gonna see competition from Anthropik or OpenAI.”
Fred Turner Jul 18, 2026 ▶ 1:11:31 We Built Our Own Salesforce in Months. Here's Why We're Cancelling the $600K Contract | Curative CEO
Prediction Open · timeframe Jul 2027
O'Driscoll: AI capex spending will be stopped by demand, not supply
“This isn't, this spending isn't going to stop because the supply side says stop. Facebook aren't going to say stop. Google isn't going to say stop. Microsoft isn't going to say stop. Really, it boils down to the demand side. As long as, and enterprise customer…”
Rory O'Driscoll Jul 9, 2026 ▶ 41:39 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: Anthropic still has over 50% chance of IPOing this year
“I mean, statistically, more than 50%, yes, because in a world where this doesn't get solved for four or five months, there's so many other problems that our heads are gonna hurt, right? So you have to say, if a problem, in a world where it does get solved, the…”
Rory O'Driscoll Jun 18, 2026 ▶ 38:10 Anthropic's Fable Banned by US Government | Wix & Adobe Hit All-Time Lows | Mistral Raising at $20BN · 20VC with Harry Stebbings
Prediction Open · timeframe May 2031
Lemkin: Anthropic will not build end-user apps in legal or CX
“I don't think there's any chance that Anthropic is going to do applications in CX and actually, and I could be wrong. I will bet you a lot of money. They're not going to go all the way in legal at the app app.”
Jason Lemkin May 14, 2026 ▶ 30:02 Anthropic Buys Compute From Elon & Commits $200BN to Google | Cerebras IPO | Ramp Raises at $40BN · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: Anthropic will target a public market debut in Q4
“So my assumption is these guys are going to go public, as we said, October Q-IV time period if they can.”
Rory O'Driscoll Apr 23, 2026 ▶ 47:13 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2031
Lemkin: Anthropic will never build direct Figma or Adobe competitors
“But I do not believe Anthropic will ever build a direct Figma or Illustrator or Adobe competitor. They don't have to maim them.”
Jason Lemkin Apr 23, 2026 ▶ 55:24 Cursor Acquired for $60BN | Anthropic Hits $1TRN in Secondary Markets & Figma, Adobe, Canva Dead? · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2028
Reyna: OpenAI, Google, and ElevenLabs will buy new foundational model startups
“OpenAI and Anthropic will end up, and Google will end up buying, and 11 Labs will end up buying, like, all of the new foundational model companies that will be popping up and creating research and paying just, like, a few billion here, a few billion there, and…”
Carles Reina Apr 11, 2026 ▶ 1:23:19 ElevenLabs: Building an AI Sales Machine & Why We Set a 20x Sales Quota · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2027
O'Driscoll: Anthropic will eventually submit to government demands to protect B2B revenue
“They won't clearly get a two hundred million dollar revenue deal with the U S department of war, but in a perfect world, if they bend the knee prevail on the law, what we've seen in multiple other situations is you end up at some kind of, you know, acquiescenc…”
Rory O'Driscoll Mar 12, 2026 ▶ 8:44 Anthropic vs The Pentagon: Who Wins? | The Data Center Arms Race | The Ultimate Stock Picks · 20VC with Harry Stebbings
Prediction Open · timeframe Feb 2029
Rory O'Driscoll: CrowdStrike will not be obviated by Anthropic's security launch
“I don't think CrowdStrike's obviated by this. I think it will totally be fine. It'll continue to be a business.”
Rory O'Driscoll Feb 26, 2026 ▶ 5:14 Citrini Research Breakdown: Agents, "Ghost GDP", Consumer Spend | Figma Earnings Beat · 20VC with Harry Stebbings
Prediction Open · timeframe Jan 2031
O'Driscoll: Anthropic will eventually become a cash-flow profitable business
“Fundamentally, however, I don't doubt the fact that a profitable, and defined by that as free cash flow, operating income business, will emerge from something like, I mean, Atropic's not going to not have a profitable business model because this clearly is con…”
Rory O'Driscoll Jan 29, 2026 ▶ 21:11 Anthropic Inference Costs Skyrocket |TikTok Deal Closes |The IPO Market:Wealthfront & EquipmentShare · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
O'Driscoll: Anthropic will likely IPO in 2026, but Stripe will not
“I think Stripe, least likely, take it off the table. My gut would be Antropic gets it done.”
Rory O'Driscoll Dec 22, 2025 ▶ 1:02:17 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2028
Lemkin: Anthropic will go public at a $500 billion valuation
“20 X times 26 is five 20. I'm gonna guess five hundred billion IPO, right?”
Jason Lemkin Dec 11, 2025 ▶ 17:15 SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price & Netflix Acquires Warner Brothers · 20VC with Harry Stebbings
Prediction Open · timeframe Sep 2030
Ross: OpenAI, Anthropic, and all hyperscalers will build custom chips
“I have no doubt that OpenAI will be able to build its own chips. I have no doubt that eventually, Anthropic will be building their own chips, that every hyperscaler will build their own chip.”
Jonathan Ross Sep 29, 2025 ▶ 13:06 Groq Founder, Jonathan Ross: OpenAI & Anthropic Will Build Their Own Chips & Will NVIDIA Hit $10TRN · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
O'Driscoll: Anthropic will not cut off Cursor from model access
“I think it'd be very stupid of Entropic to just cut off a, probably the largest customer at the knees. And I, and the one thing, they're not stupid. So I don't think they will.”
Rory O'Driscoll Jul 24, 2025 ▶ 18:00 How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
O'Driscoll: OpenAI and Anthropic are the only AI startups that will survive
“The clear three, the two people who are clearly going to be at the table as startups when this is done are OpenAI and Entropic. It, it's hard to imagine beyond that.”
Rory O'Driscoll Jul 24, 2025 ▶ 22:15 How Do All Providers Deal with Anthropic Dependency Risk & Figma IPO Breakdown: Where Does it Price? · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
Wu: Private AI foundation labs will far exceed $500B aggregate valuation
“If you add all their valuations today, what is that? Like, 500 B, something like that? I think that's gonna go way up in the next five years.”
Scott Wu Jul 18, 2025 ▶ 40:27 Cognition CEO Scott Wu on Acquiring Windsurf: The Process, The Deal, The Rationale · 20VC with Harry Stebbings
Prediction Open · timeframe May 2032
O'Driscoll: Four or more venture exits will top $65B in 5-7 years
“If there's not four exits, Above sixty five billion in the next five or seven years, then the people who bought Stripe, SpaceX, Databricks, OpenAI and Antropic are screwed. So I don't think they're screwed. So I think there's going to be, this trend is going t…”
Rory O'Driscoll May 22, 2025 ▶ 31:41 Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2028
Krieger: Anthropic is focusing on agentic tools, not building an IDE
“So when I think about the coding space and where we can play and add value, it really is on the agentic side. It's not on the ID side.”
Mike Krieger Mar 3, 2025 ▶ 43:04 Mike Krieger, Instagram CoFounder & Anthropic CPO: Where Will Value Be Created in an AI World?|E1265 · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2028
Krieger: Anthropic will build general-purpose software, not bespoke vertical AI
“We are going to be building things that are general purpose as a rule with maybe some specialization at the, like, user level, but not at the, I don't anticipate us building a lot of verticalized experiences that are, like, fairly bespoke to a given workflow o…”
Mike Krieger Mar 3, 2025 ▶ 38:51 Mike Krieger, Instagram CoFounder & Anthropic CPO: Where Will Value Be Created in an AI World?|E1265 · 20VC with Harry Stebbings
Prediction Open · timeframe Jun 2029
Srinivas: OpenAI and Anthropic will not get acquired
“I think with OpenAI and Anthropic, the value of the value of those companies is not in the models they have. That is a very first-order approximation. I think the second-order approximation is it's in the machine that's building the machine. That specific grou…”
Aravind Srinivas Jun 5, 2024 ▶ 28:11 Aravind Srinivas:Will Foundation Models Commoditise & Diminishing Returns in Model Performance|E1161 · 20VC with Harry Stebbings
Prediction Open · timeframe Nov 2028
Traynor: Amazon could outright acquire Anthropic to integrate into AWS EC2
“I'd be wary of Amazon. So like I could see Amazon just like Flat up like buying Anthropic and being like, let's just make this part of the EC two cluster.”
Des Traynor Nov 24, 2023 ▶ 29:41 The Ultimate AI Roundtable: What Happens Now in AI, Why Google are Vulnerable | E1085 · 20VC with Harry Stebbings
Prediction Open · timeframe Apr 2029
O'Driscoll: SpaceX, Anthropic, and OpenAI will IPO in that exact order
“SpaceX, Anthropic, OpenAI in that order.”
Rory O'Driscoll Apr 16, 2026 ▶ 1:23:55 SpaceX's Financials Leaked: Is it Worth $2TN | Meta Debuts Muse Spark: Are They Back in the AI Race? · 20VC with Harry Stebbings
Prediction Open · timeframe Mar 2031
Stebbings: Dustin Moskovitz will make more money from Anthropic than Asana
“Dustin will make more money from his anthropic investment than he will from definitely from Asana.”
Harry Stebbings Mar 7, 2026 ▶ 44:45 Mitchell Green: Why 50% of VCs Should Not Exist · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Lemkin: Anthropic and Databricks will IPO in late 2026
“I think Anthropic and Databricks have an incentive to IPO, as best I understand it. They have an incentive. As Rory said, times are great. And so I think it'll be the, unless, unless, unless the market crashes for some reason, I think they're going to do it wh…”
Jason Lemkin Dec 11, 2025 ▶ 13:20 SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price & Netflix Acquires Warner Brothers · 20VC with Harry Stebbings
Prediction Open · timeframe Jul 2030
Casado: Anthropic and OpenAI will remain long-term stalwarts in AI
“Both Anthropic and Opener have done a remarkable job, remarkable with brand independence and market share, and so I suspect they'll continue to be stalwarts in the industry.”
Martin Casado Jul 28, 2025 ▶ 9:22 a16z GP, Martin Casado: Anthropic vs OpenAI & Why Open Source is a National Security Risk with China · 20VC with Harry Stebbings
Assertion Open
Anthropic reached over $200M in annual revenue before Menlo's $1B investment
“People sort of just a few weeks ago made fun of Memo and putting, you know, whatever, a billion into Anthropic, but if they're doing 200 and something million in one year, it doesn't seem like such a bad deal, does it?”
Jason Lemkin Jan 4, 2024 ▶ 51:48 Jason Lemkin: Predictions for 2024 - What Does a Trump Administration do for Startups? | E1099 · 20VC with Harry Stebbings
Assertion Open
Taneja: Anthropic has consistently beaten its own revenue targets
“They've always done better than they've said, by the way, too”
Hemant Taneja Sep 22, 2025 ▶ 42:33 General Catalyst CEO, Hemant Taneja: Lessons Scaling GC to $40BN in AUM · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2027
Cahn: Tech Giants Will Avoid Full Acquisitions of Major AI Labs
“I think that will probably sustain because it's not really possible to acquire these businesses. Now you can acquire the smaller ones, and we've seen that with Inflection and Adept, you can acquire some of the teams, but it's going to be much more difficult to…”
David Cahn Aug 5, 2024 ▶ 26:34 David Cahn: Why Servers, Steel and Power Are the Pillars Powering the Future of AI | E1186 · 20VC with Harry Stebbings
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