May 31 · Anthropic valuation officially eclipses OpenAI
Good morning.Enterprise AI adoption is finally separating the infrastructure winners from the software casualties.

Anthropic just breached a $965 billion valuation milestone, officially surpassing OpenAI in the private markets. The flip in frontier model leadership stems directly from enterprise adoption, where Claude’s coding assistants are aggressively pulling developer budgets away from GitHub Copilot and embedding deeply into corporate workflows.
The Tape
What the smartest operators are pricing in today — names and trades.
▲ Bull
“So AI has enabled just an incredible step change in how addictive meta is and how good they are at serving ads.”
Michael Batnick · The Compound and Friends
▼ Bear
“That's not just bad optics. That's a trust collapse. Once a company gets there, every future AI initiative starts from suspicion. It stops being a comms problem, it becomes an ethics problem, a legal problem and a management problem.”
Andy · The AI Breakdown
▲ Bull
“yes, free cash flow is getting crushed. So on a price to free cash flow, it's going to look horrendous. But This is money that they're going to earn a fantastic return on in our estimation.”
Tim Travis · The Acquirers Podcast
▲ Bull
“If you go back and watch the WWDC from 2024, the whole second half of it is Apple intelligence. That was like the most compelling vision of a personal AI assistant. Still the most compelling vision I've seen.”
Benedict Evans · Lenny's Podcast: Product | Career | Growth
▼ Bear
“the possibilities that we have now to have such deep AI integration into the car it will make the entire CarPlay debate in the future completely obsolete.”
Wassym Bensaid · Decoder with Nilay Patel
▲ Bull
“This is the cheapest multiple NVIDIA has traded at in a decade right now. And by the way, I think their growth is going to continue to sustain.”
Brad Gerstner · TBPN
▲ Bull
“unfortunately for the pentagon claude is the premium product that's what they want to use it's what already been integrated to palantir and so they didn't have like a lot of plan b's ready”
Brad Carson · Machine Learning Street Talk (MLST)
▼ Bear
“in the end if you really screwed up keith or a bad actor i could court-martial you and i can't court-martial palantir the foundry model right my my ai system i can't do that”
Brad Carson · Machine Learning Street Talk (MLST)
“And investors have totally 180 their position on hardware. It used to be hardware is hard. I don't want any part of it. Now it's hardware is one of the only moats left.”
Today's Signals (15)
Operator-validated investment signals before they reach consensus.
“I personally expect the returns from private equity in the ground to be disastrous. Because so much of exposure is to enterprise software.”
bearish · 9/10 conviction
“So AI has enabled just an incredible step change in how addictive meta is and how good they are at serving ads.”
bullish · 9/10 conviction
“I'm like a complete Jevons Paradox-pilled person because, first of all, I see it in our own business. I see it in customers. And I see it in small startups where these startups are hiring as fast as possible”
bullish · 9/10 conviction
“We're massively supply constrained. You can't get data center capacity at scale until late 28, early 29 right now. And that's just a fact.”
bullish · 9/10 conviction
“This is the cheapest multiple NVIDIA has traded at in a decade right now. And by the way, I think their growth is going to continue to sustain.”
bullish · 9/10 conviction
“That's not just bad optics. That's a trust collapse. Once a company gets there, every future AI initiative starts from suspicion. It stops being a comms problem, it becomes an ethics problem, a legal problem and a management problem.”
bearish · 9/10 conviction
“yes, free cash flow is getting crushed. So on a price to free cash flow, it's going to look horrendous. But This is money that they're going to earn a fantastic return on in our estimation.”
bullish · 9/10 conviction
“the possibilities that we have now to have such deep AI integration into the car it will make the entire CarPlay debate in the future completely obsolete.”
bearish · 9/10 conviction
“And investors have totally 180 their position on hardware. It used to be hardware is hard. I don't want any part of it. Now it's hardware is one of the only moats left.”
bullish · 8/10 conviction
“It's gonna escape that and it's gonna move to the line of business budgets. And so this is actually, on one hand, it's actually good for the AI industry because you're no longer going to be constrained by IT spend”
bullish · 8/10 conviction
“I think June and July are going to be critical months, and you can see the trajectory of these inventories in the data, and it's concerning.”
bullish · 8/10 conviction
“I've been privately advising friends and family to exit all DeFi positions, including low-risk blue chips like Aave, MakerDAO, and Compound, due to coding agents that are superhuman at finding vulnerabilities.”
bearish · 8/10 conviction
Sector Heat
Where conviction's concentrated this week — and where it's cooling.
Automobiles
▲ 8.0%watching
Zonal computing architectures and local AI inference are replacing legacy infotainment systems.
Aerospace & Defense
▲ 7.0%tailwind
Edge-deployed open-source models and cheap kamikaze drones are completely rewriting military procurement doctrines.
Information Technology
▼ 15.0%headwind
Enterprise software multiples face severe pressure as autonomous agents reduce the need for traditional per-seat SaaS licenses.
Health Care
▼ 9.0%watching
Pharmaceutical companies are hoarding proprietary datasets to train internal models, slowing cross-industry collaboration.
From the Conversations

The MAD Podcast with Matt Turck
State of Enterprise AI 2026: Aaron Levie on Tokenmaxxing, Rise of Headless, and AI-Proofing Your Job
May 28, 2026 · 1h 12m · 2quotes pulled
▶ Listen“I'm like a complete Jevons Paradox-pilled person because, first of all, I see it in our own business. I see it in customers. And I see it in small startups where these startups are hiring as fast as possible”

Machine Learning Street Talk (MLST)
When AI Decides You're a Threat — Brad Carson
May 31, 2026 · 1h 22m · 2quotes pulled
▶ Listen“in the end if you really screwed up keith or a bad actor i could court-martial you and i can't court-martial palantir the foundry model right my my ai system i can't do that”

Marc Rowan on Private Markets, Software Repricing, and Capital Allocation
May 27, 2026 · 56m · 1quote pulled
▶ Listen“I personally expect the returns from private equity in the ground to be disastrous. Because so much of exposure is to enterprise software.”
Sources
▶ ListenThis Week in Startups
How to Raise a Seed Round in 2026: Ask Jason | E2294<p><strong>This Week In Startups is made possible by:</strong></p><p><br></p><p><strong>partner 1 - link</strong></p><p><strong>partner 2 - link</strong></p><p><strong>partner 3 - link</strong></p><p><br></p><p><strong>Today’s show:</strong></p><p><strong>Jason breaks down the real math behind raising a seed round. Here’s the funnel: contact 150 firms, get 50 first meetings, convert 2o into second meetings, and close 2 term sheets.</strong></p><p><strong>PLUS Jason responds to viewer questions about why hardware is no longer a dirty word for investors, how to differentiate your startup from frontier-model companies like OpenAI, even when they’re in your niche. Plus a pitch for “Founder Community College,” and anecdotes from Lon’s European odyssey.</strong></p><p><br></p><p><strong>Thanks for the Questions:</strong></p><p><br></p><p><strong>Richard Corral: CEO of Quanto:</strong><a href="https://quanto.co/"><strong> https://quanto.co/</strong></a></p><p><strong>ØnProtons on X:</strong><a href="https://x.com/0nProtons"><strong> https://x.com/0nProtons</strong></a></p><p><strong>SergeDawg on X:</strong><a href="https://x.com/sergedawg"><strong> https://x.com/sergedawg</strong></a></p><p><strong>Mahika Golani</strong></p><p><strong>Peridot:</strong><a href="https://www.tryperidot.com/"><strong> https://www.tryperidot.com/</strong></a></p><p><strong>Shawn Sully on X:</strong><a href="https://x.com/aroogle"><strong> https://x.com/aroogle</strong></a></p><p><strong>Programs and Accelerators Mentioned:</strong></p><p><strong>Y Combinator:</strong><a href="https://www.ycombinator.com/"><strong> https://www.ycombinator.com/</strong></a></p><p><strong>Techstars:</strong><a href="https://www.techstars.com/"><strong> https://www.techstars.com/</strong></a></p><p><strong>Antler:</strong><a href="https://www.antler.co/"><strong> https://www.antler.co/</strong></a></p><p><strong>PearX:</strong><a href="https://pear.vc/pearx/"><strong> https://pear.vc/pearx/</strong></a></p><p><strong>Sequoia ARC:</strong><a href="https://www.sequoiacap.com/arc/"><strong> https://www.sequoiacap.com/arc/</strong></a></p><p><strong>Kauffman Fellows:</strong><a href="https://www.kauffmanfellows.org/"><strong> https://www.kauffmanfellows.org/</strong></a></p><p><strong>Companies and Startups Referenced:</strong></p><p><strong>Whoop:</strong><a href="https://www.whoop.com/"><strong> https://www.whoop.com/</strong></a></p><p><strong>Knightscope:</strong><a href="https://knightscope.com/"><strong> https://knightscope.com/</strong></a></p><p><strong>Eight Sleep:</strong><a href="https://www.eightsleep.com/"><strong> https://www.eightsleep.com/</strong></a></p><p><strong>Cafe X:</strong><a href="https://www.cafexapp.com/"><strong> https://www.cafexapp.com/</strong></a></p><p><br></p><p><strong>Media Referenced:</strong></p><p><br></p><p><strong>New Yorker Sam Altman profile:</strong><a href="https://www.newyorker.com/magazine/2026/04/13/sam-altman-may-control-our-future-can-he-be-trusted"><strong> https://www.newyorker.com/magazine/2026/04/13/sam-altman-may-control-our-future-can-he-be-trusted</strong></a></p><p><strong>Off-Duty Recommendations</strong></p><p><strong>Terra Kaffe Demi compact automatic espresso machine:</strong><a href="https://www.terrakaffe.com/products/tk-demi"><strong> https://www.terrakaffe.com/products/tk-demi</strong></a></p><p><strong>Osteria Pastella (Florence, Italy):</strong><a href="https://www.osteriapastella.it/"><strong> https://www.osteriapastella.it/</strong></a></p><p><br></p><p><strong>Timestamps:</strong></p><p><br></p><p><strong>0:00 Inside the TWiST private group chat</strong></p><p><strong>3:25 How to react when an investor says your "too early."</strong></p><p><strong>6:50 The ultimate seed round funnel</strong></p><p><strong>8:48 Jason's new Associate in Training program</strong></p><p><strong>10:09 Grasshopper Bank - Time is money. Don't waste either. Go to https://grasshopper.bank/twist and get an exclusive $500 cash bonus just for opening an account.</strong></p><p><strong>18:28 How have the metrics for early-stage companies changed?</strong></p><p><strong>20:20 LinkedIn Jobs - Hire right, the first time. Post your first job and get $100 off towards your job post at https://LinkedIn.com/twist</strong></p><p><strong>22:34 TWiST Bounties update</strong></p><p><strong>23:43 Competing against frontier labs</strong></p><p><strong>30:03 What signals real investor-founder alignment?</strong></p><p><strong>30:14 Northwest Registered Agent - Get more when you start your business with Northwest. In 10 clicks and 10 minutes, you can form your company and walk away with a real business identity — Learn more at https://northwestregisteredagent.com/twist</strong></p><p><strong>36:07 A crash course in Bay Area startup culture</strong></p><p><strong>40:15 Automatons-as-a-Service (AaaS)</strong></p><p><strong>42:29 Who in Silicon Valley does Jason really not like?</strong></p><p><strong>49:59 Museum Etiquette with Lon Harris</strong></p><p><br></p><p><strong>Subscribe to the TWiST500 newsletter:</strong><a href="https://ticker.thisweekinstartups.com"><strong> https://ticker.thisweekinstartups.com</strong></a></p><p><strong>Check out the TWIST500:</strong><a href="https://www.twist500.com"><strong> https://www.twist500.com</strong></a></p><p><strong>Subscribe to This Week in Startups on Apple:</strong><a href="https://rb.gy/v19fcp"><strong> https://rb.gy/v19fcp</strong></a></p><p><br></p><p><strong>Follow Lon:</strong></p><p><strong>X:</strong><a href="https://x.com/lons"><strong> https://x.com/lons</strong></a></p><p><strong>Follow Alex:</strong></p><p><strong>X:</strong><a href="https://x.com/alex"><strong> https://x.com/alex</strong></a></p><p><strong>LinkedIn:</strong><a href="https://www.linkedin.com/in/alexwilhelm/"><strong> https://www.linkedin.com/in/alexwilhelm</strong></a></p><p><strong>Follow Jason:</strong></p><p><strong>X:</strong><a href="https://twitter.com/Jason"><strong> https://twitter.com/Jason</strong></a></p><p><strong>LinkedIn:</strong><a href="https://www.linkedin.com/in/jasoncalacanis"><strong> https://www.linkedin.com/in/jasoncalacanis</strong></a></p><p><strong>Check out all our partner offers:</strong><a href="https://partners.launch.co/"><strong> https://partners.launch.co/</strong></a></p><p><strong>Great TWIST interviews:</strong><a href="https://youtu.be/pvJa2pzuXWQ"><strong> Will Guidara,</strong></a><a href="https://youtu.be/9dHN4YFkgv4"><strong> Eoghan McCabe</strong></a><strong>,</strong><a href="https://podcasts.apple.com/us/podcast/reddit-ceo-steve-huffman-on-mod-revolt-building-a/id315114957?i=1000617333424"><strong> Steve Huffman</strong></a><strong>,</strong><a href="https://podcasts.apple.com/ca/podcast/airbnb-ceo-brian-chesky-on-early-rejection-customer/id315114957?i=1000611761112"><strong> Brian Chesky</strong></a><strong>,</strong><a href="https://youtu.be/y2UMzSqX94Q"><strong> Bob Moesta,</strong></a><a href="https://podcasts.apple.com/ca/podcast/box-ceo-aaron-levie-breaks-down-box-ai-and-generative/id315114957?i=1000612384545"><strong> Aaron Levie</strong></a><strong>,</strong><a href="https://podcasts.apple.com/ca/podcast/sophia-amoruso-on-branding-raising-a-fund-portfolio/id315114957?i=1000601352978"><strong> Sophia Amoruso</strong></a><strong>,</strong><a href="https://podcasts.apple.com/ca/podcast/reid-hoffman-on-ais-crescendo-moment-regulation-and/id315114957?i=1000612548498"><strong> Reid Hoffman</strong></a><strong>,</strong><a href="https://podcasts.apple.com/ca/podcast/snowflake-ceo-frank-slootman-on-moving-the-needle-win/id315114957?i=1000602560622"><strong> Frank Slootman</strong></a><strong>,</strong><a href="https://podcasts.apple.com/ca/podcast/billy-mcfarland-on-fyre-fest-fraud-failure-hacking/id315114957?i=1000610922577"><strong> Billy McFarland</strong></a></p><p><strong>Check out Jason’s suite of newsletters:</strong><a href="https://substack.com/@calacanis"><strong> https://substack.com/@calacanis</strong></a></p><p><strong>Follow TWiST:</strong></p><p><strong>Twitter:</strong><a href="https://twitter.com/TWiStartups"><strong> https://twitter.com/TWiStartups</strong></a></p><p><strong>YouTube:</strong><a href="https://www.youtube.com/thisweekin"><strong> https://www.youtube.com/thisweekin</strong></a></p><p><strong>Instagram:</strong><a href="https://www.instagram.com/thisweekinstartups"><strong> https://www.instagram.com/thisweekinstartups</strong></a></p><p><strong>TikTok:</strong><a href="https://www.tiktok.com/@thisweekinstartups"><strong> https://www.tiktok.com/@thisweekinstartups</strong></a></p><p><strong>Substack:</strong><a href="https://twistartups.substack.com"><strong> https://twistartups.substack.com</strong></a><br></p>
▶ ListenThe a16z Show
Marc Rowan on Private Markets, Software Repricing, and Capital AllocationIn 1990, Marc Rowan walked out of Drexel with his belongings in a cardboard box. Within a year, Apollo was managing $6 billion. David Haber speaks with Marc Rowan, Cofounder, CEO, and Chair of Apollo Global Management, about building Apollo into one of the world’s largest alternative asset managers and how private capital is reshaping the global economy. The conversation covers the rise of private credit, and why Rowan believes private markets are becoming increasingly central to financing the real economy. They also discuss AI, data centers, robotics, and the growing intersection between venture-backed technology companies and large-scale private financing. Along the way, they reflect on leadership, institutional culture, and why enduring organizations must adapt rather than protect the status quo.
▶ ListenThe AI Breakdown
AI Weekly Briefing: The AI IPO Race Is Officially OnThis week on The AI Breakdown, we look at the moment AI starts to meet the public markets. OpenAI has reportedly moved toward a confidential IPO filing, Anthropic is showing signs of operating profit while leaning heavily on massive compute deals, and Google used I/O to remind everyone that distribution may matter as much as model quality. We also cover Anthropic’s SpaceX compute dependence, Nvidia’s huge AI infrastructure numbers, Meta’s messy AI reorganisation, and Andrej Karpathy’s move to Anthropic as the frontier AI talent war heats up.
▶ ListenThe Compound and Friends
What if It’s Still Early? With Denise ChisholmOn episode 244 of The Compound and Friends, Michael Batnick and Downtown Josh Brown are joined by Denise Chisholm to discuss: whether AI capex is a bubble, why stocks keep climbing despite persistent skepticism, and how earnings growth is broadening beyond the Mag 7. They discuss semiconductors, margins, inflation, Fed policy, mega-IPOs, and more! This episode is sponsored by Franklin Templeton. Learn more at https://www.franklintempleton.com/munis. Sign up for The Compound Newsletter and never miss out: thecompoundnews.com/subscribe Instagram: instagram.com/thecompoundnews Twitter: twitter.com/thecompoundnews LinkedIn: linkedin.com/company/the-compound-media/ TikTok: tiktok.com/@thecompoundnews Investing involves the risk of loss. This podcast is for informational purposes only and should not be or regarded as personalized investment advice or relied upon for investment decisions. Michael Batnick and Josh Brown are employees of Ritholtz Wealth Management and may maintain positions in the securities discussed in this video. All opinions expressed by them are solely their own opinion and do not reflect the opinion of Ritholtz Wealth Management. The Compound Media, Incorporated, an affiliate of Ritholtz Wealth Management, receives payment from various entities for advertisements in affiliated podcasts, blogs and emails. Inclusion of such advertisements does not constitute or imply endorsement, sponsorship or recommendation thereof, or any affiliation therewith, by the Content Creator or by Ritholtz Wealth Management or any of its employees. For additional advertisement disclaimers see here https://ritholtzwealth.com/advertising-disclaimers. Investments in securities involve the risk of loss. Any mention of a particular security and related performance data is not a recommendation to buy or sell that security. The information provided on this website (including any information that may be accessed through this website) is not directed at any investor or category of investors and is provided solely as general information. Obviously nothing on this channel should be considered as personalized financial advice or a solicitation to buy or sell any securities. See our disclosures here: https://ritholtzwealth.com/podcast-youtube-disclosures/ Franklin Templeton Disclosure: Before investing, carefully consider a fund's investment objectives, risks, charges and expenses. You can find this and other information in each prospectus, or summary prospectus, if available, at franklintempleton.com. Please read it carefully. All investments involve risk, including possible loss of principal. Franklin Distributors, LLC. Member FINRA/SIPC. Learn more about your ad choices. Visit megaphone.fm/adchoices
▶ ListenThe MAD Podcast with Matt Turck
State of Enterprise AI 2026: Aaron Levie on Tokenmaxxing, Rise of Headless, and AI-Proofing Your Job<p>Aaron Levie, co-founder and CEO of Box, returns to the MAD Podcast with the clearest read in tech on what AI is actually doing inside the world's largest enterprises right now - not the hype version, the real one. After hundreds of Fortune 500 CIO conversations this year, Aaron explains why we're still in "day one" of the agent era, why one badly written agent run can now cost $1,000 in compute, and why progress at the AI labs is paradoxically slowing enterprise deployment. We get into the token cost shock now reshaping IT budgets, why coding agents have reached escape velocity while the rest of knowledge work hasn't, the rise of headless software and what replaces per-seat pricing, the emergence of the forward-deployed engineer as the hottest job in tech, why Aaron thinks the AI doomers are wrong about jobs, and where startups can still win as the labs move up the stack. </p><p><br></p><p>(00:00) Intro</p><p>(01:18) Silicon Valley engineering vs. everyone else</p><p>(05:35) Are enterprise CIOs actually bullish on AI?</p><p>(08:51) Tokenmaxxing & why your AI bill is about to explode</p><p>(11:34) The myth of falling token costs and AI spend escaping IT budgets</p><p>(17:37) The $5B startup hiding in AI compute</p><p>(18:14) The mosaic of models inside every enterprise</p><p>(21:28) Why coding works and the rest of knowledge work doesn't</p><p>(25:53) The Bob and Sally problem: access control breaks agents</p><p>(30:31) Will enterprise AI really take 10 years to roll out?</p><p>(32:24) The capability overhang: why faster models slow diffusion</p><p>(34:23) Data is the bottleneck (it always was)</p><p>(39:02) The rise of internal forward-deployed engineers</p><p>(41:23) Why the AI doomers are wrong about jobs</p><p>(43:43) Headless software is inevitable</p><p>(46:14) What replaces per-seat pricing</p><p>(47:37) How Box itself is going headless</p><p>(49:42) How the org chart actually evolves</p><p>(1:00:33) Future-proofing yourself as an enterprise employee</p><p>(1:06:40) Are we all just going to work for OpenAI and Anthropic?</p><p>(1:07:11) Where startups can still win as the labs move up</p><p><br></p>
▶ ListenBloomberg Surveillance
Bloomberg Surveillance TV: May 29th, 2026<p>Featuring:</p> <ul> <li>Max Kettner, Chief Multi-Asset Strategist at HSBC</li> <li>Angelo Zino, Senior VP & Head of Technology at CFRA</li> <li>Michael Wirth, CEO of Chevron</li> </ul><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.</p>
▶ ListenThe Acquirers Podcast
Value Investing with Options: Selling Puts to Buy Wonderful Businesses at Better Prices | S08 E18<p>Value: After Hours is a podcast about value investing, Fintwit, and all things finance and investment by investors Tobias Carlisle, and Jake Taylor. </p><p><br></p><p>We are live every Tuesday at 1.30pm E / 10.30am P.</p><p>──────────────────────</p><p> <a href="https://valueoptionsletter.com/subscribe">VALUE OPTIONS LETTER</a> </p><p>Three to five curated ideas every week — cash-secured puts, covered calls, and spreads on businesses we'd want to own at strikes we'd be willing to pay. </p><p>Every trade includes the business thesis in plain English, the fair-value estimate and its key assumptions, the specific option trade with target premium, and the pre-identified exit criteria.</p><p>Every idea reviewed and approved by an analyst before it hits your inbox.<a href="https://valueoptionsletter.com/subscribe">valueoptionsletter.com/subscribe</a></p><p>──────────────────────</p><p>See our latest episodes at https://acquirersmultiple.com/podcast</p><p><br></p><p><strong>About Jake </strong></p><p>Jake's Twitter: https://twitter.com/farnamjake1</p><p>Jake's book: The Rebel Allocator https://amzn.to/2sgip3l</p><p><br></p><p><strong>ABOUT THE PODCAST</strong></p><p>Hi, I'm Tobias Carlisle. I launched The Acquirers Podcast to discuss the process of finding undervalued stocks, deep value investing, hedge funds, activism, buyouts, and special situations.We uncover the tactics and strategies for finding good investments, managing risk, dealing with bad luck, and maximizing success.</p><p>SEE LATEST EPISODES</p><p>https://acquirersmultiple.com/podcast/</p><p>SEE OUR FREE DEEP VALUE STOCK SCREENER https://acquirersmultiple.com/screener/</p><p>FOLLOW TOBIAS</p><p>Website: https://acquirersmultiple.com/</p><p>Firm: https://acquirersfunds.com/ </p><p>Twitter: ttps://twitter.com/Greenbackd</p><p>LinkedIn: https://www.linkedin.com/in/tobycarlisle</p><p>Facebook: https://www.facebook.com/tobiascarlisle</p><p>Instagram: https://www.instagram.com/tobias_carlisle</p><p>ABOUT TOBIAS CARLISLE</p><p>Tobias Carlisle is the founder of The Acquirer’s Multiple®, and Acquirers Funds®. He is best known as the author of the #1 new release in Amazon’s Business and Finance The Acquirer’s Multiple: How the Billionaire Contrarians of Deep Value Beat the Market, the Amazon best-sellers Deep Value: Why Activists Investors and Other Contrarians Battle for Control of Losing Corporations (2014) (https://amzn.to/2VwvAGF), Quantitative Value: A Practitioner’s Guide to Automating Intelligent Investment and Eliminating Behavioral Errors (2012) (https://amzn.to/2SDDxrN), and Concentrated Investing: Strategies of the World’s Greatest Concentrated Value Investors (2016) (https://amzn.to/2SEEjVn). He has extensive experience in investment management, business valuation, public company corporate governance, and corporate law.Prior to founding the forerunner to Acquirers Funds in 2010, Tobias was an analyst at an activist hedge fund, general counsel of a company listed on the Australian Stock Exchange, and a corporate advisory lawyer. As a lawyer specializing in mergers and acquisitions he has advised on transactions across a variety of industries in the United States, the United Kingdom, China, Australia, Singapore, Bermuda, Papua New Guinea, New Zealand, and Guam. He is a graduate of the University of Queensland in Australia with degrees in Law (2001) and Business (Management) (1999).</p>
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ROLLUP: False Strength? | ETH Crisis | Altcoin ATHs | Satoshi’s CoinsCrypto is splitting in two: Bitcoin and ETH look weak, while HYPE, ZEC, NEAR, and VVV keep breaking out. Ryan and David unpack the strange market divergence, Ethereum’s crisis of faith, and whether this rally is real or false strength. --- 📣SPOTIFY PREMIUM RSS FEED | USE CODE: SPOTIFY24 https://bankless.cc/spotify-premium --- BANKLESS SPONSOR TOOLS: 🔮POLYMARKET | #1 PREDICTION MARKET https://bankless.cc/polymarket-podcast 🟦 COINBASE ONE | MEMBER MONTH https://bankless.cc/coinbase-one 🧭OKX | TRADE, EARN, PAY to OKX | 120M+ USERS WORLDWIDE https://app.okx.com/join/USBANKLESS 🦊 METAMASK | DOWNLOAD NOW https://go.metamask.io/BL-Pod-Download 🌐BRIX | EMERGING MARKET YIELD https://bankless.cc/brix --- TIMESTAMPS & RESOURCES 0:00 Intro 1:48 Markets https://x.com/TrustlessState/status/2059793993551008245 https://x.com/cburniske/status/2059797889824776463 https://imgur.com/Tp9beNo https://www.theblock.co/post/402816/bitcoin-falls-below-73000 https://imgur.com/R0ih6kL https://x.com/solunavaxxer/status/2060021032455741567 https://www.youtube.com/watch?v=l3ptz8qvZcg https://x.com/readDanwrite/status/2057476278140145717 https://www.artemis.ai/sectors/digital-asset-treasuries https://x.com/saylor/status/2059970505835155782 https://x.com/Kalshi_Crypto/status/2059983883274191046 https://www.hypestrat.xyz/ https://imgur.com/1MUGQy7 https://polymarket.com/event/what-price-will-bitcoin-hit-before-2027 https://polymarket.com/event/what-price-will-ethereum-hit-before-2027 https://www.coingecko.com/en/coins/hyperliquid https://www.coingecko.com/en/coins/venice-token https://www.coingecko.com/en/coins/near https://www.coingecko.com/en/coins/zcash https://x.com/JSeyff/status/2059689056368210228 https://farside.co.uk/hyp/ https://x.com/PolymarketTrade/status/2059973516963750204 https://x.com/KobeissiLetter/status/2060004371983667484 https://www.axios.com/2026/05/28/iran-peace-deal-trump-approval https://imgur.com/m7YNdxu https://imgur.com/MIdPjqZ https://imgur.com/VoixfYd https://imgur.com/s5AYaWg https://www.theblock.co/post/402638/tokenized-pokemon-card-marketplaces-record-7-4-million-hype-peaks-30th-anniversary 32:26 Ethereum Sentiment Crisis & DeFi Under AI Threat? https://x.com/TrustlessState/status/2059371247163613489 https://x.com/hosseeb/status/2057455211375976891 https://www.theblock.co/post/402864/standard-chartered-ethereum-amazon-dot-com-bubble-eth-will-catch-up https://x.com/Yogita_Khatri5/status/2059955611085709612 https://x.com/VitalikButerin/status/2058583593102844111 https://farcaster.xyz/vitalik.eth/0x88000d5f https://x.com/maraoz/status/2059413578130641052 55:25 Robostrategy: Nic Carter & Andrew Kang Pivot to Robotics https://x.com/RoboStrategy/status/2059650538380165331 https://x.com/intern/status/2059287577257992623 56:52 NEAR Confidential Transactions https://x.com/NEARProtocol/status/2057810480635228666 t.co/BrLpsWmzKd https://x.com/ilblackdragon/status/2059793756933767379 58:10 SoFiUSD & Bank Stablecoins https://www.theblock.co/post/402361/sofi-rolls-out-sofiusd-stablecoin-to-banking-app-users https://x.com/TrustlessState/status/2059676463125655575 59:22 Cash App Adds Multi-Chain USDC https://www.theblock.co/post/402784/cash-app-lets-users-send-usdc-stablecoins-on-chains-like-solana-and-ethereum 1:00:13 Satoshi Coins Finders-Keepers Lawsuit https://www.galaxy.com/insights/research/satoshi-bitcoin-salomon-brothers-patoshi-abandoned-property-new-york-noah-doe-lawsuit 1:03:00 Closing & Disclaimers --- Not financial or tax advice. See our investment disclosures here: https://www.bankless.com/disclosures
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Rivian's software chief thinks you don't need CarPlay or buttonsToday, I’m talking with Wassym Bensaid, the chief software officer at Rivian, and the co-ceo of Rivian’s platform joint venture with Volkswagen. That joint venture, called RV Tech, is about a year and a half old, so I wanted to ask Wassym how it all works and Rivian’s ongoing relationship with Volkswagen. Because it’s Rivian, I also had to ask Wassym about CarPlay. But the company also just launched an AI-powered voice assistant, which I got to try early. So I had a lot of fun digging into that with Wassym, too. This is a fun one – really in the weeds of a lot of my favorite things to talk about. Links: Rivian’s AI-powered voice assistant is ready to roll | The Verge The R2 is nearly here — can Rivian stick the landing? | The Verge Rivian’s AI pivot is about more than chasing Tesla | The Verge Rivian / VW will start testing their first EVs next year | The Verge Rivian CEO: ‘We’re really convicted’ about skipping CarPlay | Decoder (2025) Rivian CEO RJ Scaringe says too many carmakers are copying Tesla | Decoder (2024) Rivian CEO RJ Scaringe isn't scared of the Cybertruck | Decoder (2023) Rivian’s chief software officer says in-car buttons are ‘an anomaly’ | TechCrunch Subscribe to The Verge to access the ad-free version of Decoder! Credits: Decoder is a production of The Verge and part of the Vox Media Podcast Network. Decoder is produced by Kate Cox and Nick Statt,. This episode was edited by Xander Adams. Our editorial director is Kevin McShane. The Decoder music is by Breakmaster Cylinder. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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Why $1B Exits are DeadDavid George, General Partner at a16z, and David Clark, CIO at VenCap, discuss how AI is reshaping venture capital and the technology industry itself. They examine why today’s AI companies are scaling faster than any previous generation of startups, and why the eventual outcomes may be significantly larger than most investors currently expect. The conversation covers frontier AI models, coding agents, open source competition, data center constraints, and who ultimately captures value in the AI ecosystem. They also discuss what these shifts mean for venture capital itself, including larger company outcomes, faster value creation, and the growing challenge of identifying durable winners in a market evolving at unprecedented speed.
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A rational conversation on where AI is actually going | Benedict Evans<p><strong>Benedict Evans</strong> is an independent analyst and former partner at Andreessen Horowitz, where he spent years as their in-house “thinker” tracking the most important technology trends. For the past six years, he’s been publishing deeply researched presentations on where tech is heading, most recently focused on AI’s transformation of the economy. His work is read by founders, investors, and operators trying to make sense of a noisy field. His most controversial opinion: AI is as big a deal as the internet or mobile—and only as big.</p><p></p><p><strong>In our in-depth conversation, we discuss:</strong></p><p>1. Why we’re in “1997” for AI—early, exciting, and deeply uncertain about what comes next</p><p>2. Where value will actually accrue in the AI stack</p><p>3. The anti-AI backlash, and where it may lead</p><p>4. The surprising boom in consulting and professional services at AI companies</p><p>5. Why distribution is becoming the ultimate moat as software gets easier to build</p><p>6. Why the right question about your job isn’t “What percent can AI do?” but “Is this a task or a job?”</p><p>7. Why things will probably be okay—and what you need to do to prepare</p><p>—</p><p><strong>Brought to you by:</strong></p><p><a target="_blank" href="https://workos.com/lenny"><strong>WorkOS</strong></a>—Make your app enterprise-ready, with SSO, SCIM, RBAC, and more: <a target="_blank" href="https://workos.com/lenny">https://workos.com/lenny</a></p><p><a target="_blank" href="https://vanta.com/lenny"><strong>Vanta</strong></a>—Automate compliance, manage risk, and accelerate trust with AI: <a target="_blank" href="https://vanta.com/lenny">https://vanta.com/lenny</a></p><p>—</p><p><strong>Episode transcript: </strong><a target="_blank" href="https://www.lennysnewsletter.com/p/a-rational-conversation-on-where">https://www.lennysnewsletter.com/p/a-rational-conversation-on-where</a></p><p>—</p><p><strong>Archive of all Lenny's Podcast transcripts: </strong><a target="_blank" href="https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0">https://www.dropbox.com/scl/fo/yxi4s2w998p1gvtpu4193/AMdNPR8AOw0lMklwtnC0TrQ?rlkey=j06x0nipoti519e0xgm23zsn9&st=ahz0fj11&dl=0</a></p><p>—</p><p><strong>Where to find Benedict Evans:</strong></p><p>• LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/benedictevans">https://www.linkedin.com/in/benedictevans</a></p><p>• Newsletter: <a target="_blank" href="https://www.ben-evans.com/newsletter">https://www.ben-evans.com/newsletter</a></p><p>• Website: <a target="_blank" href="https://www.ben-evans.com">https://www.ben-evans.com</a></p><p>—</p><p><strong>Where to find Lenny:</strong></p><p>• Newsletter: <a target="_blank" href="https://www.lennysnewsletter.com">https://www.lennysnewsletter.com</a></p><p>• X: <a target="_blank" href="https://twitter.com/lennysan">https://twitter.com/lennysan</a></p><p>• LinkedIn: <a target="_blank" href="https://www.linkedin.com/in/lennyrachitsky/">https://www.linkedin.com/in/lennyrachitsky/</a></p><p>—</p><p><strong>In this episode, we cover:</strong></p><p>(00:00) Introduction to Benedict Evans</p><p>(02:19) What people aren’t pricing in about AI’s impact</p><p>(06:24) Why we’re in the 1997 moment of AI</p><p>(09:44) The unexpected boom in professional services and consultants</p><p>(17:44) Why distribution is becoming the ultimate moat</p><p>(23:17) The coming job transformation: what’s real vs. panic</p><p>(27:33) Why AGI definitions keep shifting</p><p>(38:11) Where value will accrue: models vs. applications</p><p>(42:55) Distribution wars: Google, Meta, Apple, and OpenAI</p><p>(48:12) The anti-AI sentiment and backlash</p><p>(53:11) How to raise kids in an AI future</p><p>(58:27) What jobs to steer toward or away from</p><p>(59:20) The question nobody’s asking about AI</p><p>(1:06:25) How to be successful in this coming future</p><p>(1:08:43) AI corner</p><p>(1:11:43) Lightning round</p><p>—</p><p><strong>Referenced: </strong><a target="_blank" href="https://www.lennysnewsletter.com/p/a-rational-conversation-on-where">https://www.lennysnewsletter.com/p/a-rational-conversation-on-where</a></p><p>—</p><p>Production and marketing by <a target="_blank" href="https://penname.co/">https://penname.co/</a>. For inquiries about sponsoring the podcast, email <a target="_blank" href="mailto:podcast@lennyrachitsky.com">podcast@lennyrachitsky.com</a>.</p><p>—</p><p>Lenny may be an investor in the companies discussed.</p> <br/><br/>To hear more, visit <a href="https://www.lennysnewsletter.com?utm_medium=podcast&utm_campaign=show-notes-no-free-preview-language">www.lennysnewsletter.com</a>
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Where Brad Gerstner Is Investing Billions<p>This is our full conversation with Brad Gerstner, recorded live on TBPN.</p><p>We discuss why he believes the AI boom is still in its early innings, how companies like Anthropic, Nvidia, and Snowflake are benefiting from the AI infrastructure buildout, why America must continue investing in data centers and compute capacity to stay ahead of China, and his vision for Trump Accounts, a new initiative designed to give every child a stake in the American economy through long-term stock ownership.</p><p>Sign up for TBPN’s daily newsletter at TBPN.com</p><p>Follow TBPN:<br>https://TBPN.com<br>https://x.com/tbpn<br>https://open.spotify.com/show/2L6WMqY3GUPCGBD0dX6p00?si=674252d53acf4231<br>https://podcasts.apple.com/us/podcast/technology-brothers/id1772360235<br>https://www.youtube.com/@TBPNLive</p>
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When AI Decides You're a Threat — Brad Carson<p>Brad Carson was the Army's General Counsel, served two terms in Congress and was Acting Under Secretary of Defense for Personnel and Readiness. He now heads Americans for Responsible Innovation, the AI-policy advocacy group he co-founded. Keith Duggar spends roughly eighty minutes pushing back.</p><p><br></p><p>SPONSOR:</p><p>---</p><p>Cyber Fund built the Monastery to help founders ship products that were impossible a year ago. Applications for Batch 1 are now open.</p><p>Apply now: https://cyber.fund</p><p>---</p><p><br></p><p>Carson's whole case rests on one line: the genie is not out of the bottle. We have pulled dangerous tech back before. Asilomar halted recombinant DNA in 1975, and the West still controls the chips AI runs on. Calling it unstoppable, he says, is the most dangerous idea in the room.</p><p><br></p><p>Then Keith drags him somewhere darker. A Palantir heat map scores you 0.73 on whether you are a combatant, and a strike follows. The model is wrong some accepted share of the time, and when it is, nobody answers for it. You cannot court-martial a model, and not even the interpretability researchers can say why it picked you.</p><p><br></p><p>—</p><p>Note: after recording, we learned that Americans for Responsible Innovation is backed by EA-aligned philanthropy (not sponsored)</p><p><br></p><p>---</p><p>TIMESTAMPS:</p><p>00:00:00 From the Pentagon to AI governance</p><p>00:04:52 Regulatory capture vs Silicon Valley networks</p><p>00:07:56 Transparency and the Claude tier changes</p><p>00:09:40 Tort liability when AI tools cause harm</p><p>00:13:40 AI is a product, not a person</p><p>00:16:01 Children, suicide, and the suicide business</p><p>00:19:59 Opaque neural nets and the law of war</p><p>00:25:54 Probabilistic targeting and the death of accountability</p><p>00:28:47 The arms race fallacy: Asilomar and restraint</p><p>00:34:02 Talking to China: track 2 talks and chip leverage</p><p>00:39:45 Air power never wins: capital for labour</p><p>00:43:29 Anthropic vs the Department of War</p><p>00:51:29 Concentration, open source, and brain drain</p><p>01:00:18 DeepSeek, Chinese culture, and AI as diplomacy</p><p>01:12:25 Upskilling Congress and why public trust matters</p><p><br></p><p>---</p><p>REFERENCES:</p><p>organization:</p><p>[00:02:45] ICRC position on autonomous weapons</p><p>https://www.icrc.org/en/law-and-policy/autonomous-weapons</p><p>[00:05:22] Americans for Responsible Innovation (ARI)</p><p>https://ari.us</p><p>[00:07:20] Andreessen Horowitz (a16z)</p><p>https://a16z.com/</p><p>[01:16:05] Office of Technology Assessment</p><p>https://en.wikipedia.org/wiki/Office_of_Technology_Assessment</p><p>other:</p><p>[00:03:35] Beneficial AGI 2019 Conference (Future of Life Institute, Puerto Rico)</p><p>https://futureoflife.org/event/beneficial-agi-2019/</p><p>[00:18:30] Section 230 of the Communications Decency Act</p><p>https://en.wikipedia.org/wiki/Section_230</p><p>[00:19:59] Lethal Autonomous Weapons (LAWS)</p><p>https://en.wikipedia.org/wiki/Lethal_autonomous_weapon</p><p>[00:31:35] Strategic Arms Limitation Talks (SALT)</p><p>https://en.wikipedia.org/wiki/Strategic_Arms_Limitation_Talks</p><p>[00:32:28] Asilomar Conference on Recombinant DNA (1975)</p><p>https://en.wikipedia.org/wiki/Asilomar_Conference_on_Recombinant_DNA</p><p>[00:39:45] The New Iron Triangle (ARI policy byte)</p><p>https://ari.us/policy-bytes/the-new-iron-triangle/</p><p>[00:48:05] Defense Production Act</p><p>https://en.wikipedia.org/wiki/Defense_Production_Act</p><p>person:</p><p>[00:03:35] Anthony Aguirre</p><p>https://en.wikipedia.org/wiki/Anthony_Aguirre</p><p>[00:06:48] Dean Ball — Hyperdimensional</p><p>https://www.hyperdimensional.co/</p><p>[00:23:13] Neel Nanda — mechanistic interpretability</p><p>https://www.neelnanda.io/</p><p>[00:36:02] Jack Clark (Anthropic) on Conversations with Tyler</p><p>https://conversationswithtyler.com/episodes/jack-clark/</p><p>[00:39:15] Robert Trager — Centre for the Governance of AI</p><p>https://www.governance.ai/team/robert-trager</p><p>[00:41:55] Giulio Douhet</p><p>https://en.wikipedia.org/wiki/Giulio_Douhet</p><p>[01:15:05] Don Beyer (US Congress)</p><p>https://en.wikipedia.org/wiki/Don_Beyer</p><p>tool:</p><p>[00:22:19] Phalanx CIWS</p><p>https://en.wikipedia.org/wiki/Phalanx_CIWS</p><p><br></p><p>---</p><p>ReScript:</p><p>https://app.rescript.info/public/share/9405ff35c0215b7cdae6402d41284171</p><p>https://app.rescript.info/api/public/sessions/0a6c081b8e5fe413/pdf</p>