Weekly Download #23

OpenAI dumps Microsoft for $38B AWS deal + Trump blocks Blackwell chips

This week in Silicon Valley, Startups & Tech:

  • OpenAI's $38B AWS Escape Plan: Ditches Microsoft exclusivity for multi-cloud desperation across AWS, Azure, and Oracle

  • Microsoft's $9.7B Outsourcing Admission: Pays Australian operator IREN for GPU capacity it can't build fast enough

  • Off-Balance-Sheet AI Alchemy: Meta and xAI raise $50B+ through SPVs to hide infrastructure spending from investors and debt ratios

  • Presidential Chip Permissions: Trump declares Blackwell US-only; UAE pays $1.4T for export license while China gets locked out

  • China's Rare Earth Fake-Out: Suspends October controls but keeps April licensing chokehold active

As we continue to build at Context Ventures, we've launched Startup Intros with a simple mission: to help early-stage founders find the right investors, faster and smarter.

πŸ’° The $50B Compute Panic: When AI Giants Mortgage Their Future

πŸ’” OpenAI Breaks Up With Microsoft, Gets $38B AWS Side Piece

OpenAI just signed a $38B, seven-year cloud deal with AWS, which is its first major partnership beyond Microsoft Azure.

The Brutal Math:

  • $38B Over 7 Years: That's $5.4B annually, or $15M per day in cloud spend

  • Hundreds of Thousands of GPUs: Immediate dedicated Nvidia access, fully deployed by end of 2026

  • $1.6T Total Commitments: Combined compute deals across AWS ($38B), Azure ($250B), Oracle ($300B), and others

  • Multi-Cloud Hedging: The strategy that screams "I trust you, but I've also got three other boyfriends"

Translation: When you need to train AGI and can't afford downtime, you don't put all your GPUs in one basket. OpenAI's running workloads on AWS despite Microsoft's deep partnership and equity stake, immediately spreading its chips across three hyperscalers like a founder diversifying their cap table.

Reality Check: The AWS deal isn't just about capacity; it's about leverage. Microsoft can't play hardball on pricing when OpenAI has $38B worth of options. For AWS, landing OpenAI validates its AI cloud strategy and converts GPU inventory into long-term contracted spend.

🦘 Microsoft Outsources Its Capacity Crisis to Australian Data Centers

Microsoft just signed a $9.7B, five-year deal with Australian operator IREN to secure AI compute capacity and Nvidia's GB300 GPUs.

The Brutal Math:

  • $9.7B Commitment: For just 10% of IREN's total capacity

  • 20% Prepayment: Microsoft fronting cash to help IREN buy $5.8B in Dell/Nvidia gear

  • $1.94B Annual Revenue: What IREN generates from this single deal

  • Mid-2026: Earliest Microsoft's CFO expects the capacity shortage to ease

  • $35B Quarterly CapEx: What Microsoft spent July-Sept (half on chips alone)

Translation: The world's second-largest cloud provider is so desperate for compute that it's paying a foreign data center operator nearly $10B to handle what it can't build fast enough itself. Thus, IREN's deploying these chips at its 750-MW Texas campus, not in Australia.

Reality Check: IREN's stock jumped 25% on the news. Nothing says "healthy market dynamics" like getting a 25% pop for being Microsoft's compute crisis Band-Aid.

🎩 Meta and xAI Invent New Ways to Hide $50B in AI Spending

Meta and xAI are pioneering financial engineering that lets them raise tens of billions for AI infrastructure without technically adding corporate debt: special-purpose vehicles (SPVs) that buy GPUs and data centers, then lease them back. 

The Numbers:

  • xAI's $20B package: $7.5B equity + $12.5B debt routed through an SPV to acquire Nvidia processors for Memphis "Colossus 2"

  • Meta's $29B deal: Part of nearly $300B in SPV financings while retaining minority stake but full operational control

  • Zero reported debt: Because the SPV owns the assets, neither company counts it against leverage ratios

  • The pattern: Oracle and OpenAI already copying the playbook

The Genius (or Desperation): These SPVs attract private equity firms and asset managers seeking exposure to GPU-backed assets without betting on the sponsor's business. The hardware itself becomes the collateral, because when you can't get enough compute, you turn data centers into securitized financial instruments.

The Bottom Line: When Meta and xAI need off-balance-sheet entities to fund their infrastructure arms race, they're not just competing for capacity; they're rewriting corporate finance rules to avoid showing investors how much they're actually spending.

🎫 When the White House Becomes Silicon Valley's IT Department

🚫 Washington Issues AI Chip Passports: Your Nvidia Access Now Requires Presidential Approval

President Trump declared that Nvidia's Blackwell AI chips won't be available to "other people," which is a blunt assertion that the world's most powerful AI hardware is now a US-only privilege. Meanwhile, the US granted Microsoft a landmark export license, the first such approval under the Trump admin’s September 2025 rules.

The New Reality:

  • 60,000+ GPUs to UAE: Advanced chips with strict cybersecurity requirements and ongoing oversight

  • $15.2B investment: Microsoft's UAE commitment through 2029

  • $1.4T in pledges: What the UAE promised Washington to secure approval

  • China access: Effectively zero for cutting-edge hardware

Translation: The Commerce Dept just became the global bouncer for AI infrastructure. Every hyperscaler seeking to expand internationally now needs DC’s permission, and every country hoping to become an AI hub must show loyalty, preferably with a large down payment.

Reality Check: Microsoft got the golden ticket, while everyone else watches to see what the price of admission really is. The semiconductor industry just learned that "free market" means whatever the White House says it means.

πŸ•ŠοΈ China's Rare Earth "Truce" Keeps the Original Weapon Loaded

The Fine Print:

  • October Controls Suspended: Five additional rare earth elements paused for one year

  • April Licensing is Still Active: Earlier agreement already restricts seven rare earths; exporters still need Ministry of Commerce approval, creating delays

  • 70% Market Dominance: China's share of global rare earth production, intact and operational

  • The Exchange Rate: China's concession traded for a one-year pause on the US's 50% ownership rule

Reality Check: This is a tactical pause as China maintains enough control to remind everyone who dominates the supply chain. The suspension can be reinstated at Beijing's discretion, and the April framework ensures China maintains leverage.

🎭 The TikTok "Deal" That Doesn't Actually Exist

China's Commerce Ministry says it will work with the US to resolve TikTok issues, but stopped conspicuously short of confirming the deal Trump's been touting. So Beijing is willing to chat, but nowhere near ready to hand over the keys to its most valuable algorithmic export.

The Gap Between Rhetoric and Reality:

  • Trump's Claim: China greenlit transfer of US operations with majority US control, ByteDance capped under 20%

  • China's Response: A diplomatic "we'll work together" that committed to exactly nothing

  • The Algorithm: China views TikTok's recommendation engine as critical IP; the US sees it as a national security threat

  • 170M Users: Americans stuck in regulatory purgatory while both sides claim progress

The Bottom Line: Both sides are claiming progress while preserving maximum negotiating leverage. China's vague commitment gives it plausible deniability if talks collapse, while Trump gets to declare premature victory. Meanwhile, the algorithm that keeps Americans scrolling stays firmly in Beijing's control for now.

⚑ Startup Quick Hits: October's $10B Valuation Parade

🀝 Mercor's $350M for Playing Cupid Between AI Labs and Smart Humans: Raised Series C at a $10B valuation (5x jump from earlier this year) led by Felicis, with Benchmark, General Catalyst, and Robinhood Ventures joining. They connect AI labs with domain experts who can actually teach foundation models something useful.

🍁 Wealthsimple's $750M CAD Makes It Canada's Most Valuable Startup: The fintech darling closed Series E at $10B CAD (2x from last year) to be Canada's answer to Robinhood. The round included $550M primary and up to $200M secondary for liquidity.

πŸ”₯ Fireworks AI's $250M for Being The Arms Dealer: Series C at $4B valuation co-led by Lightspeed, Index, and Evantic. Strategic money from Nvidia, AMD, and Databricks tells you everything as they're selling AI infrastructure while everyone else fights the model wars.

βš–οΈ Harvey's $150M Series F at $8B Proves Legal AI Has Arrived: The SF legal AI darling raised Series F led by a16z, hitting $8B valuation. Their generative AI automates legal research, contract review, and document drafting for BigLaw firms.

πŸ“œ Legora's $150M Series C at $1.8B for the Same Problem: Raised $150M led by Bessemer, with ICONIQ, General Catalyst, Redpoint, Benchmark, and YC piling in. Their collaborative AI platform does... legal research, contract work, and document automation. Same $150M raise as Harvey, 4.4x lower valuation.

πŸ’° Investor Quick Hits: VCs Racing to Deploy Before the Music Stops

🌲 Sequoia's $950M "Back to Basics" Moment: Launched two funds, $750M for Series A and $200M for Seed, with messaging about backing "outlier founders with ideas to build generational businesses."

πŸ“ˆ Polaris Partners' $439M Growth Fund Says "We're Different": Closed its third growth fund targeting later-stage tech companies with their "collaborative investment approach." Because not every VC claims to be collaborative and founder-friendly.

πŸͺΊ X's $500M Spinout Factory: Alphabet's X launched Series X Capital with $500M+ raised to spin out moonshot projects as independent companies, with Alphabet keeping only minority stakes in ventures like Waymo and 280 Earth.

πŸš€ March Capital's $500M Fifth Fund for Enterprise's Boring Billions: Raising Fund V focused on cloud software and cybersecurity, bringing total AUM to over $1.65B. While everyone's chasing consumer AI hype, March is making returns on enterprise infrastructure.

🎯 Outcast Ventures Emerges with Mystery Fund: Andy Chen (ex-Coatue) and Amy Lin (ex-NFX) filed for their debut fund targeting pre-seed and seed, but won't disclose the size. The SEC filing is basically a "we exist" announcement.

πŸ’Έ IPO & M&A Quick Hits: Talent Shuffling in Silicon Valley's Fever Dream

πŸ”¬ Thermo Fisher's $9.4B PE Payday: Life sciences giant Thermo Fisher is acquiring PE-backed drug trial software maker Clario for $9.4B all-cash, buying a platform used in 26,000+ trials supporting 70% of recent FDA drug approvals.

πŸ”» SambaNova's $5B Haircut: Intel is in early talks to acquire AI chip startup SambaNova at a valuation well below its $5B 2021 peak after workforce cuts and a pivot to inference. What a scenario: the investor becomes your acquirer at a down round.

πŸͺ™ Coinbase's $2B Stablecoin Infrastructure Bet: Coinbase is in late-stage talks to acquire stablecoin payments startup BVNK for roughly $2B, with the deal expected to close by late 2025 or early 2026.

πŸ’³ Mastercard's Crypto Insurance Policy: The credit card giant is in late-stage talks to acquire stablecoin infrastructure startup Zerohash for $1.5-2B, according to five unnamed sources.

πŸ’Έ In Other Bay Area Funding News

Here's a roundup of notable recent funding rounds across the Bay Area:

πŸ€– Artificial Intelligence

  • Perfumeo: Raised $105.5M Series D led by Sapphire Ventures for intelligent home diffusers that use AI to adapt scents to user moods.

  • Applied Compute: Raised $80M Round led by Benchmark, Lux Capital & Sequoia for custom AI models and intel solutions for enterprises.

  • CoreStory: Raised $32M Series A led by New Enterprise Associates for a platform helping enterprises understand their legacy code.

  • Mem0: Raised $20M Series A led by Basis Set Ventures for memory layers for LLM applications.

  • Agtonomy: Raised $18M Series B led by DBL Partners for automation and physical AI software for agriculture and land management.

  • Spacial: Raised $10M Seed led by TLV Partners for AI that turns 2D plans into stamped structural and MEP permit sets in days.

  • Vesence: Raised $9M Seed led by Emergence Capital for agentic AI for law firms.

  • Wild Moose: Raised $7M Seed led by iAngels for conversational AI helping on-call developers tame production.

  • The Prompting Company: Raised $6.5M Seed led by Peak XV Partners for AI-optimized content to understand AI-generated answers.

  • Allie AI: Raised $5.2M Series A for AI co-pilots maximizing factory efficiency and product quality.

  • Adam: Raised $4.1M Seed led by TQ Ventures for an AI agent functioning as a CAD tool performing complex design tasks.

  • Examen: Raised $3.9M Seed for an AI platform transforming CRE data into instant portfolio insights.

  • MEXT: Raised $2.4M Round for AI predictive memory technology, lowering computing costs.

πŸ›’ E-Commerce & Marketplace

  • Whatnot: Raised $225M Series F led by CapitalG and DST Global for a livestream shopping platform for buying and selling products.

  • Ridepanda: Raised $12.6M Round led by Bikeleasing for an online e-ride shop offering electric vehicles with maintenance support and theft protection.

πŸ’» Semiconductors & Hardware

  • Substrate: Raised $100M Series A for using particle accelerators to make chips in an affordable way.

  • xMEMS: Raised $21M Series D led by Boardman Bay Capital Management for smart solutions integrated into consumer electronics devices.

🧬 Biotech & Healthcare

  • Curve Biosciences: Raised $40M Series A led by Luma Group for precision medicine focused on chronic diseases.

  • Indomo: Raised $25M Seed for a clinical-stage firm improving access to quality healthcare through novel device-enabled treatments.

  • Archy: Raised $20M Series B led by TCV for dental practice management software integrating patient care, communication, and reporting.

  • Popai Health: Raised $11M Seed led by New Enterprise Associates and Team8 for care coordination call insights extraction.

  • Honey Health: Raised $7.8M Seed led by Pelion Venture Partners for AI agents automating back-office tasks in healthcare.

πŸ“‘ Other

  • Human Interest: Raised $100M Round for a 401(k) provider helping employees of small and medium-sized businesses save for retirement.

  • Kite AI: Series A led by Coinbase Ventures for building the foundational transaction layer for the agentic internet.

  • WideField Security: Raised $11.3M Series A led by Crosspoint Capital Partners for solving urgent problems in identity security.

  • Kiwibot: Raised $6.8M Round for mobile robots used for food delivery on college campuses.

  • pieverse: Raised $3M Seed for a Web3 platform turning people's time into tradable digital value.

🌟 Editor's Note

At Startup Intros, our mission is to bring the latest founder-investor news straight to your inbox, keeping you ahead in the fast-paced world of Silicon Valley.

πŸ’­ Parting Thoughts

So there you have it: a week where OpenAI paid $38B for a backup boyfriend, Microsoft admitted it can't build data centers fast enough even with $35B quarterly capex, and the White House started issuing AI chip passports like it's running a nightclub velvet rope.

Till next time!

Dev Chandra
CEO @ Startup Intros
Associate @ Context VC
LinkedIn: /in/devchandra

P.S. Raised this week, and we missed you? Want to be featured? Have tips or funding questions? Reply or DM us as we’re here to help.

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