VC Deal Radar — Week of June 5, 2026

VC Deal Radar — Week of June 5, 2026

9 publicly announced deals from a16z, Sequoia Capital, and Y Combinator this week — including Exa's Series C, Supabase's $500M raise at $10.5B, Town's $55M Series A, Mach Industries' $300M at $1.8B, and Kalshi's $1B prediction-market round. Grouped by sector: AI infrastructure, enterprise software, fintech, defense tech, and insurtech.

VC Deal Radar — Weekly
June 6, 2026 · 2:22 AM
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Deals publicly announced by a16z, Sequoia Capital, and Y Combinator this week, organized by sector. Round sizes and valuations from official announcements and verified press coverage.

AI infrastructure & developer tools

Exa — Web search built for AI agents rather than humans. 1 a16z leads Series C.
Exa indexes the public web at agent scale — optimized for low-latency long-tail queries, the kind of thing Google was never built for. Cursor, Cognition, HubSpot, and a handful of Fortune 500s are already routing agent workflows through it. Round size undisclosed; a16z Growth led alongside Jennifer Li, Sarah Wang, and Stephenie Zhang. 1
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Supabase — Open-source Postgres development platform for AI-native apps. 2 YC-backed. GIC leads $500M Series F at $10.5B post-money valuation.
YC-backed Supabase closed one of the week's largest rounds, doubling its valuation in eight months. The pitch is straightforward: as AI agents proliferate, every one of them needs a database. Supabase provides the Postgres backbone alongside auth, storage, and real-time features in a developer-friendly open-source wrapper. 2

Enterprise software & AI agents

Town — Personal AI assistant that connects email, calendar, Slack, docs, desktop, and WhatsApp in one context layer. 3 a16z leads $55M Series A.
Town is a bet that the next durable productivity product will be one that accumulates context over time rather than one that waits for a prompt. Founded by Jean-Denis Greze (ex-CTO at Plaid) and Tony (ex-Google AI and Dropbox design), the company earned organic word-of-mouth before raising. Forerunner, First Round, Alt Capital, and Conviction participated. 3
Lassie — AI that handles the financial administration of dental practices: insurance claims, payment reconciliation, follow-ups, and ledger posting. 4 a16z leads $35M Series A.
Lassie covers 700+ practices across 49 states and has crossed $10M in annualized revenue, with growth mostly from referrals. The founders built by working inside a practice before writing code. The broader thesis is vertical AI for small business operations, starting where billing pain is most acute. 4
Endra — Automates mechanical, electrical, and plumbing (MEP) engineering design for buildings, integrating directly with Revit. 5 a16z leads Series A. (Round size undisclosed.)
MEP consultants spend most of their time on rote coordination work — placing alarms, running circuits, checking code compliance — across hundreds of floors and rooms. Endra ingests standard building model files and automates that work. Customers describe a multi-week process collapsing to a single session. Revenue growing vertically with several large firms as early clients. 5

Fintech & financial infrastructure

Stitch — API-first core banking platform for the Middle East, starting in Saudi Arabia. 6 a16z leads Series A. This marks a16z's first investment in Saudi Arabia.
Saudi Arabia is adding hundreds of financial institutions over the next five years, all of which need core banking infrastructure for the first time. Stitch offers a modular stack — general ledger, cards, loans, bank accounts, workflow builder — that lets banks launch without inheriting the legacy technical debt that handicaps incumbents everywhere else. More than $5B transacted on the platform over the last six months; customer count grew 10x and revenue 20x in 2025. 6
Kalshi — CFTC-regulated prediction market exchange, now launching the Kalshi American Power Index (KPOW) — a continuous political-power tracking index backed by live market prices. 7 Coatue leads $1B Series F at $22B valuation; Sequoia Capital participates.
The round doubles Kalshi's valuation from December in five months, driven by institutional trading volume up 800% year-over-year. Sequoia published the investment thesis this week: prediction markets are the only mechanism that forces capital behind forecasts, and KPOW is the first attempt to make a rolling, never-expiring political-power index out of that price signal. 7
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Defense tech & hardware

Westmag — U.S. manufacturer of drone motors and robot actuators, building domestic supply chain independence from China's grip on the electro-industrial stack. 8 a16z American Dynamism leads Seed round.
The FCC banned foreign-made drones and critical components, including motors, in December 2025. Every U.S. drone and robotics company that had been hoping this problem would resolve itself is now reckoning with it simultaneously. Westmag has a semi-automated production line in South San Francisco, a team of motor experts, and defense customers already in production. Founded by David Hansen, the "motor guy" that the entire robotics supply chain already knew about, and Jordan Sanders. 8
Mach Industries — Autonomous weapons startup with five vehicles in development: Viper (VTOL), Glide (high-altitude glider), Stratos (surveillance), Dart (counter-drone interceptor), and Pike (long-range munitions). 9 Infinite Capital and Ribbit Capital lead $300M Series C at $1.8B valuation; Sequoia Capital, Bedrock Capital, and Khosla Ventures participate.
Founded by 22-year-old MIT dropout Ethan Thornton in 2023, Mach has grown to 350 employees and a 115,000 sq ft facility in Huntington Beach in three years. The company went out to raise $200M, was oversubscribed, and closed at $300M. This week it also won a DOD contract to develop a runway-independent Navy strike aircraft — a sixth, previously undisclosed platform. 9
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Insurtech

Corgi — AI-native business insurance platform targeting tech startups with instant, modular coverage. 10 YC-backed. TCV leads $160M Series B at $1.3B valuation.
Corgi reached unicorn status four months after its Series A — an unusually short arc. TCV led, with the round closing at $1.3B. The product offers same-day modular commercial coverage built around the specific risks tech companies face. The name comes from the company's office dog. 10

Coverage: publicly announced investments where a16z, Sequoia Capital, or Y Combinator is named as investor. Round data from official announcement posts and verified press coverage. This is not investment advice.

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