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  3. /Wyatt Khosrowshahi
  4. /Briefing
Pre-Pitch Briefing

Wyatt Khosrowshahi

Investor at Castle Island Ventures

Check size: No current first-party ticket range is published. Castle Island describes itself as an early-stage investor in public-blockchain infrastructure and applications; founders should confirm current stage and check expectations directly rather than relying on directory estimates.

Pre-seedSeedSeries AWeb3Onchain FinanceBlockchain InfrastructureConsumer Crypto

Their Thesis

Wyatt invests in infrastructure and applications that expand the onchain economy, with a particularly data-rich focus on stablecoin payments and DeFi market structure. His work treats stablecoins as crypto's highest-velocity global medium of exchange, asks which networks can deliver speed, cost, reliability and security, and evaluates DeFi protocols through durable revenue, collateral quality, liquidity and composable risk rather than headline TVL alone.

How to Pitch Them

Start with the financial or coordination problem and why a public blockchain is necessary. Bring transaction, volume, retention and revenue data; quantify settlement speed, cost and reliability; map counterparties, collateral, liquidity and failure modes; and show how distribution reaches users already adopting digital dollars or onchain finance. Be explicit about security and value capture.

What Excites Them

Products that make public blockchains useful to mainstream businesses or consumers, especially fast and low-cost dollar settlement; strong compatibility with existing users and developers; clear adoption data; protocols whose revenue and value capture persist across market cycles; and teams that understand collateral, liquidity, security and regulatory constraints.

What They Pass On

Inferred from his research and interviews: chains optimized for benchmarks without users or application compatibility, DeFi tokens valued only on transient TVL, hidden or circular leverage, cross-deposited collateral that concentrates risk, assets whose solvency is hard to verify, and onchain products lacking a durable advantage over conventional rails.

Key Frameworks

Stablecoin rail scorecard

Evaluate speed, cost, reliability and security, then layer on distribution, EVM compatibility, local-market need and actual payment behavior.

Beyond-TVL valuation

Separate temporary deposited capital from durable fees, collateral demand, stablecoin liquidity, user behavior and protocol value capture.

Composable-risk map

Trace collateral, leverage, oracle, curator, protocol and counterparty dependencies so one asset's failure is not mistaken for isolated risk.

Recent Writing

Stablecoin Payments from the Ground UpResearch Report

Bottom-up transaction labeling distinguishes genuine payments from trading and other activity, revealing how stablecoin settlement is used across merchants, remittance and business flows.

Stablecoins: The Emerging Market StoryResearch Report

Stablecoins increasingly function as payments, savings and dollar-access infrastructure in emerging markets, with usage best understood through onchain data and local market context.

Monad & StablecoinsSector Thesis

Stablecoins are becoming a universal settlement layer, and a high-performance EVM-compatible base layer can pair faster, cheaper payments with the ecosystem where crypto users and developers already operate.

Podcast Appearances

Wyatt & Jake Lynch on Onchain Financial Markets (EP.695) — On The Brink with Castle Island
DeFi valuationTVLlending marketsleveragetokenized assetsprotocol revenue
Stepan Simkin (Squads) on Stablecoin-Powered Financial Services — On The Brink with Castle Island
stablecoin treasurySMBsdigital dollarssafe yieldlocal banks

Castle Island Ventures Portfolio

Top Sectors

Bitcoin2
Data1

Stage Distribution

Series B2
Series A1
Lightning LabsBitcoin
Series B$10.0M
Coin MetricsData
Series A$6.0M
BlockstreamBitcoin
Series B$21.0M
← Full profileLinkedInCastle Island Ventures website