All funds
Castle Island Ventures logo

Castle Island Ventures

$894Tdisclosed portfolio round capital
26 Mar, 2026last investment
72portfolio companies
12team members

Analyst signals

Portfolio activity and matriculation

Metrics use all recorded activity through 21 Jul 2026 across pre seed, seed, series a, series b, series c, strategic, unknown. Later-round outcomes are capped at the period end.

48.6%companies with a later round · 35/72
1.66×median round-size step-up · n=32
0.83×median valuation step-up · n=1
0%recorded-solo rate · 0 solo / 93 syndicated
Finance · 19 companiesInfrastructure · 8 companiesPayments · 8 companies

These are activity signals, not fund-return metrics. Round capital is the full disclosed financing amount, not this fund's check size. “Recorded solo” means only one investor is present in the source data and is a lead signal, not verified lead status; syndicated rounds are a co-investor or follower signal. IRR, TVPI, DPI, ownership, exits, and market beta cannot be calculated from the available records.

Opportunities

Crypto jobs across Castle Island Ventures's portfolio

49 current roles at companies backed by Castle Island Ventures, sourced from JobStash's crypto job board.

People

Team

A

Andrew Brochu

Controller

G

Gretchen McCarey

Chief Financial Officer

G

Gus Coldebella

Chief Legal Officer

H

Henry Harris

Investor

H

Hunter Merghart

Venture Partner

L

Laura Lentz

Executive Assistant

M

Matthew Walsh

Founding Partner

N

Nic Carter

Founding Partner

R

Ria Bhutoria

Venture Partner

R

Rich Sgalardi

General Partner

S

Sean Judge

General Partner

W

Wyatt Khosrowshahi

Investor

Portfolio

Investments

Full financing histories for portfolio companies. Highlighted rounds are those where Castle Island Ventures is recorded as an investor.

Alkimiya logo

Alkimiya

crypto
Finance

Alkimiya provides universal markets for fundamentals, allowing users to trade on metrics like on-chain revenue, stablecoin metrics, and blockspace resources through products like liquid prediction markets and tokenized assets.

Venture Round12 Jan, 2023$7.2T round
Unknown1 Jan, 2023$7.2M roundSyndicated · 5 disclosed investors
Unknown1 Jun, 2021Syndicated · 4 disclosed investors
Blockchain Platforms

Alpen Labs develops Alpen, an EVM-compatible Bitcoin validity rollup and testnet for building Bitcoin-native financial applications. The platform enables developers to deploy smart contracts and build applications involving BTC lending, payments, vaults, and other programmable financial use cases.

Strategic9 Jan, 2025$8.5T roundSyndicated · 11 disclosed investors
Seed10 Apr, 2024$11T roundSyndicated · 15 disclosed investors
Andrena logo

Andrena

crypto
Infrastructure

Andrena provides high-speed, low-latency internet service to the Mid-Atlantic region of the USA.

Series B1 Dec, 2025$13M round
Unknown1 Dec, 2024$2.5M round
Series A1 Aug, 2024$18M roundSyndicated · 22 disclosed investors
Series A1 Feb, 2023$15M roundSyndicated · 8 disclosed investors

Stealth

Seed1 Aug, 2022$7M roundSyndicated · 4 disclosed investors
Finance

Arcade.xyz is a leading decentralized lending platform for NFTs and other crypto assets like ERC20s, memecoins, and RWAs. Operating on Ethereum and Base, it allows users to borrow against their assets through non-liquidatable, peer-to-peer loans with customizable terms or by accepting open offers. The platform is governed by the ArcadeDAO.

Series A1 Dec, 2021$15M roundSyndicated · 3 disclosed investors

Arch Lending provides secure crypto-backed loans.

Seed1 Aug, 2024$5M roundSyndicated · 10 disclosed investors
Unknown1 Jan, 2023$2.8M roundSyndicated · 4 disclosed investors
Infrastructure

ARX Research makes secure NFC chips and open-source tools that connect physical items to on-chain assets and smart contracts. Its HaLo chips support cryptographic signing, authentication, and physically backed token use cases for brands, creators, and Web3 projects.

Seed1 Nov, 2025Syndicated · 5 disclosed investors
Attestiv logo

Attestiv

ai robotics
Security

Attestiv provides an AI-powered platform and APIs for validating the authenticity of digital photos, videos, audio, and documents. It helps enterprises in insurance, financial services, cybersecurity, media, and human resources detect manipulation, deepfakes, and fraud through automated analysis and reporting.

Unknown1 Sep, 2020
Seed1 Mar, 2020$2M roundSyndicated · 2 disclosed investors
Infrastructure

Babylon Foundation is an exempted Cayman Islands foundation company building native use cases for Bitcoin. It provides information and user guides related to Babylon Genesis, BABY addresses, and the Babylon ecosystem.

Unknown1 Jan, 2026$15M round
Unknown1 May, 2024$70M round
Unknown1 Feb, 2024
Series A1 Dec, 2023$18M roundSyndicated · 18 disclosed investors
Unknown1 Dec, 2023
Beam logo

Beam

crypto
Payments

Beam helps businesses send and receive payments by bridging crypto and traditional payment networks.

M&A1 Oct, 2025
Unknown27 May, 2025$7T roundSyndicated · 6 disclosed investors
Node Sale26 Dec, 2024$72T round
Seed1 Aug, 2022$7M roundSyndicated · 5 disclosed investors
Asset Management

Birch Hill Holdings brings traditional credit discipline to onchain finance, building infrastructure for institutions to underwrite, curate, and scale tokenized credit exposure. They serve institutional clients evaluating digital asset credit exposure who need disciplined risk, compliance, and oversight frameworks.

Pre-Seed1 Feb, 2026$2.5M roundSyndicated · 9 disclosed investors
Bitwise logo

Bitwise

crypto
Finance

Bitwise helps institutional and retail investors access cryptocurrency markets through index fund management and investment products.

Unknown25 Feb, 2025$70T round
Seed1 Jun, 2024$2.5M round
Series B15 Jun, 2021$70T roundSyndicated · 16 disclosed investors
Series A1 Jun, 2021$11M round$500M valuation
Series A1 May, 2019$11T round
Seed12 Dec, 2017$4T round
BlockFi logo

BlockFi

out of scope
Finance

The application process for remediation for BlockFi International clients is now closed. All clients who completed remediation through the Persona portal are being reviewed. Any additional information requests must be answered by August 15th, 2025. BlockFi provides a list of official communication channels for its clients to avoid phishing attempts and scams, advising them to only engage with the listed channels and providing specific email addresses for support or KYC remediation inquiries.

Unknown7 Jun, 2022$250M round
Series E20 Aug, 2021$500T round
Unknown1 Aug, 2021$500M round$5B valuation
Series D1 Mar, 2021$350M round
Series D19 Feb, 2021$350T round
Series C20 Aug, 2020$50T roundSyndicated · 14 disclosed investors
Series B13 Feb, 2020$30T roundSyndicated · 13 disclosed investors
Series A6 Aug, 2019$18T round
Unknown1 Jan, 2019$4M round
Convertible note issuance12 Dec, 2018$4T round
Unknown1 Dec, 2018$4M round
Debt Financing24 Jul, 2018$50T round
Unknown1 Jul, 2018$53M round
Seed29 Jun, 2018$2.3T round
Seed13 Feb, 2018$1.6T round
BOB logo

BOB

crypto
Blockchain Platforms

BOB is a hybrid Layer 2 that combines Bitcoin security with Ethereum EVM compatibility, enabling users to access DeFi applications and earn yield on Bitcoin.

Public Sale1 Nov, 2025$4.2M round
Strategic1 Aug, 2025$9.5M roundSyndicated · 14 disclosed investors
Strategic1 Jul, 2024$1.6M round
Casa logo

Casa

crypto
Asset Management

Casa provides non-custodial, self-custody Bitcoin security software and multi-key vaults. It serves individuals, families, businesses, enterprises, and governments seeking to secure bitcoin, stablecoins, and other supported digital assets while retaining control of their keys.

Series A11 May, 2022$21T roundSyndicated · 9 disclosed investors
Seed3 Feb, 2021$4T roundSyndicated · 12 disclosed investors
Unknown1 May, 2020
Seed2 Mar, 2018$2.1T round
Unknown1 Mar, 2018$2.1M round
CAT Labs logo

CAT Labs

crypto
Security

CAT Labs develops digital-asset recovery, investigation, and protection tools to fight crypto-enabled crime. It serves government, law enforcement, defense and intelligence agencies, asset-recovery professionals, and crypto businesses.

Seed1 Dec, 2024$5.4M roundSyndicated · 4 disclosed investors
Unknown1 Apr, 2023$4.3M roundSyndicated · 5 disclosed investors
Finance

Cboe Clear U.S. (CCUS) is a CFTC-registered derivatives clearing organization (DCO) built to provide institutional-grade clearing infrastructure for emerging asset classes, including digital asset derivatives and event contracts. It serves as the central counterparty for certain digital asset derivatives executed on Cboe Futures Exchange, primarily serving clearing members and institutional market participants.

Series B1 Apr, 2019$20M roundSyndicated · 14 disclosed investors
Series B1 Dec, 2018$28M round
Developer Tooling

Chaos Labs builds enterprise AI infrastructure that helps organizations understand AI work, capture organizational knowledge, and govern AI-generated intelligence. It also operates Chaos AI, a DeFi agent offering structured, executable financial actions.

Unknown1 Sep, 2024
Series A15 Aug, 2024$55T round
Seed21 Feb, 2023$20T roundSyndicated · 30 disclosed investors
Coala Pay logo

Coala Pay

hybrid
Payments

Coala Pay is a payment platform for humanitarian aid delivery. It helps institutions move funds into difficult corridors quickly using digital currency infrastructure, local payout channels, and compliance-focused audit trails.

Seed7 Feb, 2025$3.5T roundSyndicated · 3 disclosed investors
Pre-Seed1 Feb, 2024$815K round
Data & Analytics

Coin Metrics organizes blockchain data and makes it transparent and accessible through market data feeds, on-chain analytics, and risk management tools.

Equity + Token19 Oct, 2023$6.7T round
Unknown1 Oct, 2023$6.7M round
Series C1 Apr, 2022$35M round
Series B1 May, 2021$15M roundSyndicated · 11 disclosed investors
Series A26 Mar, 2020$6T roundSyndicated · 11 disclosed investors
Seed1 Feb, 2019$1.9M round
Unknown9 Nov, 2018$1.5T round
Cyclops logo

Cyclops

hybrid
Payments

Cyclops is an all-in-one crypto and stablecoin platform built exclusively for payments companies, enabling them to accept, settle, convert, and send payouts using crypto and stablecoins. It serves payment processors globally, helping them integrate digital asset capabilities into their existing infrastructure.

Unknown1 Mar, 2026$8M roundSyndicated · 13 disclosed investors
delta logo

delta

fintech
Payments

delta provides a mandate-enforcement layer for agentic payments. It evaluates proposed agent actions against signed user mandates and policy before payment release, returning a decision and an auditable execution receipt for platforms handling procurement, payouts, and complex transactions.

Unknown9 Oct, 2024$11T roundSyndicated · 18 disclosed investors

DFX Finance is the leading crypto FX trading protocol offering permissionless and capital efficient trading for fiat-backed stablecoins.

Seed24 Feb, 2021$5T roundSyndicated · 12 disclosed investors
Dynamic logo

Dynamic

crypto
Uncategorized

Dynamic is an identity and wallet management platform for linking accounts and managing access across Web3 apps.

Series A1 Dec, 2023$14M roundSyndicated · 6 disclosed investors
Seed29 Jun, 2022$7.5T round