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#93 · Emerging 100 · 2026

Castle Island Ventures

www.castleisland.vc · Cambridge, Massachusetts

“Public blockchains represent a paradigm shift in how we interact with money, financial services, and the internet. We invest in infrastructure and application companies building the future of monetary networks, programmable finance, and decentralized internet architecture.”

$100K – $5M
Check Size
Leads
Lead Tendency
$250M
AUM
~1 Week
Timeline
01Investment Thesis

Public blockchains represent a paradigm shift in how we interact with money, financial services, and the internet. We invest in infrastructure and application companies building the future of monetary networks, programmable finance, and decentralized internet architecture.

Exclusion Criteria

We do not invest in gambling/casino games, speculative-only assets, or proof-of-work mining operations. We focus exclusively on public blockchains.

02Investment Team
MW
Matthew Walsh
Founding Partner
NC
Nic Carter
Founding Partner
SJ
Sean Judge
General Partner
RB
Ria Bhutoria
General Partner
RS
Rich Sgalardi
General Partner
GM
Gretchen McCarey
Chief Financial Officer
GC
Gus Coldebella
Chief Legal Officer
WK
Wyatt Khosrowshahi
Investor
HH
Henry Harris
Investor
HM
Hunter Merghart
Venture Partner
03F4 Research Brief

Castle Island Ventures Research

Investment Thesis

Castle Island Ventures is a specialized venture capital firm exclusively focused on public blockchains and cryptoassets. Founded in 2018 by Fidelity alums Nic Carter and Matt Walsh, the firm partners with entrepreneurs building transformative companies powered by public blockchain technologies. The firm believes that public blockchains represent a paradigm shift in how we interact with money, financial services, and the internet itself.

Core Investment Themes

Castle Island invests across three major themes:

Monetary Networks: The firm sees an ongoing monetary transition towards rules-based monetary systems. This includes infrastructure on both non-sovereign networks like Bitcoin and Ethereum, as well as the rapid emergence of stablecoins that give savers worldwide free choice of currency. Their extensive research on stablecoins as emerging market infrastructure demonstrates deep conviction in this thesis.

Financial Services Infrastructure: Castle Island envisions a financial system that is more programmable, transparent, less politicized, and less intermediated. They support companies building DeFi protocols, financial market infrastructure, and lending solutions that disrupt legacy financial services. They explicitly note that traditional financial services firms failing to evolve will face disruption similar to what happened to newspapers with the web.

Internet Architecture (Web3): In parallel with monetary and financial transformation, the firm believes decentralized internet topologies will prove commercially superior to centralized models. They support projects restoring digital property rights, enabling new business models, and disrupting data monopolies.

Portfolio & Recent Activity

As of January 2026, Castle Island has invested in 76+ companies with 9 new investments in the last 12 months. Notable recent activity includes:

  • January 2026: Led $20M Series A in Project Eleven (quantum-resistant digital asset infrastructure) at $120M valuation
  • January 2026: Invested in Chakra (database software for blockchain)
  • December 2025: Invested in Sova
  • September 2025: Led $2.8M pre-seed in RockSolid (liquid staking/vaults)

Portfolio includes unicorns: Talos, Crusoe Energy, MoonPay. Early investor in BlockFi, Bitwise, River Financial with successful track records.

Fund History & Assets Under Management

Castle Island has raised three funds:

  • Fund I: Early fund establishing blockchain thesis
  • Fund II: $50M (announced 2019-2020)
  • Fund III: $250M (announced February 2022, currently actively deploying)

Current AUM of approximately $250M+ is actively deployed in early-stage public blockchain companies. The fund has a diversified LP base including endowments, foundations, asset managers, insurers, family offices, and fund-of-funds.

Team & Leadership

The firm is led by four General Partners with complementary expertise:

Nic Carter (Founding Partner): Former Fidelity cryptoasset analyst and Coin Metrics cofounder. Carter is known as a thought leader on blockchain policy and brings deep understanding of monetary systems and stablecoins.

Matthew Walsh (Founding Partner): Led Fidelity's blockchain and cryptoasset initiatives before founding Castle Island. Walsh brings institutional finance experience and board-level governance expertise.

Sean Judge (General Partner): Former Principal at Highland Capital Partners. Focus on financial market infrastructure, consumer fintech, and new blockchain applications. Economics background from Vanderbilt.

Ria Bhutoria (General Partner, recently promoted): Former Director of Research at Fidelity Digital Assets and Senior Research Analyst at Circle. Brings deep expertise in Bitcoin, digital assets, and research infrastructure.

Additional team includes Richard Sgalardi (General Partner, crypto trading background), plus investors and venture partners with expertise in blockchain infrastructure, fintech, and institutional finance.

Investment Strategy & Approach

Stage Focus: Primarily Seed and Series A, with selective pre-seed and later-stage participation

Check Size: $100K to $5M typical range, with capacity for larger allocations and reserves for follow-ons

Decision Making: Partnership model where individual partners have meaningful investment authority, enabling fast decision-making

Founder Preferences: Technical founders with blockchain/cryptoasset expertise, shipping experience, regulatory understanding, and mission-driven approaches

Typical Involvement: Board seats, active partnerships, and ongoing operational support

Sector & Thesis Preferences

Castle Island's exclusive focus on public blockchains means they invest in:

  • Bitcoin infrastructure and applications
  • Ethereum and EVM-compatible chain innovations
  • Layer 2 solutions and rollup technology
  • Stablecoins and monetary infrastructure
  • DeFi protocols and financial primitives
  • Blockchain scaling and performance
  • Bitcoin restaking and security solutions
  • Enterprise blockchain applications

They explicitly avoid gambling/casino games, speculative-only assets, and proof-of-work mining operations.

Thought Leadership & Content

Castle Island is highly active in thought leadership:

  • "On the Brink" podcast with 680+ episodes exploring blockchain and crypto topics
  • Regular research whitepapers (e.g., "Stablecoin Payments from the Ground Up" - June 2025)
  • Published perspectives on emerging markets, Bitcoin security, stablecoins, and regulation
  • Monthly newsletter with market insights
  • Strong voices: Nic Carter particularly influential in blockchain policy discussions

Portfolio Companies (Representative Sample)

Alkimiya, Alpen Labs, Andrena, Arcade, Arch, Asymmetry Finance, Atrium, Attestiv, Babylon Labs, Beam, BlockFi, Bitwise, River Financial, Talos, Crusoe Energy, MoonPay, Project Eleven, RockSolid, and 58+ additional companies

Market Position

Castle Island Ventures holds the position of one of the earliest and most respected blockchain-focused venture capital firms. The combination of Fidelity heritage, technical depth, thoughtful thesis, and active engagement with entrepreneurs and policy makers makes them a leading voice in blockchain investment and governance.

04Selected Portfolio
Aerospace & Defense
Valinor
Crypto & Web3
Alkimiya·Arch Lending·Asymmetry Finance·Babylon Labs·Pear Protocol·Birdai Labs·Cyclops
Developer Tools & Infrastructure
Crusoe Energy
Enterprise Software
Andrena·Beam·RockSolid
Fintech & Payments
Erebor Bank·Alpen Labs·Talos·Moonpay·Birch Hill
Gaming
XFX
Manufacturing & Industrial
Atrium
Marketing & Adtech
Arcade
Security & Cybersecurity
Attestiv·Project Eleven
Open the full portfolio→
05Recent Updates

Fresh signals from public announcements, essays, and portfolio activity.

See full activity (12) →
Castle Island Ventures published podcast episode featuring Connor Dougherty of Valinor discussing the evolution of private credit markets.
PODCAST·castleisland.vc
Added recently
Led $4M seed round in Birdai Labs, an onchain trading execution infrastructure firm building neutral market infrastructure for high-performance blockchains.
INVESTMENT·thesaasnews.com
JUL 28, 2026
Participated in $20M Series A for Cyclops, a stablecoin payments infrastructure platform, alongside Nava Ventures (lead), Coinbase Ventures, Circle Ventures, GPT Ventures, and Lasagna Ventures.
INVESTMENT·refreshmiami.com
JUL 15, 2026
Led $25M seed round in Valinor, a digital assets startup bridging private credit and blockchain, founded by former Blackstone private credit veterans.
INVESTMENT·pymnts.com
MAR 30, 2026
Led $17M Series A in XFX, a Miami-based startup building FX and payment infrastructure bridging fiat currencies and stablecoins, with participation from Haun Ventures and Coinbase Ventures.
INVESTMENT·refreshmiami.com
MAR 26, 2026
06Frequent co-investors
CO
Chapter One Ventures
Both backed 2 of the same companies
Moonpay, Andrena
FC
Fin Capital
Both backed 2 of the same companies
Talos, Project Eleven
G
Galaxy
Both backed 2 of the same companies
Talos, Arch Lending
L
Lattice
Both backed 2 of the same companies
Andrena, Project Eleven
TV
The Venture Dept
Both backed 2 of the same companies
Valinor, Birdai Labs
Find the investors for your round→
07Similar Firms
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PC
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FC
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Quick Reference
Check Size
$100K – $5M
Stages
Pre-Seed · Seed · Series A
AUM
$250M
Decision
Partnership · ~1 Week
Warm Intro
Not Required
Involvement
Board Seat
Location
Cambridge, Massachusetts
Sector Focus
Fintech & PaymentsCrypto & Web3
Models
Blockchain InfrastructureDeFiStablecoinsBitcoin Layer 2Crypto-Native Companies
Technology
BlockchainBitcoinEthereumRollupsRestaking
See all Fintech & Payments investors →See all Crypto & Web3 investors →
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Focus Areas
Fintech & PaymentsCrypto & Web3

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F4 Intelligence Report · Last Researched August 23, 2026F4 Research Engine