Matthew Walsh

Founding Partner

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Matt is a Founding Partner at Castle Island Ventures where he focuses on infrastructure investments in the financial services, enterprise software, and cybersecurity sectors. He is a board member at Coin Metrics, Dust Identity, Groma, Hidden Road, Notabene and Station 70.

Prior to founding Castle Island Ventures, Matt was a Vice President at Fidelity Investments where he led a number of the firm’s blockchain / cryptoasset initiatives including a private fund focused exclusively on the cryptoasset sector. Matt holds a BS in Business Administration from Babson College and an MBA from Duke University’s Fuqua School of Business.

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Nic Carter

Founding Partner

Before founding Castle Island, Nic Carter worked for Fidelity as their first cryptoasset analyst, where he devised research perspectives on public blockchains. He is the cofounder of Coin Metrics.

He holds a degree in philosophy from the University of St Andrews and an MSc Finance and Investment from the University of Edinburgh.

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Sean Judge

General Partner

Sean is a General Partner at Castle Island Ventures where he focuses on financial market infrastructure, consumer fintech, and new applications powered by public blockchains. Sean is a board member at Felix, Eaglebrook Advisors, SendBlocks and TYB.

Prior to joining Castle Island Ventures, Sean was a Principal at Highland Capital Partners where he focused on early growth investments. Prior to Highland, Sean was an investor at Pomona Capital in New York and Hong Kong. Sean started his career covering financial institutions as an investment banker at Bank of America Merrill Lynch. He holds a BA in Economics from Vanderbilt University.

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Rich Sgalardi

General Partner

Prior to joining Castle Island Ventures, Rich was a Managing Director at Steadfast Financial where he led the firm’s cryptoasset investing. Prior to Steadfast, he was a convertible arbitrage trader at Admiral Capital. Rich holds a BA in Politics from Princeton University and an MBA from Saïd Business School at the University of Oxford.

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Gretchen McCarey

Chief Financial Officer

Gretchen McCarey is the CFO of Castle Island Ventures.  She has spent more than two decades working in the venture capital industry.  At Castle Island, she is responsible for the finance and operations of the firm.  Prior to joining the firm, Gretchen spent six years as Director, Finance and Operations for B-FLEXION US, the family office for Ernesto Bertarelli, where she managed the accounting and operations functions for the U.S. entity and provided CFO support to Gurnet Point Capital, LLC, a $2 billion health care fund. She also spent seven years at Atlas Venture and its spin-off, Accomplice, where she held CFO and VP of Finance roles overseeing finance and operations. Preceding Gretchen’s tenure at Atlas Venture, she served in key finance roles as the Controller at Globespan Capital Partners and Corporate Controller at NVest Companies, L.P., now known as Natixis Global Asset Management. She began her finance career in the audit practice at Deloitte & Touche LLP.

Gretchen received an MBA/MS in Accounting, summa cum laude, Beta Gamma Sigma from Northeastern University.  She received a BA, magna cum laude, Phi Beta Kappa from Colby College. She is a member of the Private Equity CFO Association and F-Suite.

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Wyatt Khosrowshahi

Investor

Prior to joining Castle Island Ventures, Wyatt worked as an investment analyst at Shima Capital with a focus on companies leveraging blockchain to improve existing web2 industries. Before Shima, Wyatt had stints at Matrix Capital, Foxhaven Asset Management, and Durable Capital Partners. Wyatt holds a BA in Political Science from Williams College.

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Henry Harris

Investor

Prior to joining Castle Island Ventures, Henry worked as a data scientist at BAM Elevate supporting growth stage investments in the fintech and enterprise software spaces. Before BAM Elevate, Henry was an equity research analyst at M Science covering the consumer sector. Henry holds a BA in Computer Science from the University of Virginia.

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Ria Bhutoria

Operating Partner

Prior to joining Castle Island Ventures, Ria was Director of Research at Fidelity Digital Assets where she worked on bitcoin and digital asset research. Before joining Fidelity, Ria held the role of Senior Research Analyst at Circle, where she built out the Circle Research platform.

Ria started her career as an Equity Research Associate on the Fintech and Payments team at Credit Suisse. She holds a BS in Finance from the New York University Stern School of Business.

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Hunter Merghart

Venture Partner

Hunter currently serves as Chief Operating Officer, Digital Assets at a global multi-manager hedge fund. Prior to joining Castle Island Ventures, Hunter was Head of US at Bitstamp where he was hired as the first employee in the region. During his time there he was responsible for establishing, growing, and operating all aspects of the regulated crypto exchange’s presence in the US. Before joining Bitstamp, Hunter was Head of Trading at Coinbase, where he started the institutional trading desk and helped establish the New York office.

Hunter started his career as an Equity Trader, having previously worked at Barclays, RBC, and Credit Suisse. He holds a BA in Economics from Colgate University.

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Laura Lentz

Executive Assistant

Laura joined Castle Island Ventures in 2022 as an Executive Assistant to the Partners. Prior to joining the firm, Laura spent five years as an Executive Assistant at Ocean Spray Cranberries, supporting the CFO, CDTO and their VP direct reports. Her role also included office management for the Finance and Technology teams. Before that, she was an Executive Assistant at Sonesta Hotels, supporting the CEO for five years. Laura holds a B.A. in Communication Studies from Bridgewater State University and is also a licensed esthetician.

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