Head of Technology Stamford, Connecticut, United States

Overview

Grayscale is the largest digital asset-focused investment platform in the world by AUM and offers the broadest selection of digital asset investment products in the U.S. based on number of products. Our platform spans the full spectrum of institutional-grade solutions—from single-asset exposures to diversified and thematic strategies—with a goal of providing every investor with access to the hyper-expanding digital asset universe. Our firm offers a rare combination of decades of traditional finance work experience and digital asset leadership that brings an institutional mindset to the maturing digital asset industry. This convergence of capabilities positions us to deliver investment solutions and client experiences that are both institutionally robust and technologically advanced, which we believe offers a competitive edge that is difficult to replicate. We’re proud of our deep crypto expertise and work closely with individual and institutional investors as they explore this asset class as part of their portfolio allocation.

Position Summary :

Grayscale is seeking a Head of Technology to lead all aspects of technology across the firm, including both Engineering and Product. This leader will own today’s holistic technology stack while shaping the design for the future, driving alignment between business objectives and scalable technology solutions. Reporting into the Chief Operating Officer, this role serves as a key strategic and commercial partner, ensuring that technology is integrated into the firm’s growth, operations, and client experience. The Head of Technology will partner closely with the CISO, while managing the engineering and product teams, to ensure resiliency, forward-looking vision, and secure, efficient technology delivery. This is a player-coach role : the ideal candidate can speak deeply with engineers on technical details and step up as a cross-functional leader shaping the long-term roadmap. The Head of Technology will ensure technology is an enabler of business growth, regulatory compliance, and innovation.

Responsibilities

• Lead all aspects of technology at Grayscale; managing Product and Engineering as a unified function, fostering collaboration and accountability.
• Act as a strategic and commercial partner to the COO and executive team, ensuring technology aligns with and drives firmwide priorities.
• Define and execute a long-term technology [and data] vision to balance innovation, scalability, security, and cost efficiency, while guiding prioritization across technology and providing visibility to the COO and executive team.
• Translate business priorities in areas such as client onboarding, investor reporting, fund operations, and regulatory compliance into a clear technology roadmap.
• Identify and evaluate opportunities to apply AI and automation across operations, data, and client platforms, ensuring innovation is balanced with compliance and risk management.
• Encourage adoption of modern engineering practices and pragmatic product design.
• Evaluate when to build versus buy, applying a flexible, cost-conscious approach to solutions.

Infrastructure and Organizational Management

Organizational Resiliency

Qualifications

Equal Opportunity

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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