About this role

▸about Grayscale Investments — company background

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 Investments is seeking a Chief Compliance Officer to lead and own the compliance program across its Registered Investment Adviser, Broker-Dealer, registered fund complex, and overall product strategies, including active and on-chain. Reporting to the Chief Legal Officer, the CCO is the firm’s senior compliance authority, responsible for designing, implementing, and continuously improving a compliance infrastructure that is rigorous, scalable, and commercially minded.

The ideal candidate brings deep regulatory expertise, a hands-on management style, and a genuine orientation toward enabling business growth within appropriate guardrails. This is a builder role: the CCO will hire, develop, and lead a growing compliance team while serving as a trusted partner to business stakeholders across the firm.

Responsibilities:

Design, implement, and maintain a comprehensive compliance program covering RIA, B/D, and 40 Act registered fund obligations, including all policies, procedures, testing, and supervisory controls.

Monitor proposed SEC, FINRA, NFA, and CFTC rulemaking on an ongoing basis and translate regulatory developments into timely, actionable policy updates and business guidance.

Assess compliance risk for all new products, funds, vehicles, and business lines prior to launch, delivering clear risk assessments and recommended controls to the CLO and relevant business leads.

Oversee the marketing compliance and vendor due diligence programs, setting standards and maintaining accountability for outcomes while empowering team members to lead day-to-day execution.

Serve as primary point of contact for the SEC, FINRA, and NFA, managing all examination logistics, document productions, and regulator communications from initial request through examination close.

Maintain the regulatory relationships proactively, anticipating exam risk, ensuring audit-ready documentation at all times, and keeping the CLO apprised of open matters and remediation status.

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