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 Senior AI Security Architect to partner with our AI Enablement squad and broader engineering organization to ensure the safe, controlled adoption of AI across the firm. You will be responsible for designing and implementing security controls, guardrails, and governance mechanisms for AI-enabled systems, including LLM-based applications, agentic workflows, and AI-assisted development practices. This role is a key part of ensuring that AI evolves from experimentation into a secure, auditable, and scalable capability. You will work closely with engineering, data, product, and compliance teams to define secure architecture patterns, protect sensitive data, and ensure AI-driven processes remain explainable, reproducible, and aligned with regulatory expectations. This role reports into the Security organization and partners heavily with the Head of AI and engineering leadership. Responsibi