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Operations Officer – Digital Assets

Leeward Management Limited

Grand Cayman · Camana Bay · Full-time · USD$80,000 - USD$95,000 Per Annum (paid Monthly)

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Position Summary: As Operations Officer, Digital Assets, you will act as a client-facing operational lead, supporting clients across digital asset projects, foundation companies and virtual asset service providers. The role spans VASP and AML/CFT regulatory readiness, cybersecurity and technology risk reviews, and client onboarding, account openings and exchange listings, bridging technical systems with regulatory and compliance requirements across client engagements. Key Responsibilities: • Client Cybersecurity, Technology Risk and Operations Reviews: o Assess and advise on cybersecurity and technology risk frameworks within client operations. o Support implementation of IT governance, internal controls, and data security standards. o Conduct risk assessments of systems, vendors, and operational infrastructure, including third-party due diligence of service providers. o Bridge the gap between technical systems and regulatory and compliance requirements. • Client VASP and Regulatory Advisory: o Support clients (including directors) with VASP readiness, licensing assessments, and regulatory frameworks. o Conduct gap analyses and remediation planning across compliance, governance, and operational structures. o Assist with the design and implementation of AML/CFT frameworks, including KYC/CDD/EDD procedures, transaction monitoring and sanctions controls. o Support Travel Rule readiness and regulatory submissions. • Digital Asset Operations: o Act as a client-facing lead across compliance, onboarding, and listing workstreams. o Coordinate across legal, tax, finance, and technical teams and manage end-to-end delivery. o Provide clear, structured updates to clients and internal stakeholders. o Support preparation of board materials, compliance reporting, and regulatory documentation. • Digital Asset Account Openings, Listings and Operational Readiness: o Lead and coordinate end-to-end onboarding and account setup across: ▪ Banks ▪ Crypto exchanges ▪ Custodians and wallet providers (MPC, multisig and custody solutions) o Manage and execute exchange listing applications, including: ▪ Preparation of application materials and supporting documentation ▪ Coordination of due diligence responses and data rooms ▪ Managing correspondence with exchanges throughout the review process o Own the preparation and submission of KYB/KYC packs, compliance documentation, and onboarding materials. o Act as the primary liaison with institutions, managing RFIs, due diligence queries, and onboarding negotiations. o Ensure all onboarding and listing processes are aligned with regulatory expectations, governance structures, and source of funds clarity. o Design and implement operational controls, including signatory structures, access controls, and approval workflows. o Troubleshoot onboarding and listing blockers and navigate jurisdictional and regulatory sensitivities. o Maintain structured tracking of onboarding and listing processes to ensure timely execution. Key Qualifications, Skills & Experience Requirement: • Bachelor’s degree (Honours) in Engineering, Engineering Management, Information Technology or a related technical discipline. • Minimum of 7 years’ experience in financial services across technology risk, cybersecurity, IT audit and regulatory compliance, including prior Big 4 or professional services consulting experience. • Hands-on experience with digital asset businesses, including VASP licensing assessments and readiness reviews for crypto exchanges or virtual asset trading platforms. • Strong grounding in cybersecurity governance, IT general controls, internal controls and third-party risk management within regulated financial institutions. • Working knowledge of FATF-aligned AML/CFT requirements, including KYC/CDD/EDD procedures, sanctions screening, transaction monitoring, Travel Rule and client asset segregation. • Willingness and ability to travel internationally on short notice, including on-site client commitments lasting severa