Lead, HR​/Recruitment, Regulatory Compliance Specialist

About the Company

Gemini is a global crypto and Web3 platform founded by Cameron and Tyler Winklevoss in 2014, offering a wide range of simple, reliable, and secure crypto products and services to individuals and institutions in over 70 countries. Our mission is to unlock the next era of financial, creative, and personal freedom by providing trusted access to the decentralized future. We envision a world where crypto reshapes the global financial system, internet, and money to create greater choice, independence, and opportunity for all — bridging traditional finance with the emerging cryptoeconomy in a way that is more open, fair, and secure.

As a publicly traded company, Gemini is poised to accelerate this vision with greater scale, reach, and impact.

People

Lead, Benefits Reporting to the Associate Director, Total Rewards & Payroll, the Lead, Employee Benefits will own Gemini’s employee benefits and leave administration functions across the United States and Singapore. This role is responsible for the strategy, administration, compliance, vendor management, communication, and continuous improvement of Gemini’s employee benefits and leave programs while delivering a high-quality employee experience. As the subject matter expert for Benefits and Leave Administration, you will have end‑to‑end accountability for health and welfare programs, employee leaves, vendor partnerships, compliance, reporting, and employee education.

You will partner closely with Payroll, Finance, Legal, People Business Partners, Talent Acquisition, managers, and external vendors to ensure our programs remain competitive, compliant, and operationally effective. This role requires exceptional judgment, discretion, analytical thinking, and the ability to independently drive strategic initiatives while maintaining strong day‑to‑day execution in a fast‑paced environment.

• Own Gemini’s employee benefits and leave administration functions across the United States and Singapore.
• Lead the strategy, administration, communication, and continuous improvement of all employee benefits and leave programs.
• Evaluate market trends, employee feedback, utilization data, and business needs to recommend competitive and innovative benefits offerings.
• Lead benefits renewals in the United States and Singapore, including vendor evaluations, negotiations, plan design recommendations, implementation, and ongoing program management.
• Own the annual U.S. Open Enrollment process, including planning, system configuration, testing, employee communications, enrollment support, and post-enrollment reconciliation.
• Manage employee leave programs in partnership with third‑party vendors, including FMLA, disability, parental leave, statutory leaves, company‑sponsored leaves, and other applicable leave programs.
• Serve as the primary point of contact for leave administration vendors, ensuring timely case management, accurate employee communications, regulatory compliance, and a consistent employee experience throughout the leave lifecycle.
• Partner with People Business Partners, Payroll, Legal, managers, and external vendors to coordinate complex leave and accommodation cases.
• Maintain appropriate confidentiality while ensuring stakeholders receive the information necessary to effectively support employees and manage business operations.
• Serve as the primary relationship manager for benefits brokers, carriers, leave administrators, consultants, and other external vendors, holding partners accountable to service levels, contractual commitments, and compliance requirements.
• Partner with Payroll, Finance, Legal, and People Operations to ensure accurate benefits administration, payroll deductions, funding, reporting, and regulatory…