Rob Massey

Tax Partner, Deloitte San Francisco

Rob Massey has 20 years of professional experience in tax consulting for technology companies including search, SaaS and gaming with an expertise in blockchain, cryptocurrency and tokenization. He serves companies throughout the blockchain ecosystem inclusive of miners, specialty chip design and manufacturing, payment processing, wallet hosting, exchanges, ETFs, hedge funds, tokenization and protocol development. Rob leads Deloitte’s blockchain efforts in tax for the global firm.

Alexandra Simonova

Risk Advisory Senior Manager, Deloitte

Alexandra is a Senior Manager in the Deloitte Cayman Islands practice. She has over 12 years of experience in IT management and 8 years of performing Cyber Risk, Technology and Digital Risk Strategic Risk, and Strategic Risk services for Deloitte’s clients. This includes work in the financial services, private and public sector on various projects including advising on technology innovation, system implementation, business process re-engineering, data analytics, cybersecurity strategy and governance, cyber resilience programs for business continuity and cyber incident response. Alexandra is also a frequent speaker at FinTech and Cyber Risk conferences in Cayman and the Caribbean.

Alexandra has Master’s Degree in Software Engineering and is working on a PhD in Cybersecurity and Assurance. Alexandra is a Certified Information Systems Security Professional (CISSP), Certified ISO/IEC 27001:2013 Lead Auditor, and a Certified Project Management Professional (PMP).

Alexandra is a Co-Chair of the Young Business & Professional Women in the Cayman Islands and a member of 100 Women in Finance.

Deloitte

Deloitte is a world leader in professional services, with a global network of approximately 286,000 people in 150 countries and territories providing audit, tax, financial advisory, risk advisory, and consulting services, and serving four out of five Fortune Global 500® Companies.

Deloitte in the Cayman Islands is a premier offshore investment management practice. Deloitte’s team of industry professionals offers extensive expertise covering the full spectrum of investment management activities, bringing a wide range of combined capabilities and a wealth of hands-on industry experience to every engagement. The firm holds a long-standing commitment to sponsoring professional and educational organizations in the Cayman Islands, as well as programs supporting the academic and professional development of local talent.

Deloitte is a proud member of 100 Women in Finance’s Leadership Council . 100WF Leadership Council is a select group of international banks, alternative investment firms, asset management firms and others in the industry who support the long run mission of 100 Women in Finance.

100 Women in Finance

100 Women in Finance is a global network of professionals in the finance and alternative investment industries working together to empower women at every stage of their careers. Through peer engagement, philanthropic, and educational initiatives, our more than 15,000 members are making connections and creating opportunities that help to advance careers and strengthen our field.

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