Dale C. Jackson Managing Director 441.541.5036 vCard

Dale Jackson is a financial services executive with over 20 years of Governmental Affairs and Offshore business experience. He is a proven and results-focused leader, who served as Chief of Staff to the office of the Premier for two terms, within two administrations.  Dale’s experience in regulatory compliance, risk management, offshore business solutions, establishing corporate governance codes and business development allow him to focus on cultivating existing client relationships, building new business, and navigating Oyster through the changing regulatory environment. Prior to joining Oyster Consulting, Dale was the Head of Fraud Risk at a global bank Bermuda serving individuals, institutions and corporations.


  • Subject matter expert on compliance-related concerns, including Trust Companies, Captive Insurance and Offshore Structure
  • Lead in implementing processes and infrastructure needed to deliver global targets
  • Responsible for ongoing maintenance and reporting of AML Risk Indicators and Performance Indicators
  • Proactively identified, assessed and provided a forward-looking view on top and emerging risks and issues within the Risk map, developing mitigating strategies where necessary
  • Oversaw AML country remediation projects and the completion of outstanding audit issues
  • Assisted exempt companies, including law firms, asset managers, advisory, financial institutions, captive managers and trust companies, with domiciling in Bermuda and with regulatory requirements
  • Developed and established a compliance and risk culture within exempt companies
  • Responsible for ongoing Bermuda Monetary Authority compliance requirements across sectors and within competitive jurisdictions to identify and report risk exposures
  • Performed Regulatory Compliance and Anti-Money Laundering audits
  • Re-designed enterprise compliance processes
  • Risk assessments, including affiliate risk
  • Worked with the Business Development Unit within the Ministry of Education & Economic Development to assist clients with all matters relating to the Government
  • Advised the Bermuda Government on matters of risk management and political risk
  • Led business development initiatives and participated in negotiating, structuring and valuation
  • Advised the Ministry of National Security in developing long-term strategies for crime reduction
  • Worked with intricate stakeholders within ABIC and ABIR representing Bermuda at RIMS, the Bermuda Captive Conference, and Lloyd’s of London

Career Highlights

  • Head of Fraud Risk, HSBC Bank Bermuda Limited
  • AML Office Manager, HSBC Bank Bermuda Limited
  • Offshore Independent Business Compliance Consultant
  • Business Development Manager (Business Concierge Service), Bermuda Business Development Agency
  • Chief of Staff to the Premier of Bermuda, Cabinet Office, Bermuda
  • Crime Reduction Consultant, Ministry of National Security, Bermuda
  • Director & Senior Business Consultant, Tropical Solar Solutions, Bermuda
  • Educational Therapist (Consultant), Bermuda Ministry of Education

Education, Publications & Presentations

  • B.A., Dalhousie University, Canada
  • Certificate in Mediation, Carlton University, Canada
  • Associate in Social Science (Major in Economics), Vanier College, Canada
  • Associate in General Insurance, Bermuda Insurance Institute
  • Association of Certified Anti-Money Laundering Specialists (ACAMS)
  • Commenced Studies, Chartered Regulatory Council (CRC), Regulatory Compliance Association
  • The Association of Bermuda Compliance Officers (ABCO), January 2016 – 2018
  • Regulatory Compliance Association (USA) – Committee Member, Bermuda Compliance Program and Curriculum Sub-Committee of Compliance Professionals, January 2014 – 2017