Experienced independent director and senior financial services executive with over 30 years experience in the financial services industry, including corporate governance and regulatory compliance across a wide range of hedge fund and private equity structures.

Dawn has a proven track record serving on the boards of hedge funds, securities investment companies, insurance companies, not for profits, SPVs and holding entities, and with a growing focus on technology companies.  

She brings a strong combination of regulatory insight, financial oversight and strategic leadership, with the ability to balance innovation with disciplined governance.

 

+ 1 ( 345) 526-0519

dawn.cummings@astra.ky

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Her directorship experience is complemented by a strong background in financial leadership and operations, including senior roles at Walkers Corporate Limited, DMS Offshore Investment Services and the Cayman Islands Health Services Authority.

This combination enables her to provide pragmatic, commercially aware oversight while maintaining robust governance standards.

Dawn has particular experience supporting structures operating in evolving sectors, including digital currencies and digital assets. She understands the complexities of these emerging asset classes, including regulatory considerations, custody models, operational risk and investor expectations. Her approach balances innovation with disciplined governance, ensuring that digital asset vehicles are structured and managed in line with best practices and jurisdictional requirements.

With a foundation as a Certified Public Accountant and extensive experience working with regulators, auditors and international stakeholders, Dawn brings credibility, independence and strategic insight to board roles across both traditional and digital asset environments.

Professional Experience

April 2022 – March 2026
Director, Corporate Services
Walkers Corporate Limited
October 2018 – December 2021
Chief Financial Officer
Cayman Islands Health Services Authority
January 2014 – September 2018
Executive Director
DMS Offshore Investment Services
May 2010 – December 2013
Managing Director
DMS Outsourcing Ltd.
April 2001 – February 2010
Manager, Mutual Funds
The Irish Trust Company (Cayman) Ltd.

Earlier Career

  • Fortis Fund Services (Cayman) Limited | Senior Account Manager
  • ABN AMRO Trust Company (Cayman) Limited | Manager, Mutual Funds / Operations Manager
  • Daigle & Associates | Owner
  • Midland Bank & Trust | Accountant
  • Price Waterhouse | Senior Accountant

Qualifications & Memberships

  • Certified Public Accountant – exam passed November 1988, State of Illinois
  • Associate Member, AICPA
  • Bachelor of Science in Accounting, Boston College