Roosevelt Road Specialty, a specialty insurance platform and managing general underwriter within Roosevelt Road Capital Partners, serving construction, habitational real estate, sports, entertainment, and other complex risk sectors, has announced the appointment of James Wrynn as Global Chief Compliance Officer.
Wrynn will serve in an enterprise-wide capacity, with responsibility for overseeing global compliance initiatives, regulatory engagement, internal control environments, and governance structures spanning Roosevelt Road Specialty’s expanding portfolio of specialty programmes and managing general agency businesses.
“Compliance is a core pillar of our operating model,” added Daniel Hickey Jr., Chief Executive Officer of Roosevelt Road Specialty.
“As we scale across jurisdictions and increasingly complex lines of business, strong, centralised compliance leadership is essential. This appointment reflects our commitment to building a durable, well-governed platform.”
With more than four decades of experience in the insurance industry, Wrynn brings a broad background as an attorney, regulator, executive, board member, and strategic advisor.
His career includes extensive work with both US and international insurance regulatory frameworks, as well as advising organisations on regulatory strategy, claims oversight, strategic partnerships, mergers and acquisitions, and portfolio transfer activity.




