Roosevelt Road Specialty Appoints Global Chief Compliance Officer to Strengthen Enterprise Governance and Regulatory Leadership
New York, NY – Jan. 23, 2026 – Roosevelt Road Specialty, a leading specialty insurance platform serving construction, habitational real estate, sports, entertainment, and other complex risk sectors, today announced the appointment of James Wrynn as the Global Chief Compliance Officer, further reinforcing the firm’s commitment to best-in-class governance and regulatory leadership. In this enterprise-wide role, Mr. Wrynn will oversee global compliance strategy, […]
Roosevelt Road Specialty Launches Enhanced Contract & Commercial Surety Bond Programs Through New Surety Underwriting Platforms
New York, NY – December 22, 2025 — Roosevelt Road Specialty (RRS), a leading specialty managing general underwriter (MGU), today announced the launch of its expanded surety bond offerings through its new underwriting platforms geared toward small- to mid-sized contractors and collateralized reinsurance firms. The new programs, delivered under the banners of Premium Surety Solutions […]
Roosevelt Road Specialty Closes Closes Hundreds of Cases in 2025
New York, NY. – December 8, 2025 – As we close 2025, the team at Roosevelt Road Specialty and Tradesman Program Managers is pleased to share the incredible work that resulted in the successful closure this year of hundreds of cases, many of them with zero indemnity payments. The extraordinary numbers were made possible by […]
Roosevelt Road Specialty Recognized for Most Innovative Product Launch at Insurity’s Excellence in Insurance Conference
Hartford, Conn. – November 24, 2025 – Insurity, a leading provider of cloud-based software for property and casualty insurance carriers, brokers, and MGAs, today announced that Roosevelt Road Specialty has been named the recipient of the Most Innovative Product Launch at the 2025 Excellence in Insurance conference. The Excellence in Insurance awards celebrate the innovation […]
Roosevelt Road Specialty Hires First Chief Pricing Actuary
New York, NY – July 16, 2025 – Christopher Donahue has joined Tradesman Program Managers as the company’s first Senior Vice President Chief Pricing Actuary. He is a seasoned actuarial leader with more than 25 years of experience and is an expert in construction segments. Prior to joining Tradesman, Chris spent 20 years at Arch […]
Roosevelt Road Specialty Launches FraudX: AI-Powered Front Line Defense Against Insurance Fraud
New York, NY – July 14, 2025 – Building on a reputation for rigorously tackling bad-faith claims, Roosevelt Road Specialty is now supplementing its legal offensive with artificial intelligence. Instead of reacting to fraud after losses have occurred, the AI system will sift through large volumes of claim submissions, flagging those with irregularities for immediate […]
Roosevelt Road Specialty Appoints Brendan Cook as Chief Underwriting Officer of Property
Roosevelt Road Specialty is pleased to announce the appointment of Brendan Cook as Chief Underwriting Officer (CUO) of Property. A veteran in the insurance industry with 40 years of experience, Brendan brings a proven track record in property underwriting, reinsurance management, catastrophe strategy, and operational leadership. Brendan joins Roosevelt Road Specialty from RB Jones, Inc. […]
Tradesman Advances Legal Strategy in Battle Against Rampant Insurance Fraud
New York, NY – June 23, 2025 – Tradesman Program Managers announced today a strategic development in its federal litigation campaign to combat widespread insurance fraud in New York’s construction industry. A recent procedural ruling by a federal judge dismissed one of Tradesman’s RICO complaints, without prejudice, but also permitted it to amend the complaint to […]
Roosevelt Road Re and Tradesman Program Managers File 5th RICO Action Against NYC Law Firm and Medical Providers
New York, NY – June 17, 2025 – Roosevelt Road Re, Ltd. and Tradesman Program Managers, LLC have filed a sweeping federal Racketeer Influenced and Corrupt Organizations Act (RICO) lawsuit in the Eastern District of New York against another prominent New York City personal injury law firm, its founder and dozens of associated medical providers, […]
Massive Win for Tradesman Program Managers in High-Stakes Bronx Labor Law Trial
New York, NY – June 9, 2025 – Tradesman Program Managers has secured a landmark legal victory in Bronx County, one of the most notoriously challenging venues for defendants in New York. In a damages-only trial, where liability had already been granted under Labor Law 240(1), the jury delivered a verdict of $450,000 – a […]
