Anthony Baird

Anthony Baird

Anthony Baird comes from K&B Specialty Insurance (KBSI), a division of Roosevelt Road Specialty where he served as Operations Manager. Anthony played a key role in launching the CareAgents program and led the day-to-day operations with a focus on business process improvement, innovation, and IT strategy. With a unique background that blends underwriting expertise and […]

Greg Jablonsky

Greg Jablonsky

Greg Jablonsky has served as Chief Information Officer of Roosevelt Road Specialty since 2021, overseeing IT strategy and operations across all subsidiaries, including Roosevelt Road Reinsurance. Known for his strong communication skills and active listening, Greg brings a collaborative approach that bridges technology with business objectives. He works closely with cross-functional teams and frequently partners […]

Jim Kilduff

Jim Kilduff

Jim Kilduff is the Director of Reinsurance and Business Development at Roosevelt Road Specialty where he brings more than four decades of experience in the insurance industry with a strong focus on program development, underwriting strategy, and carrier relations. Known for his deep market knowledge and collaborative approach, Jim plays a critical role in driving […]

Samuel Hickey, CRIS

Sam Hickey

As Vice President of Broker Relations at Roosevelt Road Specialty, Sam Hickey plays a critical role in fostering and expanding strategic broker partnerships across all four verticals of the organization. Leveraging a deep understanding of the New York construction market and extensive experience in both retail and wholesale insurance sectors, Sam brings a unique blend […]

Jennifer Pymm

Jennifer Pymm

Jennifer Pymm, Esq., is a highly accomplished legal professional with extensive experience in insurance litigation, claims management, and legal strategy. She currently serves as Associate General Counsel at Tradesman Program Managers, where she leads the company’s claims operations with a focus on achieving strategic, results-driven outcomes. In her role, Jennifer oversees a diverse team of […]

Joe Mercurio, Jr.

Joe Mercurio

Joe Mercurio has spent the last eight years of his career with Pro Safety Services, LLC as a Senior Safety Consultant. His experiences there include many big projects, such as: Structure Tone- 10 Columbus Circle (SSM) Roger & Sons/Turner Construction- 66 Hudson Blvd (SSM) AECOM Tishman- Hudson Yards Tower E (CSFSM) W&W Steel Erectors- Hudson […]

Sean McDonnell

Sean Mcdonnell

Sean McDonnell is the Chief Marketing Officer of Roosevelt Road Specialty and has over two decades of specialized experience in the insurance industry. Sean has built a reputation for delivering tailored insurance solutions that meet the unique needs of trades professionals. Throughout his career, Sean has worked closely with retail agents and brokers across the […]

Thomas Kelly

Thomas Kelly

Tom Kelly is a seasoned attorney admitted to practice in New York State with over 35 years of legal experience. He is also admitted to the U.S. District Courts for the Southern and Northern Districts of New York, as well as the U.S. Court of Appeals for the Second Circuit. Tom brings a deep and […]

Rick Ecklord

Rick Ecklord

Rick Ecklord is the Chief Financial Officer of Tradesman Program Managers , bringing over 25 years of financial and investment experience to the firm since joining in 2019. Prior to TPM, Mr. Ecklord was the President and Chief Operating Officer of Sandell Re, Ltd., a Class 3A Bermuda reinsurer, which he founded in 2014. During […]

Dan Hickey

Dan Hickey

Dan Hickey has over 30 years of extensive experience across the property and casualty insurance industry. He is the founding partner and CEO of Roosevelt Road Capital Partners (RRCP), a global insurance organization that wholly owns Tradesman Program Managers USA MGA, K&B Specialty Insurance, Renaissance Specialty Insurance, and Roosevelt Road Re, a dedicated MGU and […]