Anthony Dietz
Anthony Dietz is the Chief Underwriting Officer of Roosevelt Road Specialty, bringing over two decades of experience in the insurance industry. Prior to joining RRS, Anthony was the Head of Insurance Brokerage at Procore Risk Advisors and has held several senior leadership positions, including Senior Vice President at NFP, an Aon company, and Vice President […]
Al Gutierrez
Al Gutierrez brings over three decades of expertise to his role as Vice President of Broker Relations for our expanding West Coast initiatives. Throughout his career, Al has held pivotal positions in both regional and national insurance agencies, as well as insurance carriers. He has a profound understanding of the commercial insurance landscape and easily […]
Greg Jablonsky
Greg Jablonsky has served as CIO of Roosevelt Road Specialty since 2021 and manages IT strategy and operations for all subsidiaries, including Roosevelt Road Reinsurance. His unique strength lies in attentive listening and effective communication. Greg is passionate about assisting and learning across business areas and routinely collaborates with the CFO on actuarial analyses. His […]
Jim Kilduff
Samuel Hickey, CRIS
Sam Hickey is the Vice President of Broker Relations at Roosevelt Road Specialty. In this pivotal role, Sam dedicates his efforts to cultivating and strengthening broker relationships across all four verticals of the organization. With an extensive background in the New York construction market and a wealth of experience in both retail and wholesale sectors, […]
Jennifer Pymm
Jennifer Pymm, Esquire, is a seasoned legal professional currently serving as the Associate General Counsel at Tradesman Program Managers. Prior to this position, Jennifer served as SVP of Claims and Senior Litigation Manager. In her current role, Jennifer oversees the entire claims team, comprising both attorneys and seasoned claims executives. Her responsibilities extend to managing […]
Joe Mercurio Jr
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 has over 30 years of insurance experience and joins TPM after (10) years at RT Specialty where he brokered directors & officers and professional liability coverage. He began his career at Chubb & Son in 1989 as an excess umbrella underwriter, working in offices throughout Upstate NY and New York city. In 1995, […]
Thomas Kelly
Tom Kelly is a New York State admitted attorney who has practiced in New York for over 35 years. He is admitted to the Southern and Northern District Federal Courts as well as the 2nd Circuit Court of Appeals. Tom brings a wide range of experience to the company as his area of expertise is […]
Rick Ecklord
Rick Ecklord is the Chief Financial Officer and joined in 2019 bringing 25 years of experience to the firm. Prior to joining TPM, Mr. Ecklord served as the President and COO of Sandell Re, Ltd. a Class 3A Bermuda Reinsurer, which he founded in 2014. During this period Mr. Ecklord also created a Joint Venture, […]
