Chris Enderes

Chris Enderes

Chris Enderes is Senior Vice President of Property at Roosevelt Road Specialty, where he plays an integral role in advancing the company’s specialized insurance offerings and operational excellence. With deep expertise in underwriting, broker relations, and operations, Chris brings both strategic insight and hands-on industry knowledge to his role. Known for his collaborative leadership style […]

Jocelyn Kelly

Jocelyn Kelly

Jocelyn brings a comprehensive understanding of insurance coverage law, regulatory compliance, and New York State Labor Law litigation. Her unique experience representing both plaintiffs and defendants gives her a well-rounded perspective in managing coverage issues and legal risk. She remains committed to ongoing professional development and stays at the forefront of evolving legal trends, case […]

Carrie Ginchereau

Carrie Ginchereau

Carrie Ginchereau is the Controller at Roosevelt Road Specialty, bringing over a decade of accounting and advisory expertise to the firm. She joined the company in 2024 and plays a key role in overseeing financial operations, reporting, and strategic planning initiatives. Prior to joining Roosevelt Road, Carrie held several positions at Wouch, Maloney & Co., […]

Al Gutierrez

Al Gutierrez

Al Gutierrez brings over 30 years of insurance industry experience to his role as Vice President of Broker Relations, leading Roosevelt Road Specialty’s expansion efforts across the West Coast. With a career spanning regional and national insurance agencies as well as major carriers, Al possesses deep expertise in commercial insurance and a proven ability to […]

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 […]