Roosevelt Road Specialty (“RRS”) Secures $150 Million Senior Credit Facility Expanded Banking Syndicate Supports Continued National Growth of The Roosevelt Road Specialty Platform March 2025

New York, NY – Roosevelt Road Specialty (“RRS”), a diversified specialty insurance platform, announced today that it has successfully secured a $150 million senior credit facility through a syndication led by Regions Bank, serving as Administrative Agent, Joint Lead Arranger, Joint Bookrunner, and Syndication Agent.

The facility provides long-term capital flexibility to support continued growth across the RRS platform. In addition to Regions lead role, the syndicate also includes commitments from CIBC, Huntington National Bank, KeyBank National Association, Texas Capital Bank, Lake Forest Bank & Trust, and Northern Trust.

Proceeds from the transaction will be used to support organic and strategic growth initiatives, including expansion of existing programs, new product launches, increased underwriting capacity, and continued investment in claims operations, infrastructure, technology, and risk management capabilities.

“Our platform has scaled significantly in recent years, and this financing reflects the confidence our banking partners have in the RRS business model, underwriting discipline, and long-term strategy,” said Daniel Hickey, CEO of Roosevelt Road Specialty. “This facility positions us to continue expanding nationally while maintaining a disciplined approach to risk management, capital allocation, and profitability.”

Rick Ecklord, CFO of Roosevelt Road Specialty, commented, “The structure and scale of this facility give us the financial flexibility to support growth while maintaining strong liquidity, prudent leverage, and robust financial controls. It reflects the confidence our lenders have in the platform and supports our focus on long-term, sustainable performance.”

Roosevelt Road Specialty supports a diversified portfolio of insurance solutions, including Commercial Auto, Surety, Property, Projects and Wraps, as well as programs serving General Contractors, Sub-Contractors General Liability, Habitational Real Estate, Assisted Living, and Event Liability. The RRS platform is differentiated by its integrated approach to underwriting, loss control, claims oversight, and ongoing investment in technology.

Partnerships that enhance data transparency, operational efficiency, and risk management across the insurance lifecycle.

“Our commitment to working closely with technology partners allows us to continuously evolve our platform and further differentiate our offerings in the specialty insurance market,” Hickey added. “This expanded capital base supports our focus on scalable, technology-enabled, and sustainable growth.”

Enquiries to:
Rick Ecklord, CFO
(917)-617-8630
[email protected]

About Roosevelt Road Specialty

Roosevelt Road Specialty is a diversified specialty insurance platform focused on disciplined underwriting, differentiated claims handling, and technology enabled risk management solutions. The company supports a broad range of specialty programs across Commercial Auto, Surety, Property, Projects and Wraps, and liability lines serving general contractors, subcontractors, habitational real estate, assisted living, and event based risks. Roosevelt Road Specialty partners closely with carriers, reinsurers, and technology providers to drive sustainable, long term growth.


About Regions Bank

Regions Bank, a subsidiary of Regions Financial Corporation (NYSE: RF), is one of the nation’s largest full service commercial banking organizations. Headquartered in Birmingham, Alabama, Regions provides a broad range of commercial banking, capital markets, treasury management, and credit solutions to middle market and specialty finance clients across the Southern and Midwestern United States. Regions has a longstanding track record of leading and participating in syndicated credit facilities supporting growth oriented businesses and financial services platforms.