About Us
History
Established in 2016, Roosevelt Road Specialty is led by a management team with extensive experience in the reinsurance sector. Over the past several years, we’ve continued to grow and expand our business with innovative, reliable and cost-effective insurance programs across several industries.
Timeline
Here’s a look at our trajectory over the past few years:
Trade Contractors & Construction

Our market-leading insurance solution for the industry’s best-managed trade contractors.
Habitational Real Estate

Introduction of our real estate general liability insurance program for today’s owners, developers and property managers of apartments, condos and more.
Sports, Leisure & Entertainment

Our sports and entertainment coverage for major arenas, stadiums and entertainment venues gives clients the right coverage at the best rate.
Senior Living

Our customized coverage plans with intrinsic value for our adult day care, nursing home, hospice, home health care and independent and assisted living facilities clients.