Mark McDonnell

Mark McDonnell is a seasoned insurance professional with Roosevelt Road Specialty, where he plays an integral role in driving strategic growth and delivering tailored risk solutions across the organization’s specialized verticals. With extensive experience in the insurance industry, Mark brings deep expertise in underwriting, broker relations, and program development. Known for his collaborative approach and […]
Anthony Dietz

Anthony Dietz is a seasoned insurance executive with over 25 years of experience in underwriting, brokerage, and executive leadership. He currently serves as the Chief Underwriting Officer at Roosevelt Road Specialty, where he oversees all Managing General Underwriter (MGU) units nationwide. In this role, he focuses on developing specialized coverages for construction projects and wrap-up […]
Marc Michalewsky

Marc Michalewsky is a seasoned insurance executive with over 30 years of experience in the surety and reinsurance sectors. As the CEO of Roosevelt Road Specialty Surety since October 2024, he has been instrumental in developing underwriting platforms that deliver innovative surety product solutions to the collateralized reinsurance and contract bond markets. Prior to his current […]
Lily Hickey
Lily Hickey is the Director of Corporate Communications for Roosevelt Road Specialty and its affiliated businesses, overseeing internal and external communications, brand alignment, and strategic messaging across the organization’s diverse portfolio of companies and programs. In this leadership role, Lily works closely with executive leadership and key stakeholders to ensure communications are consistent, professional, and […]
Kymbra Lier

Kymbra Lier is a seasoned insurance professional with a strong background in commercial property and casualty underwriting. Currently serving as a RISE Casualty Underwriter at Roosevelt Road Specialty, she specializes in providing tailored insurance solutions for RISE’s habitational partners. Kymbra leverages her deep understanding of the marketplace and strong broker relationships to support robust risk […]
Nick Markgjonaj

Nick Markgjonaj brings more than 13 years of specialized experience in underwriting and managing habitational General Liability and Excess business. As Chief Underwriting Officer of Roosevelt Road Specialty’s RISE program, he currently oversees a $110 million GL and XS portfolio, guiding underwriting strategy, risk selection, and program performance across a rapidly growing national platform. In […]