Sports, Leisure & Entertainment Insurance

Greg C. Mosher is a distinguished business and insurance executive, entrepreneur, and visionary leader with an impressive track record spanning over 40 years. Throughout his career, he has demonstrated a relentless commitment to transforming businesses and markets through a growth and value-oriented mindset.As the CEO of Renaissance Specialty Insurance Group, a managing general agency he founded in 2020, Mr. Mosher has taken the company to new heights in a short span. Specializing in insuring collegiate, amateur, and professional sports, leisure, and entertainment risks, the company achieved a remarkable $35 million in premium production within its first 12 months.Prior to founding Renaissance, Mr. Mosher served as the CEO of Specialty Insurance Group, which grew at annual rates of 35% to 45%. Under his leadership, the company generated over $215 million in profitable premium within five years of its launch.One of Mr. Mosher's most notable achievements was as the CEO of K&K Insurance Group, where he played a pivotal role in establishing the company as the world leader in sports, leisure, and entertainment insurance. Following an acquisition by Lincoln National Corporation, he also served as the CEO of Lincoln National Specialty Reinsurance Company, managing $700 million in premium for the K&K/Lincoln companies.In addition to his insurance ventures, Mr. Mosher served as the Chairman and CEO of Workflow Management, overseeing its growth from $400 million to over $1 billion in revenue in just five years. He navigated the company through major financial transactions, including privatization, mergers, acquisitions, and divestitures totaling several hundred million dollars.Mr. Mosher's diverse expertise extends to various industries, including technology, real estate, aviation, and beyond. As the founder of ITC Media Conferencing, he pioneered the world's first extensive audio and video conferencing platform for international business-to-business communications, achieving revenue growth from startup to over $250 million.Throughout his career, Mr. Mosher has exhibited a unique blend of strategic acumen, financial expertise, and a relentless drive for success, solidifying his reputation as a transformative leader in the business and insurance sectors.

To the International Insurance Industry, Daniel Hickey brings 27 years of diverse insurance experience across the Property & Casualty industry, which includes the independent agency system, Domestic Insurance Company and unprecedented understanding of the Bermuda Re-insurance marketplace.  He graduated from Northeastern University in 1990 with a B.A. in Business Administration, majoring in finance with honors, (Cum Laude).Daniel served as CEO and Chairman of Majestic Holdings, LLC, a company he took public in 2005. Mr. Hickey led the negotiation and acquisition of Majestic Insurance Company. He succeeded in turning a B++ company into an A- “AM Best” rated company, grew premiums from roughly $50 million to over $150 million, and expanded the business into new states including NJ, NY, NV, and FL.Daniel Hickey Jr. has a thorough understanding of the intricacies of the insurance model from top to bottom, understands the role each key discipline plays in a successful operation and possesses the keen ability and vision to build and execute an effective company strategy.

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, SOBC Sandell, which focused on mid-cap investments in the insurance run-off space. He was with Sandell Asset Management, a Global Event Driven Hedge Fund, for 18 years where he was a Partner and Senior Managing Director. In this capacity he led investments in the Merger Arbitrage universe.Previously, Mr. Ecklord worked in Equity Derivative roles for Goldman Sachs, SLK Capital Markets and was a member of the American Stock Exchange. Mr. Ecklord graduated from The Citadel, The Military College of South Carolina in 1995 with a BS in Business Administration with a concentration in Finance.

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 in personal injury litigation, insurance coverage disputes, and regulatory compliance. Tom has extensive experience in handling Labor Law Claims and will work hand in hand with our TPA and outside counsel to vigorously defend these actions. He is married with three children and sits on various civic minded boards in the Greater New York Area.Throughout his career, he has represented a number of insurance carriers including Main Street America, Liberty Mutual and Lloyds of London. He also represents several municipalities in defense of personal injury and constitutional violation claims including the City of Poughkeepsie Police, Town of Poughkeepsie and County of Dutchess.

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, Sean then joined Constitution Reinsurance in New York City as a facultative casualty underwriter and concentrated on general liability, umbrella and professional liability. In 2000, Sean then moved back to his hometown of Buffalo, NY and worked for American International Group as a Business Development Manager until late 2001 when joined Compensation Risk Managers, which was founded by Dan Hickey. Sean was regional sales manager and worked with independent agents throughout NY and NJ.

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, Sam brings unparalleled expertise and insight to his position.Sam is committed to delivering Roosevelt Road’s value proposition on a national scale. Through a strategic distribution model, he highlights the company’s dedication to exceptional claims handling and superior loss control services, ensuring clients receive best-in-class support and solutions.Outside of his professional endeavors, Sam enjoys traveling, golfing, and spending quality time with friends and family, balancing a dynamic career with a fulfilling personal life.

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 fresh perspective enables seamless connections with different departments, enhancing overall efficiency. The most challenging aspect of Greg’s job is substantiating the time-intensive nature of IT projects to all parties involved. He takes pride in his career growth, maintaining a "What's Next" mindset. With eight years as a CIO, Greg's diverse experience includes roles at the New York Power Authority and IBM. He holds a Bachelor of Science in Information Systems from Pace University and enjoys golfing with members of the Buffalo Bills outside work.