Trade Contractors & Construction Insurance

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.

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 Yards Retail and Tower A(Safety Manager)
• Yonkers Contracting- Montreign Resort Casino at Adelaar (Safety Rep.)
• Belway Electric- Regeneron Pharmaceuticals (Safety Rep.)
• Lendlease- Winthrop University Hospital (Safety Rep.)

He is extremely qualified and has worked hard for his many certifications:

• Certified Safety Professional (CSP)
• Licensed NYC Site Safety Manager (SSM)
• Associate Safety Professional (ASP)
• Construction Health and Safety Technician (CHST)
• 62 Supervisor SST Card
• OSHA Authorized Construction Trainer
• National Safety Council Defensive Driving Instructor
• Construction Site Fire Safety Manager (CSFSM)
• ATSSA Certified Flagging Instructor
• ATSSA Certified Traffic Control Supervisor
• 32 Hour Signal Person/Rigging Supervisor Trainer
• 32 Hour Rigging Supervisor

Jennifer Pymm, Esquire, is a seasoned legal professional currently serving as the Associate General Counsel at Tradesman Program Managers. Prior to this position, Jennifer served as SVP of Claims and Senior Litigation Manager.In her current role, Jennifer oversees the entire claims team, comprising both attorneys and seasoned claims executives. Her responsibilities extend to managing litigation and claims handled by Gallagher Bassett, Tradesman’s third-party administrator (TPA). She collaborates closely with defense counsel, leveraging her legal and claims background to achieve optimal outcomes in the cases under her purview. Jennifer also maintains active communication with brokers, providing updates and conducting regular claim reviews.Jennifer has over 13 years in private practice in New York and has worked for two large insurance carriers, where she developed a thorough perspective on claims, litigation, and coverage. Her supervisory role at a TPA further enhanced her skills and understanding of the intricacies involved in achieving favorable results for insured partners.Beyond her professional accomplishments, Jennifer appreciates the collaborative spirit at Tradesman, especially as the company has experienced significant growth during her three-year tenure.Jennifer is admitted to practice law in New York and holds additional admissions to the SDNY, EDNY, NDNY, the 2d Circuit, and the United States Supreme Court, highlighting her extensive legal expertise.

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.

Al Gutierrez brings over three decades of expertise to his role as Vice President of Broker Relations for our expanding West Coast initiatives. Throughout his career, Al has held pivotal positions in both regional and national insurance agencies, as well as insurance carriers. He has a profound understanding of the commercial insurance landscape and easily navigates complex issues.Al has an unique ability to cultivate business relationships based on innovation, strategic foresight, and a commitment to excellence. This makes for “win-win-win” benefits for him, his brokers and the carriers he works with. His leadership skills, coupled with his valued expertise in underwriting, distribution, and product development, positions him as a trusted ally to brokers and carriers alike.Roosevelt Road Specialty will benefit from Al's strategic approach and adept negotiation skills as we expand our footprint across the U.S. In his role as VP of Broker Relations for the West Coast, he provides an innate understanding of the market, selfless support to our distribution partners, and the leverage that comes from our limited distribution model and cutting-edge underwriting platform.

Anthony Dietz is the Chief Underwriting Officer of Roosevelt Road Specialty, bringing over two decades of experience in the insurance industry. Prior to joining RRS, Anthony was the Head of Insurance Brokerage at Procore Risk Advisors and has held several senior leadership positions, including Senior Vice President at NFP, an Aon company, and Vice President at Arch Insurance Group Inc. His broad expertise spans underwriting, brokerage, and leadership within the insurance sector, having also served as Regional Manager at AIG.Anthony earned his bachelor's degree from Hofstra University, where he studied Finance and Business Law, and later received his MBA in Management from the Fordham Gabelli School of Business in New York City.