Renaissance Specialty Insurance

Sports, Leisure & Entertainment Insurance

At Renaissance Specialty, we work with select broker partners who specialize in the sports, entertainment, and leisure industries. We pride ourselves on our exceptional coverage, loss prevention and claims response, and we don’t back down from any challenge.

Contact

Renaissance Specialty Insurance

Phone: 877-219-5063

Claims: 833-256-2569

About Renaissance Specialty

Our team has spent decades insuring major arenas and stadiums to festivals and fairs.  We started Renaissance Specialty to evolve the special event insurance industry into an efficient, modern approach to insuring any type of entertainment or special event. 

Led by Greg Mosher and backed by Roosevelt Road Specialty, Renaissance is ready to do whatever it takes to meet the ever-changing needs of the sports, entertainment and leisure industries with our “all-in” approach to providing exceptional loss control and claims management.

Clients benefit from our unique and effective specialty insurance coverage solutions drawn from our years of industry expertise, desire for innovation, and dedicated strategic partnerships. No matter the major venue, professional or amateur event or local fair, we have the resources to write the coverage you’ve been looking for with the limits you need.

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Renaissance Specialty Program Managers

Program Segments

Sports

Sports

The high-stakes world of professional sports and explosion of amateur athletics events and facilities demand creative solutions for risk management and loss protection. With our innovative specialty insurance coverage, we expand limits and approach challenges head-on so you can focus on filling seats and seeding tournaments.

Review application and submission requirements for:

  • Amateur Associations
  • National Governing Bodies
  • Sports Events
  • Sports Venues and Complexes
  • Professional Teams & Leagues

Entertainment

Entertainment is a boundless and diverse industry with endless risk management and loss control opportunities where you must anticipate the unexpected with proper specialty insurance coverage. As a dedicated strategic partner, we won’t back down from challenges or hide from a headline—we’re all-in and will do whatever we can to put our clients in the best position to succeed.

Review application and submission requirements for:

  • Casino and Gaming Operations
  • Convention & Civic Centers
  • Stadiums & Arenas
  • Performing Arts Centers
  • Live Music Venues
  • Amphitheaters

Leisure

From common preventable safety concerns to the unknown impact of new and emerging technology, you need a knowledgeable, creative and flexible specialty insurance expert. Renaissance Specialty Insurance has the staff and resources to address any loss control or claims for your amusement park, family entertainment center, gym, trampoline park or other leisure event. 

Review application and submission requirements for:

  • Amusement Parks
  • Waterparks
  • Family Entertainment Centers
  • Gyms and Workout Facilities
  • Trampoline Parks
  • Special Events

Venues

When it comes to stadiums, arenas, concert halls, and theaters, there are endless, ever-changing opportunities to maximize risk management and loss prevention. Renaissance Specialty delivers proven, innovative specialty insurance coverage and solutions for every type of venue, from hometown playhouses full of rich history to colossal stadiums rising proudly over cityscapes.

Review application and submission requirements for:

  • Casino and Gaming Operations
  • Convention & Civic Centers
  • Stadiums & Arenas
  • Performing Arts Centers
  • Live Music Venues
  • Amphitheaters
Special Events Insurance

Special Events

Having insured countless types of special events, if you can dream it, we’ll help bring it to life. We’ll craft a risk management and loss protection solution to suit your coverage needs and limits. No matter the event, safety and security are our top priorities, limiting your exposure and increasing your peace of mind.

Review application and submission requirements for:

  • Concerts
  • Festivals
  • Trade Shows
  • Fundraisers
  • Parades
  • Auctions
  • Balls & Galas
  • And Many More!

Program Highlights:

  • Primary $2MM / $4MM
  • $3MM excess placement
  • Proprietary forms and rates filed on an admitted basis in 50 states
  • Standard policy limits of $2M per occurrence
  • Policies with pandemic/COVID-19 and cyber exclusions

Services:

We uniquely understand the vulnerabilities and exposures to loss across each of these market segments in the industry.

  • Loss control evaluation
  • Risk management policy and procedure review
  • Coordination with claims operations
  • Monthly claim reviews to identify trends, exposures and opportunities
  • Underwriting support

Applications

Renaissance Specialty Insurance - Sports

NameFormatDownload / Form
Amateur AssociationsDownload
National Governing BodiesDownload
Professional Teams & LeaguesDownload
Sports EventsDownload
Sports Venues and ComplexesDownload
Auto Supplemental ApplicationDownload
Hired Auto Supplemental ApplicationDownload

Renaissance Specialty Insurance - Entertainment

NameFormatDownload / Form
Casino and Gaming OperationsDownload
Convention & Civic CentersDownload
Performing Arts Centers, Live Music Venues & AmphitheatersDownload
Stadiums & ArenasDownload
Auto Supplemental ApplicationDownload
Hired Auto Supplemental ApplicationDownload

Renaissance Specialty Insurance - Leisure

NameFormatDownload / Form
Amusement ParksDownload
Family Entertainment CentersDownload
Gyms and Workout FacilitiesDownload
Special EventsDownload
Trampoline ParksDownload
Waterparks and Public PoolsDownload
Auto Supplemental ApplicationDownload
Hired Auto Supplemental ApplicationDownload

Renaissance Specialty Insurance - Venues

NameFormatDownload / Form
Casino and Gaming OperationsDownload
Convention & Civic CentersDownload
Performing Arts Centers, Live Music Venues & AmphitheatersDownload
Stadiums & ArenasDownload
Auto Supplemental ApplicationDownload
Hired Auto Supplemental ApplicationDownload

Renaissance Specialty Insurance - Special Events

NameFormatDownload / Form
Special EventsDownload
Sports EventsDownload
Auto Supplemental ApplicationDownload
Hired Auto Supplemental ApplicationDownload

Submission and Carrier Information

What are the submission requirements?

Submission Requirements

To obtain a quote with the best possible terms, we need:
  • Completed ACORD applications
  • Completed supplemental applications
  • Five (5) years currently valued loss runs for all lines submitted
  • Expiring premium and target premiums
Submit your business to: submissions@renspecialty.com
Who is the carrier partner for Renaissance Specialty?

Carrier Partner

Clear Blue Insurance Group

Why Work with Renaissance Specialty Insurance?

25+ Years of insurance experience

Industry Expertise

Industry Expertise

Specialized Coverages

Specialty MGU service platform

Specialty MGU service platform

Experienced Management Team

Experienced Management Team

Impressive U/W Performance

Impressive U/W Performance

Roosevelt Road Re Capacity

Roosevelt Road Re Capacity

Diverse panel of 30+ Authorized Reinsurers

Diverse panel of 30+ Authorized Reinsurers

Apply to become one of our appointed brokers today!

Do you need to file a claim?

Our Team

The RENAISSANCE management team is comprised of seasoned experts with extensive experience across the MGA and reinsurance industry, and the proven ability to navigate today’s market.

Dan Hickey

Dan Hickey

CEO
Roosevelt Road Specialty
Rick Ecklord

Rick Ecklord

CFO
Roosevelt Road Specialty
Thomas Kelly

Thomas Kelly

General Counsel
Roosevelt Road Specialty
Anthony Dietz

Anthony Dietz

CUO
Roosevelt Road Specialty
Sean McDonnell

Sean McDonnell

CMO
Roosevelt Road Specialty
Greg Jablonsky

Greg Jablonsky

CIO
Roosevelt Road Specialty
Greg Mosher

Greg Mosher

CEO
Renaissance Specialty Insurance
Chris Smyth

Chris Smyth

CUO
Renaissance Specialty Insurance
Samuel Hickey, CRIS

Samuel Hickey, CRIS

VP - Broker Relations East Coast
Roosevelt Road Specialty
Carrie Ginchereau

Carrie Ginchereau

Controller
Roosevelt Road Specialty
Mark McDonnell

Mark McDonnell

SVP-Business Auto
Roosevelt Road Specialty
Roger Flores

Roger Flores

SVP-Business Auto
Roosevelt Road Specialty
Joe Mercurio, Jr.

Joe Mercurio, Jr.

SVP-Loss Control
Roosevelt Road Specialty
Anthony Baird

Anthony Baird

SVP-Technology Solutions
Roosevelt Road Specialty
Al Gutierrez

Al Gutierrez

VP-Broker Relations West Coast
Roosevelt Road Specialty
Chris Enderes

Chris Enderes

SVP-Property
Roosevelt Road Specialty
Kristin Thorne

Kristin Thorne

SVP-Corporate Communications
Roosevelt Road Specialty
Joe Boyd

Joe Boyd

VP-Underwriting
Renaissance Specialty Insurance
Jennifer Pymm

Jennifer Pymm

Associate General Counsel-Casualty
TPM, RISE & RSI
Jocelyn Kelly

Jocelyn Kelly

Associate General Counsel-Casualty
Roosevelt Road Specialty
Jim Kilduff

Jim Kilduff

Director of Reinsurance and Business Development
Roosevelt Road Specialty
Lily Hickey

Lily Hickey

Director of Claims
RISE Habitational & Renaissance Specialty Insurance

Dan Hickey

CEO

Dan Hickey has over 30 years of extensive experience across the property and casualty insurance industry. He is the founding partner and CEO of Roosevelt Road Capital Partners (RRCP), a global insurance organization that wholly owns Tradesman Program Managers USA MGA, K&B Specialty Insurance, Renaissance Specialty Insurance, and Roosevelt Road Re, a dedicated MGU and Class 3B Bermuda-reinsurance company. 
Under his leadership, RRCP has grown premiums in excess of $1.3 billion, establishing itself as an industry leader in delivering best-in-class claims and loss control services to the construction market, real estate, sports, leisure and entertainment, and senior and assisted living sectors — all with exceptional underwriting results. 
Mr. Hickey served as chairman and CEO of Majestic Holdings, LLC and led the company to a successful public offering in 2005. He succeeded in turning Majestic Insurance Company, a B++ company, into an A- “AM Best”-rated company and grew premiums from $50 million to more than $150 million and expanded the business into four states. 
In 2016, with a visionary approach, recognizing and seizing the opportunity created by the dislocation in the New York construction market, Mr. Hickey founded Tradesman Program Managers (TPM) – a managing general agent specializing in contractors’ commercial general liability. 
Staffed by experts who specialize in detecting and prosecuting fraud, TPM launched a deep investigation in 2021 into fraudulent claims in the greater New York construction market uncovering a troubling pattern: staged accidents, undocumented workers filing multiple claims and suspiciously identical injury reports, all linked to coordinated efforts by plaintiff attorneys and medical providers. The initiative led to widespread legal action against predatory practices, which attracted attention from insurers around the country and from national media outlets such as the New York Post, ABC News, and Inside Edition. 
Mr. Hickey’s strategic insight and leadership have positioned him as a trusted authority within the industry. With a comprehensive understanding of the insurance model from top to bottom, Mr. Hickey possesses a rare ability to integrate and align key business disciplines, building and executing effective corporate strategies with precision and foresight. 
Mr. Hickey’s influence extends beyond business; he has an exemplary philanthropic record. He is a proud youth football coach and, for more than four decades, has hosted the Eileen Hickey Holiday Dinner on Thanksgiving and Christmas serving more than 1,500 people each holiday. 
Mr. Hickey received his B.A. in Business Administration from Northeastern University where he graduated cum laude.  

Phone

845-453-1787

Business Unit

Roosevelt Road Specialty

Rick Ecklord

CFO

Rick Ecklord is the Chief Financial Officer of Tradesman Program Managers , bringing over 25 years of financial and investment experience to the firm since joining in 2019. Prior to TPM, Mr. Ecklord was the President and Chief Operating Officer of Sandell Re, Ltd., a Class 3A Bermuda reinsurer, which he founded in 2014. During this time, he also established SOBC Sandell, a joint venture focused on mid-cap investments in the insurance run-off sector.
Mr. Ecklord spent 18 years at Sandell Asset Management, a global event-driven hedge fund, where he served as Partner and Senior Managing Director. In that role, he led investments in the merger arbitrage space. Earlier in his career, he held equity derivatives positions at Goldman Sachs and SLK Capital Markets, and was a member of the American Stock Exchange.
Mr. Ecklord earned a Bachelor of Science in Business Administration, with a concentration in Finance, from The Citadel, The Military College of South Carolina in 1995.

Phone

917-617-8630

Business Unit

Roosevelt Road Specialty

Thomas Kelly

General Counsel

Tom Kelly is a seasoned attorney admitted to practice in New York State with over 35 years of legal experience. He is also admitted to the U.S. District Courts for the Southern and Northern Districts of New York, as well as the U.S. Court of Appeals for the Second Circuit.
Tom brings a deep and diverse background to the company, with a primary focus on personal injury litigation, insurance coverage disputes, and regulatory compliance. He has a particular expertise in New York Labor Law claims and plays a key role in collaborating with third-party administrators and outside counsel to deliver a strong and strategic defense.
Throughout his career, Tom has represented a wide range of clients, including major insurance carriers such as Main Street America, Liberty Mutual, and Lloyd’s of London. He also serves as defense counsel for multiple municipalities, including the City of Poughkeepsie Police Department, the Town of Poughkeepsie, and Dutchess County, handling personal injury and constitutional claims.
Outside of his professional work, Tom is actively involved in the greater New York community, serving on several civic and nonprofit boards. He resides in the region with his wife and their three children.

Phone

914-474-1475

Business Unit

Roosevelt Road Specialty

Anthony Dietz

CUO

Anthony Dietz serves as the Chief Underwriting Officer at Roosevelt Road Specialty, bringing more than 25 years of experience across underwriting, brokerage, and executive leadership in the insurance industry.
Before joining Roosevelt Road Specialty, Anthony was Head of Insurance Brokerage at Procore Risk Advisors. He has held several senior leadership roles, including Senior Vice President at NFP (an Aon company), Vice President at Arch Insurance Group Inc., and Regional Manager at AIG.
Anthony holds a bachelor’s degree in Finance and Business Law from Hofstra University and an MBA in Management from the Fordham Gabelli School of Business in New York City.

Business Unit

Roosevelt Road Specialty

Sean McDonnell

CMO

Sean McDonnell is the Chief Marketing Officer of Roosevelt Road Specialty and has over two decades of specialized experience in the insurance industry. Sean has built a reputation for delivering tailored insurance solutions that meet the unique needs of trades professionals.
Throughout his career, Sean has worked closely with retail agents and brokers across the country, providing expertise in underwriting, program development, and risk management. His strategic approach and hands-on industry knowledge have helped position Roosevelt Road Specialty as a trusted partner across the insurance industry.
Sean is passionate about building long-term relationships and driving innovation in program management. His commitment to service, transparency, and reliability continues to shape the success of Roosevelt Road Specialty and its valued clients.

Phone

716-361-9505

Business Unit

Roosevelt Road Specialty

Greg Jablonsky

CIO

Greg Jablonsky has served as Chief Information Officer of Roosevelt Road Specialty since 2021, overseeing IT strategy and operations across all subsidiaries, including Roosevelt Road Reinsurance. Known for his strong communication skills and active listening, Greg brings a collaborative approach that bridges technology with business objectives.
He works closely with cross-functional teams and frequently partners with the CFO on actuarial analyses, contributing a fresh perspective that enhances organizational efficiency. One of the key challenges he navigates is aligning stakeholder expectations with the time-intensive demands of IT projects—an area where his clarity and foresight are essential.
With more than eight years of experience as a CIO, Greg has held leadership roles at the New York Power Authority and IBM. He earned a Bachelor of Science in Information Systems from Pace University and continues to embrace a forward-thinking “What’s Next” mindset in his professional growth.

Phone

332-345-3303

Business Unit

Roosevelt Road Specialty

Greg Mosher

CEO

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.

Business Unit

Renaissance Specialty Insurance

Chris Smyth

CUO

Chris Smyth serves as the Chief Underwriting Officer at Renaissance Specialty Insurance, bringing more than two decades of specialized expertise in underwriting niche programs. Throughout his 19-year career, he has held a range of leadership roles, most recently as Program Director for NSM Insurance’s Sports and Wellness program.
Chris holds a Bachelor of Science in Finance from Saint Joseph’s University in Philadelphia, where he graduated cum laude, and is a licensed property and casualty agent. He is recognized for his strong leadership, strategic client relationships, and disciplined focus on underwriting profitability.
At Renaissance Specialty Insurance, Chris is dedicated to driving sustainable growth and delivering long-term value through innovative program development and operational excellence.

Phone

332-228-1374

Business Unit

Renaissance Specialty Insurance

Samuel Hickey, CRIS

VP - Broker Relations East Coast

As Vice President of Broker Relations at Roosevelt Road Specialty, Sam Hickey plays a critical role in fostering and expanding strategic broker partnerships across all four verticals of the organization. Leveraging a deep understanding of the New York construction market and extensive experience in both retail and wholesale insurance sectors, Sam brings a unique blend of market insight and industry expertise to the role.
Sam is dedicated to advancing Roosevelt Road’s value proposition on a national scale. Through a focused and strategic distribution model, he underscores the company’s commitment to exceptional claims handling and industry-leading loss control services—delivering tailored solutions and unmatched support to clients nationwide.
Outside the office, Sam enjoys traveling, golfing, and spending time with friends and family, maintaining a balanced lifestyle alongside his professional pursuits.

Phone

845-392-3689

Business Unit

Roosevelt Road Specialty

Carrie Ginchereau

Controller

Carrie Ginchereau is the Controller at Roosevelt Road Specialty, bringing over a decade of accounting and advisory expertise to the firm. She joined the company in 2024 and plays a key role in overseeing financial operations, reporting, and strategic planning initiatives.
Prior to joining Roosevelt Road, Carrie held several positions at Wouch, Maloney & Co., LLP, where she most recently served as Manager of Business Advisory Services. In that role, she provided strategic financial guidance to a diverse client base. Her earlier roles as Senior Accountant and Junior Accountant at the same firm enabled her to develop a strong foundation in accounting principles and practices across multiple industries.
Carrie is a Certified Public Accountant (CPA) and holds a Bachelor of Business Administration in Accounting from Temple University’s Fox School of Business and Management. She also earned a Master’s degree in Accounting from DeVry University.

Phone

917-933‑5461

Business Unit

Roosevelt Road Specialty

Mark McDonnell

SVP-Business Auto

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 sharp market insight, Mark is committed to building long-term partnerships and delivering exceptional value to both brokers and clients. His leadership supports Roosevelt Road’s mission to provide innovative coverage solutions backed by responsive service and a strong commitment to loss control and claims excellence.

Phone

716-510-3174

Business Unit

Roosevelt Road Specialty

Roger Flores

SVP-Business Auto

Roger Flores is the Senior Vice President of Business Auto Underwriting at Roosevelt Road Specialty, where he leads the company’s auto underwriting operations. With more than 20 years of experience in the insurance industry, Roger brings a strategic, results-oriented approach and a broad skill set to his role.
Before joining Roosevelt Road Specialty in 2023, Roger served as Vice President of Underwriting and Operations at American Millennium Insurance Company. In that role, he managed all underwriting functions as well as key business operations, including Information Technology, Real Estate, and Reinsurance.
Roger began his career in claims at Crum & Forster Insurance and spent a total of nine years in claims roles, giving him a well-rounded and insightful perspective on risk assessment. This foundational experience allows him to approach underwriting with a proactive mindset, anticipating challenges and delivering solutions tailored to each client's needs.
With a strong command of complex risk exposures and specialized insurance products, Roger is instrumental in driving Roosevelt Road Specialty’s underwriting strategy and supporting broker relationships. He is known for his analytical rigor, client-centric focus, and ability to craft customized insurance programs that respond to a dynamic marketplace. Roger works closely with brokers and internal teams to deliver sound underwriting decisions, responsive service, and long-term value for clients.
Roger earned his Bachelor of Science degree in business management from Fairleigh Dickinson University – Madison.  He also possesses a Senior Claim Law Associate designation from the American Educational Institute.

Phone

908-447-9898

Business Unit

Roosevelt Road Specialty

Joe Mercurio, Jr.

SVP-Loss Control

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

Phone

845-206-7220

Business Unit

Roosevelt Road Specialty

Anthony Baird

SVP-Technology Solutions

Anthony Baird comes from K&B Specialty Insurance (KBSI), a division of Roosevelt Road Specialty where he served as Operations Manager. Anthony played a key role in launching the CareAgents program and led the day-to-day operations with a focus on business process improvement, innovation, and IT strategy.
With a unique background that blends underwriting expertise and technical acumen, Anthony is well-positioned to address a broad range of organizational challenges. He works closely with underwriting, claims, and finance teams to enhance operational efficiency, and is committed to building technology-driven solutions that streamline processes and drive meaningful impact.
Anthony is particularly focused on emerging industry trends such as automation and data analytics.
Before joining Roosevelt Road Specialty, he led operations at an Insurtech startup and held key roles at K&B Underwriters. He holds a bachelor’s degree from the University of Dallas.
Outside the office, Anthony enjoys spending time outdoors—hiking, snowboarding, and, most recently, cycling.

Phone

571-250-7023

Business Unit

Roosevelt Road Specialty

Al Gutierrez

VP-Broker Relations West Coast

Al Gutierrez brings over 30 years of insurance industry experience to his role as Vice President of Broker Relations, leading Roosevelt Road Specialty’s expansion efforts across the West Coast. With a career spanning regional and national insurance agencies as well as major carriers, Al possesses deep expertise in commercial insurance and a proven ability to navigate complex market dynamics.
Known for his strategic foresight and innovative approach, Al excels at building strong, mutually beneficial relationships with brokers and carriers. His collaborative style creates “win-win-win” outcomes that deliver value across the board. His background in underwriting, distribution, and product development further strengthens his ability to support and empower broker partners.
Al plays a critical role in advancing Roosevelt Road Specialty’s West Coast growth strategy. His deep understanding of the regional market, strong negotiation skills, and commitment to excellence position him as a trusted resource for our distribution partners. He also leverages the strength of our limited distribution model and state-of-the-art underwriting platform to deliver competitive advantages to those he works with.

Phone

714-875-1116

Business Unit

Roosevelt Road Specialty

Chris Enderes

SVP-Property

Chris Enderes is Senior Vice President of Property at Roosevelt Road Specialty, where he plays an integral role in advancing the company’s specialized insurance offerings and operational excellence. With deep expertise in underwriting, broker relations, and operations, Chris brings both strategic insight and hands-on industry knowledge to his role.
Known for his collaborative leadership style and results-driven approach, Chris works closely with internal teams and external partners to deliver innovative insurance solutions tailored to evolving market needs. He is a strong advocate for building long-term relationships with brokers, clients, and carrier partners, ensuring a high level of service and responsiveness.
Prior to joining Roosevelt Road Specialty, Chris held key positions across the insurance sector, including Middle Market Property Executive Underwriter and Senior Package Underwriter.
Chris’s broad perspective and commitment to excellence contribute to the Roosevelt Road Specialty’s continued growth and reputation for quality.

Business Unit

Roosevelt Road Specialty

Kristin Thorne

SVP-Corporate Communications

Kristin Thorne is the Senior Vice President of Corporate Communications at Roosevelt Road Specialty. With over 20 years of experience in the media industry as an on-air investigative journalist, she most recently worked at WABC Channel 7 Eyewitness News.
Kristin's reporting has earned her five Emmy Awards and two regional Edward R. Murrow Awards. She holds a master's degree in broadcast journalism from Northwestern University and a bachelor's degree from Georgetown University.

Phone

317-296-5870

Business Unit

Roosevelt Road Specialty

Joe Boyd

VP-Underwriting

Joe Boyd serves as Vice President of Underwriting at Renaissance Specialty Insurance. With more than 20 years of experience in the commercial property and casualty insurance industry, Joe brings a well-rounded background that includes underwriting, claims, loss prevention, product management, compliance, and agency relations.
Over the past 15 years, Joe has worked with managing general agencies (MGAs), focusing on both admitted and non-admitted lines. For the last five years, he has specialized in underwriting for the amusement and entertainment industries, developing tailored solutions for these complex, high-exposure sectors.
Joe holds a bachelor’s in economics and a Master of Business Administration in finance from the University of Illinois. He also carries several professional designations, including Chartered Property Casualty Underwriter (CPCU), Associate in Risk Management (ARM), Associate In Claims (AIC), and Associate in Reinsurance (ARe), reflecting his deep commitment to industry expertise and professional excellence.

Phone

914-265-9510

Business Unit

Renaissance Specialty Insurance

Jennifer Pymm

Associate General Counsel-Casualty

Jennifer Pymm, Esq., is a highly accomplished legal professional with extensive experience in insurance litigation, claims management, and legal strategy. She currently serves as Associate General Counsel at Tradesman Program Managers, where she leads the company’s claims operations with a focus on achieving strategic, results-driven outcomes.
In her role, Jennifer oversees a diverse team of attorneys and senior claims executives, guiding the management of all claims and litigation activities, including those handled by Gallagher Bassett, Tradesman’s third-party administrator (TPA). She works closely with defense counsel and leverages her combined legal and claims expertise to ensure efficient and effective resolution of matters. Jennifer also maintains strong relationships with brokers, providing regular claim updates and facilitating collaborative claim reviews.
Prior to joining Tradesman, Jennifer had more than 13 years of experience in private practice in New York, as well as tenure with two major insurance carriers. She held strategic leadership roles, including Senior Vice President of Claims and Senior Litigation Manager. Her background included supervising claims at the TPA level, giving her a comprehensive understanding of the full claims lifecycle from multiple industry perspectives
Jennifer is deeply committed to fostering a collaborative, high-performing environment at Tradesman, and has been a key part of the company’s significant growth over the past three years.
She is admitted to practice law in New York and is also admitted to the Southern, Eastern, and Northern Districts of New York, the Second Circuit Court of Appeals, and the United States Supreme Court - reflecting her broad legal authority and expertise.

Phone

332-345-3716

Business Unit

TPM, RISE & RSI

Jocelyn Kelly

Associate General Counsel-Casualty

Jocelyn brings a comprehensive understanding of insurance coverage law, regulatory compliance, and New York State Labor Law litigation. Her unique experience representing both plaintiffs and defendants gives her a well-rounded perspective in managing coverage issues and legal risk. She remains committed to ongoing professional development and stays at the forefront of evolving legal trends, case law, and industry regulations.
Admitted to practice law in the State of New York and the Southern District of New York federal court, Jocelyn has developed a reputation for her thorough legal analysis and strategic approach to complex insurance matters. In addition to her role at Tradesman, she serves as General Counsel for Roosevelt Road Re, contributing her legal insight to broader organizational initiatives.
Jocelyn earned her Juris Doctor from New York Law School and is an active member of the New York City Bar Association, where she contributes to both the Insurance Law and Animal Law Committees.

Phone

(914) 474‑9732

Business Unit

Roosevelt Road Specialty

Jim Kilduff

Director of Reinsurance and Business Development

Jim Kilduff is the Director of Reinsurance and Business Development at Roosevelt Road Specialty where he brings more than four decades of experience in the insurance industry with a strong focus on program development, underwriting strategy, and carrier relations. Known for his deep market knowledge and collaborative approach, Jim plays a critical role in driving growth and success of Roosevelt Road Specialty's insurance offerings.Throughout his career, Jim has built a reputation for developing innovative, client-focused solutions tailored to niche industries and emerging risks. His ability to align underwriting performance with strategic goals has earned him the trust of brokers, MGAs, and carrier partners alike. At Roosevelt Road Specialty, Jim is instrumental in structuring and managing programs that deliver both profitability and long-term value to insureds.Jim's leadership is grounded in integrity, responsiveness, and a genuine commitment to build strong, sustainable partnerships across all areas of the insurance value chain. His experience spans both the retail and program sides of the business, giving him a comprehensive perspective that informs every aspect of his work.As Roosevelt Road Specialty continues to grow, Jim remains focused on delivering underwriting excellence, operational efficiency, and outstanding service to clients around the globe.

Phone

682-712-6205

Business Unit

Roosevelt Road Specialty

Lily Hickey

Director of Claims

Lily Hickey serves as the Director of Claims for Roosevelt Road Specialty’s RISE and Renaissance programs, where she leads the claims operations with a focus on delivering timely, fair, and policy-compliant outcomes. A licensed independent adjuster with the Associate in Risk Management (ARM) designation, Lily brings a strong technical background and a collaborative, client-centered approach to her work.
With a deep understanding of both the habitational and sports & leisure insurance sectors, Lily provides strategic oversight and hands-on leadership across the companies' claims portfolios. She manages a dedicated team, working closely with adjusters, legal partners, and internal departments to ensure efficient resolution, policy adherence, and clear communication with all stakeholders. Her leadership prioritizes transparency, responsiveness, and alignment between claims handling and overall client satisfaction.
Lily is known for navigating complex claims with precision and professionalism, always keeping the insured’s experience at the forefront. Her guidance continues to reinforce RISE and Renaissance’s shared reputation for reliability, integrity, and excellence in claims service.

Phone

914-267-0473

Business Unit

RISE Habitational & Renaissance Specialty Insurance

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