Sail250NYC, Inc., dba Sail4th 250 is organized as a non-profit entity under the laws of the State of New York. A board of trustees consisting of diversified professionals provides management.

Former executive of the City of New York, served under three New York mayors, most recently as Executive Director of the Mayor's Office of Citywide Event Coordination and Management, and operates her own consultancy.

U.S. Coast Guard veteran, served as executive director of Operation sail from 2004-2019, and director of operations for the U.S. Navy for the Port of New York.

U.S. Navy (CAPT-Ret.), long-time public relations executive, author and educator, worked in OpSail in 1986, 2000 and 2012, and serves on several non-profit boards. 

Experienced management consultant to the financial services industry and attorney, as well as a seasoned long-distance ocean sailor and racer.  

Orlando served as Vice President and Director of Communications for Goldman Sachs in Japan from 2000-2006 and later as President of Ogilvy Public Relations Worldwide Japan from 2006-2011, where he focused on social media strategies and reputation management for Fortune 500 brands. At Ithaca Street Partners, he collaborates with CEOs and organizations to enhance their communications efforts. He is a former President of the ALPFA New York Chapter and has completed 8 triathlons. Orlando currently resides in Harlem, NYC.

Founder and chairman emeritus, Doughboy Foundation; former executive director of the United States Navy World War I Centennial Commission; 30-year U.S. Navy public affairs officer.

President of the Sandy Hook Pilots Association, a pioneer in New York's maritime community, a supporter of the New York Harbor School, serves on the board of the Billion Oyster Project.

Chairman and CEO of Fisher House Foundation; partner of Fisher Brothers; co-chairman of the Board of Trustees of the Intrepid Sea, Air and Space Museum.

Valerie Jacob focuses her legal practice on capital raising, including both debt and equity in the public and private markets, mergers and acquisitions, joint ventures, and other business transactions. She also counsels corporations and special committees on corporate governance, securities regulation, and investigations. She is a member of The Committee of 200 (C200), an invitation-only membership organization of the world’s most successful women business leaders. 

Co-Founder and CEO of Button, the mobile commerce technology company powering over $1 billion in monthly commerce through its platform.  Button has raised more than $150 million in funding and has been recognized as a "Best Place to Work” every year since its founding, a testament to his leadership and the vibrant culture he’s built. Has previously founded multiple companies and prior to Button sold a software company to Rakuten, one of Japan’s largest internet companies. He serves as Vice Chairman of the Board at the Billion Oyster Project, a nonprofit working to restore New York Harbor’s ecosystem.  Jaconi also leads the revitalization of Brooklyn Bridge Marina (formerly ONE°15). 

Partner of the New York law firm of Wrobel Markham LLP, whose diverse legal practice focuses on bridging the corporate and litigation worlds.

Former president of the New Jersey Sandy Hook Pilots Association, a principal operator of tugboats in New York Harbor.

Financial services executive with wide-ranging investment management oversight and institutional sales and client services experience.

Norfolk-based executive, founded and served as CEO of Norfolk FestEvents, the largest continuing waterfront festival on the east coast, and played a lead role in planning and executing OpSail 2000 and 2012.

President of the Intrepid Fallen Heroes Fund, a national non-profit serving America’s military personnel, and Executive Vice President of the Intrepid Museum, a historic and educational institution centered on the aircraft carrier Intrepid.

President and CEO of South Street Seaport, New York's premier attraction for mariners and the age of sail. He is a lifelong sailor, marine educator, expert in historic ships, and all-around lover of maritime history and culture.

Deputy Chief of Staff for Economic Growth for the State of New Jersey.

Executive director of the Port Authority of New York & New Jersey.

Past President and executive director of the National Maritime Historical Society, a not-for-profit organization of 8,000 members dedicated to preserving America's historic ships and promoting the story of how America's maritime heritage has shaped the country's culture and influences its future.

President & Owner, Gramercy Partners LLC.

CEO, Barton & Gray

Global Head of Financial Services, ZRG

Fleet Miami, Fleet Captain

President, Intrepid Shipping

CINCLANTFLT 1994-1996

Hudson River Park Advisory Council

Chairman Emeritus Fragomen LLC

Haebler Capital

Chairman Operation Sail

Barton & Gray

President & CEO, Constellation Management Corp.

Vice Commodore, New York Yacht Club

Managing Director of GH Partners LLC

International Sailing Federation, Sailor, author, TV commentator

Wall Street business executive

New York State Historian

Attorneys-at-Law, P.C.

Juniperus Capital Holding Ltd., 65th Commodore of New York Yacht Club

McAllister Towing & Transportation

Quest Media

Sterling Investment Partners

Chairman, Port Imperial Ferry Corp.

Royce Investment Partners

CEO Saul Urban

Scarano Boat Building

CEO of Blackstone

Deputy Commander, USGC Sector New York

President, Sailing Foundation of New York

Philanthropist and Civic Activist

National History Day, Travel Channel TV host