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Wanamaker lady millinery expert and her trunks of samples from Palm Beach to Havana, Cuba for a fashion show. On December 31st he competed for the 1919 Curtiss Marine Trophy by flying a 3-passenger Curtiss flying boat [[strikethrough]] repeated [[/strikethrough]] on a series of round-trips [[strikethrough]] course [[/strikethrough]] between Palm Beach and Miami, covering 670 miles [[strikethrough]] in a [[/strikethrough]] 

At that time they were advertising "Instruction and Passenger work, Charter Flights, and Agents for Curtiss Products" and were rapidly building up a good business flying resort passengers from Palm Beach to Nassau, Bimini, Bahamas, Key West, and Havana, Cuba. [[strikethrough]] which [[/strikethrough]] This was probably the first scheduled and advertised air line flying passengers from the United States to any foreign port.  Trans-Oceanic had hangars and shops at Palm Beach and [[strikethrough]] ran flights [[/strikethrough]] flew on a regular schedule, with Early Birds George Page, Jr. and Clifford Webster also piloting for the firm.

In mid-February, 1920 McCulloch had a [[strikethrough]] late day [[/strikethrough]] forced landing 30 miles at sea while returning with a party of five from the Bahamas. He was flying a Navy type HS2-L flying boat with single Liberty engine. [[strikethrough]] and  [[/strikethrough]] It was necessary to sit out the night afloat. The next morning he was able to resume and flew into Vero Beach. [[strikethrough]] Operations [[/strikethrough]] Trans-Oceanic returned to Port Washington, Long Island in the spring and in May [[strikethrough]] he [[/strikethrough]] McCullogh flew parties from Port Washington to Atlantic City, New Jersey to attend the Third Annual Pan-American Aeronautic Congress. In June he carried parties to view the yacht races from the air while an Evening News reporter who was aboard radioed his comments[[strikethrough]]aries[[/strikethrough]] direct to the News office in New York.

In January, 1921 McCulloch looped a Curtiss Seagull flying boat at Palm Beach before a large crowd, the first time this had ever been done. During 1921 he did some test flying for aircraft firms and on August 16th broke the world 3-passenger flying boat altitude record flying the new Liberty-[[strikethrough]] powered [[/strikethrough]] engined Loening Flying Yacht to 19,500 feet at Port Washington, Long Island. His passengers were Grover Loening, Leroy Gruman and L. D'Orcy.

It is not known when McCulloch gave up flying, but apparently he continued to live in the New York area. He later [[strikethrough]] reportedly [[/strikethrough]] suffered a hunting accident in Canada and [[strikethrough]] badly damaged [[/strikethrough]] one arm was badly injured. Following a long illness he passed away in a New York hospital on September 20th, 1955 at age 64, survived by his wife, three daughters, a son and a brother.

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