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Wanamaker lady millinery expert and her trunks of samples from Palm Beach to Havana, Cuba for a fashion show. On October 31st he competed for the 1919 Curtiss Marine Trophy by flying a on a series of 3-passenger Curtiss flying boats [[strikethrough]] respected [[/strikethrough]] round-trips [[strikethrough]] courses [[/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, the 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 has a [[strikethrough]] late day [[/strikethrough]] forced landing 30 miles at sea while returning with a party of five Bahamas. He was flying a Navy type HS2-L flying boat with a 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]] McCulloch 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 Seagull Curtiss 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 passes away in a New York hospital on September 20 [[strikethrough]] th [[/strikethrough]], 1955 at age 64, survived by his wife, three daughters, a son and a brother.