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The first 1914 winter class was their largest, and by January 15th there were several Chinese, Japanese and Canadian students, one from Great Britain and a number of U.S. military and civilians. Among them were William Ocker and V. E. Clark, later to become renowned military officers, and Baxter Adams who became a well known civilian exhibition pilot. During this extremely busy period 605 training flights were made by mid-February. On February 25th Macaulay broke the American altitude record at North Island when he reached 12,140 feet during a 53 minute flight.

In late April a major part of the school operations moved back to Hammondsport, and Macaulay also went east at that time to operate a new Curtiss flying boat on Lake Ontario for W. A. Dean at Toronto, Canada. The first flying boat owned and operated in Canada, Dean called his new craft the [[strikethrough]] SUNFISH. [[/strikethrough]] "Sunfish." Macaulay started flying in about May 1st and on May 15th he flew from Toronto to Hamilton, carrying Lou Marsh on the "Toronto World." At Hamilton he carried several passengers, then on the return flight landed at Oakville where again he flew with passengers. Macaulay remained at Toronto for some time and on one flight carried a news photographer on an extended flight over the city, making the first serial photographs in Canada. Later that month Macaulay organized a passenger line for Dean on Toronto Bay, undoubtedly the first such venture in Canada. In early June he had a smashup at Beeton, Ontario, Canada while flying a Curtiss land plane at an exhibition there, and suffered a broken leg, arm and back injuries. This apparently ended his operations with Dean and evidently he did but little more flying that season.

In early 1915 the Curtiss Company established the Canadian Curtiss Company at Toronto, under the management of J. A. D. McCurdy, and started a flying school, the first in Canada, using Canadian-built JN type training planes. Macaulay joined this new venture [[strikethrough]] at once [[/strikethrough]] as an instructor and test pilot. During that Spring Great Britain became interested in the purchase of American

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