[2] En route to Athens, Greece for the 1906 Summer Olympics, he was one of a half-dozen athletes who were injured by an enormous wave that washed over the deck of the ship.

[3] On April 24, 1909, at the Military Games, Hillman and his friend Lawson Robertson set a record that has never been equaled, running the 100 yards (91 m) three-legged race in 11.0 seconds.

Some of the track athletes who were hurdlers or runners, sports in which he excelled, that he developed at Dartmouth were Don Burnham '44 in the mile; Gus Braun '15, Monty Wells '28, and Jack Donovan '38, in the hurdles.

He also trained Mark Wright '13, C. E. Buck '13 and Laddy Myers '20 in the pole vault; Bud Whitney '15, Jack Shelburne '19, W. C. Beers '21, and Tony Geniawicz '37 in the shot.

[3][6] One of his most famous athletes was Canadian hurdler Earl Thomson, Dartmouth Class of 22, the winner of the gold medal in the 110 metres hurdles at the 1920 Summer Olympics.

In 1930, Hillman, along with Thomson and Harold Barron, was involved in the design of a new safer hurdle, with a view to reducing the danger of bad falls and injuries.

He wrote many articles on Track and Conditioning for newspapers and magazines that included The Boston Herald, The New York Times, The Athletic Journal, and The Scholastic Coach.