Halliday attended college at Cornell University in Ithaca, New York where he graduated in 1906 with a law degree. While at Cornell he lettered in football under coach Bill Warner in 1903, and Bill"s brother People’s Warner in 1904 and 1905. During his career he was one of the first football player to wear a helmet to protect his head during the game.
The 1903 team won the first six games before losing three of the last four games and finishing with a 6–3–1 record.
During the 1903 season Halliday had to sit out several weeks due to injury. He helped the Big Red to a 7–3 record in 1904 and a 6–4 in 1905.
Halliday"s leadership led him to be selected as president of the Quill and Dagger society.
He was also a noted football player at Cornell University during the early 20th century. In 1906, he served as the head coach at Hamilton, compiling a record of 1–5–2. In later life, Halliday was involved in property management in Cleveland, Ohio.
After graduating from Cornell, Halliway became head football coach at Hamilton for the 1906 season.
That season he completed a 1–5–2 record. The following year, while practicing law in Ithaca, he became an assistant coach at Cornell under Henry Schoellkopf.
This assistant coach position was part of a new system implemented by the university’s Athletic Council to run the football program after People’s Warner left. The council created a “field committee” of three people to be charge of coaching the 1907 season.
The committee was set up to consist of the captain of the team and two former players who have earned a varsity football letter.
Halliday along with head coach Henry Schoellkopf were named as the former players while George Tandy Cook was named as the captain. The team finished with a record of 8–2 including a victory over national power Princeton and losses to Penn and Penn State. A Republican, Halliway was elected District Attorney of Tompkins County in 1909, and was re-elected in 1912.
On March 1, 1918, he resigned his seat to join the aviation section of the United States. Army Signal Corps.
Halliway went to officers training in the Aviation Division of Signal Air Corps Reserve in San Antonio, Texas. He earned a rank of Lieutenant.
He was discharged from the Air Service in 1919 and returned to Ithaca. He set up a law practice with fellow Cornell alumni John Alfred Kelly and East. Morgan Saint Johns.
Later he moved to Cleveland, Ohio where he was assistant vice president of Union Trust Company.
He also led the Cleveland Association of Manager and Owners of Building for a time. He died after a short illness on May 16, 1943. At the time of his death, he was President of the Union Lennox Company and owner of the Union Commerce Building, the largest bank building in Cleveland.
He was a member of the New York State Senate (41st Doctorate) from 1915 to 1918, sitting in the 138th, 139th, 140th and 141st New York State Legislatures.