[2] Upon his hiring, the school yearbook, The Kentuckian, wrote, "Previous to the year 1906, State had secured foot ball coaches from the North, South, East, and West ...

When the authorities began the task of selecting a man to train the squad of '06, they felt that among the alumni we had warriors just as capable as those sent forth from the great gridirons of the North and East.

"[5] Before the 1906 season, the Lexington Herald feared that financial difficulties would prevent Kentucky and Transylvania University, its traditional Thanksgiving Day intrastate rival, from fielding football teams.

[2] In his first season, Guyn arranged to play Centre College in Lexington on Thanksgiving, a game which the Herald wrote would be a de facto state championship and "swell the athletic association's treasury.

[2] Before the 1908 season, Kentucky lacked funds to equip several players, so the athletic association scheduled a game with Michigan in Ann Arbor in a bid to generate revenue.

[2] The program did succeed in rescheduling Centre on Thanksgiving, and newly constructed stands and luxury boxes at Stoll Field seated the largest crowd in city history.