He served as the head football coach at McDaniel College from 2016 to 2018, compiling a record of 9–21.
Dailey was a head coach in the Arena Football League for the Albany Firebirds and the Colorado Crush.
During his time in the Arena Football League, he won two ArenaBowls and was named AFL Coach of the Year in 1999.
Under his leadership, the Firebirds won ArenaBowl XIII in 1999, defeating the Orlando Predators led by Jay Gruden, former head coach of the Washington Redskins.
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