Daley started his CFL coaching career as the special teams coordinator for the Ottawa Rough Riders in 1991. In 1993 he moved from ST co-ordinator to DL coach. He quit during the season over management's insistence to play former NFL start Dexter Manley at DE over Lybrant Robinson. In 1994 he was hired by Saskatchewan to coach the linebackers and was promoted to defensive coordinator in 1995. In 1996, he was named the team's head coach. He served as the team's head coach from 1996 to 1998, where he finished with a losing record in each of his three seasons as coach, but was able to lead the team to the 1997 Grey Cup game, where they lost to the Toronto Argonauts 47–23.[2]
In 2004, Daley joined the Winnipeg Blue Bombers as the team's special teams coordinator and defensive line coach. He became interim head coach after Dave Ritchie was fired part way through the 2004 season. He finished the season with a 5–6 record, but the team missed the playoffs. He was named the full-time head coach for the 2005 season, but was dismissed at the end of the year as the team finished in last place in the Western Conference.[4]
In 2007, Daley was hired by the CFL as a league official to work as senior director of officiating development.[5] In 2009, Daley was hired by the Edmonton Eskimos as the team's defensive coordinator and defensive line coach.[6] Shortly following the 2009 season on December 9, 2009, Daley later resigned from his position.[7]
On February 18, 2010, it was announced that Daley had re-joined the Saskatchewan Roughriders, this time as their special teams coordinator.[8] He coached in the 98th Grey Cup, but the team lost to the Montreal Alouettes. It was announced on January 14, 2011, that his contract would not be renewed by the Roughriders.[9]
On February 3, 2012, it was announced that Daley had joined the Hamilton Tiger-Cats' coaching staff as their special teams coordinator.[10]
Daley became the special teams coordinator of the Toronto Argonauts for the 2014 season.[11] In January 2015, he had to turn down an offer to return for the 2015 season as Toronto's special teams coordinator for personal and health reasons.[12]
On June 5, 2015, the St. Francis Xavier X-Men announced that Daley was going to join the team's coaching staff as their special teams coordinator for the 2015 season.[13] 2024 marked his ninth season in this position.