When the game came round McCaldon had picked up an injury and Livingston were trying to sign a senior goalkeeper on emergency cover because Javier Sánchez Broto was cup-tied, Neil Alexander was injured and David McEwan was not deemed ready for first team football.
[2] However Livi were unable to sign anyone so McCaldon was forced to play with his injury, and they ended up losing 3-0 to Hibernian.
[3] From 2018 to 2020, McCaldon was the head goalkeeping coach for Washington Spirit in the National Women's Soccer League.
While there he was named 2020 Coach of the Year and marshaled goalkeeper Aubrey Bledsoe to train with the United States Women's National Team.
McCaldon was the head goalkeeping coach for the Scottish Women's National A Squad, where he traveled extensively, including 77 international games in Europe, the United States, and Brazil.