As a player Gary Owers appeared for Sunderland in the 1992 FA Cup final and in 2017 he will be looking to end Torquay United's wretched run in the competition against Aldershot Town.
Not since November 2011 have the Gulls tasted victory in the world's oldest knock out cup competition when they defeated Chesterfield 3-1 in the first round, which set up a meeting with Sheffield United in round two that United lost 3-2.
Since then defeats against Harrogate Town, Rochdale, Aldershot, Basingstoke Town and Woking have followed over the period of six years.
In fact the only goals that United scored in their fourth qualifying round tie and replay with Woking last season - which were scored by Luke Young and Sam Chaney in games that ended 1-1 and 2-1 - were the only times that the Gulls have found the target in that spell.
However it wasn't always like this for United - between 2005 and 2011 the Gulls reached the fourth round twice, the third round twice and the second round twice.
Notable results in this sequence included a goalless draw with Birmingham City - then of the Premier League - in the third round in the 2005-06 season and a 1-0 win over Blackpool - who were in the Championship at the time - at the same stage in the 2008-09 campaign.
This golden spell started with a first round replay win over Harrogate Town on penalties - which saw goalkeeper Andy Marriott net the winning spot-kick - and a similar stroke of luck could be enough change United's cup fortunes for the good this time around.
Saturday's tie on Aldershot will also have an extra significance for Owers and his assistant Martin Kuhl, as the pair have both held coaching positions with the Shots. Owers served as number two to Kevin Dillon in the 2009-10 season, which Aldershot reach the League Two Play-offs and Kuhl held the same position under current Shots boss Gary Waddock during Aldershot's Blue Square Premier title winning campaign of the 2007-08 campaign.
Footnote: Gary Owers was very nearly not the only current member of the Torquay United coaching team to appear in the 1992 FA Cup final. Martin Kuhl's Portsmouth led Liverpool 1-0 through a goal from Darren Anderton with four minutes left in extra time before Ronnie Whelan equalised for the Reds. Pompey then lost the replay 3-1 on penalties after drawing 0-0 in normal time, with Kuhl missing one of Pompey's four spot-kicks