Over 400 appearances with Sheffield United between 2000 and 2012 gives him credibility in coaching and man-management. 

Montgomery moved to the A-League to play for the coastal club at the end of 2012 and went on to make 116 appearances for the yellow and blue, including winning an A-League Championship in 2013. 

The Yorkshire-born Scot oversees the A-League club's youth operations and is assistant for the senior A-League team, giving Montgomery a pivotal role in the transition from youth to senior football for young Aussies. 

Montgomery for Sheffield chasing Andy Keogh of Wolves

The Sheffield great says from what he’s seen, A-League clubs need to invest in youth academies.

“Not one A-League club has a full-time academy. Whereas you go to poorer countries and they have full-time programs,” he says.

“The system here doesn’t create that mentality of ‘the best survive’.

"Having said that, I’ve seen some kids here who have that desire and desperation to make it."

One such player could be African-born striker Alou Kuol, who has caught the eye at the club and has already played in the senior A-League side after being spotted in Victorian country football. 

Montgomery is taking the best from a couple of top coaches he’s worked under – Neil Warnock, and current Australian national team coach Graham Arnold. 

“I learned from one of the best man managers in the game in Neil Warnock at Sheffield United.

CLICK HERE FOR THE OFFICIAL SHEFFIELD UNITED SITE

"He was a little bit crazy but his management style got the best out of players and he won promotions numerous times to the Premier League.

“To have worked under coaches like Warnock, then come over here [to Australia's A-League] and worked under possibly one of the best in Graham Arnold, I’ve been lucky to have worked with good people with different characters. 

“As a coach, what defines you is taking the good stuff from the people you worked with and sticking true to your own beliefs and principles." 

Monty and his young family have remained on the Central Coast since his playing retirement in 2016. 

Keogh and Montgomery meet again in the A-League

The Sheffield United great is now an Aussie having received his citizenship, though his accent remains as Yorkshire as the Dales (despite his youth caps for Scotland). 

The former Leeds lad is finishing his UEFA Pro licence in Ireland with another coach on the rise in former Leicester City defender Paddy Kisnorbo (though it has been put on hold due to the COVID-19 crisis). 

“Nothing can prepare you for that transition from playing full-time to coaching," he notes. 

"But I was always passionate about coaching as a player and I began preparing for life as a coach while I was playing.

“For me, a lot of players fall because they haven’t had that guidance a real man-manager can do to push them and make them really improve."