The defender spent five years with Glasgow Rangers but failed to build on his playing career after leaving Ibrox.
Ross made his debut for the Light Blues in 2000, and went on to make 78 appearances in the Scottish Premiership over the next five years at Ibrox.
His time with the Gers saw him help the side to two league titles - though they would also win the top flight in the campaign that saw him make his debut for the team - the Scottish Cup once and the League Cup on two occasions, including in 2005 when he scored the opening goal in the final as Alex McLeish's men romped to a 5-1 win.
The right-back would also earn international recognition during his time with Rangers, going on to make 12 appearances for Scotland with his last cap coming in 2003.
However, following his departure in 2005, he would only just accumulate a higher number of league appearances in the remaining years of his playing career as he went on to play for 10 different clubs - including the likes of Norwegian side Viking, Kocaelispor of Turkey and Beijing Guoan - before hanging up his boots in 2013.
And Ross - now in charge of Norwegian Third Division side Egersunds - explained that adjusting to life playing for clubs of a lesser standard was one of the main reasons that his career never hit the heights that it threatened to, and that feeling was compounded by the frustration when his proposed move to Upton Park fell through.
"Before you know it you are at Millwall with not so good coaches and not so good players. But my head was still telling me I was dealing with Jan Wouters and Ronald de Boer," he told The Scottish Sun.
"I wasn't very good at adjusting and that becomes a problem. I had been used to a certain standard, but people were not interested.
"It didn't help that I was so outspoken. There was also bitterness and resentment there, and that all came from my own mind set.
"I resented the fact Rangers pulled the plug at the last minute on my move to West Ham. I harboured all that resentment for years."