And two of those players, Roy Krishna and Andy Pitman, experienced contrasting afternoons as they each called time on poignant aspects of their respective careers.
Krishna - bound for Auckland City FC made his final appearance as a Waitakere City player - while Pitman, who won the Jack Batty Memorial Trophy, called time on his senior career altogether with the best possible send off.
Cashmere Technical took an early lead when Danny Boys scored from the penalty spot after just five minutes.
All Whites midfielder Jake Butler levelled the scores on 16 minutes before old stager Stu Kelly restored the home side's advantage eight minutes later.
Dan Ede completed a day of joy for Cashmere Technical with a lobbed finish four minutes into time added on.
Defeat for Waitakere City signalled a second ASB Chatham Cup final heartache for their coach Colin Tuaa who also saw his Palmerston North Marist side beaten in the 2004 final.
Tuaa, a former coach of both Auckland City FC and YoungHeart Manawatu, also took Palmerston North Marist to a semi-final appearance.
Cashmere Technical coach John Brown enjoys his first domestic cup victory.