Bailey and Guerra were part of the AFL premiership side that defeated Fremantle in Saturday’s 2013 Toyota AFL Grand Final, while Osborne earned a premiership medal the week prior with a win in Hawthorn’s VFL affiliate side Box Hill Hawks.
While Bailey secured his first premiership last Saturday, the 2013 flag was Guerra’s second with the Hawks. Osborne and Guerra were teammates in Hawthorn’s 2008 premiership side.
Recruited to the Club in 2001, Osborne played 168 games and kicked 110 goals in a career spanning 13 years.
The small forward was a member of Hawthorn’s 2008 premiership side and awarded Life Membership in 2011.
Senior Coach Alastair Clarkson praised the 31 year old for his contribution to Hawthorn Football Club.
“‘Ossie’ has been an excellent servant of this footy club over a long period of time,” Clarkson said.
“He has shown terrific perseverance having been twice rookie listed before he eventually gained a place on the senior list. Then for him to temporarily step off our list at the end of last year to make room for a free agent recruit demonstrates ‘Ossie’s’ total commitment to this Club during his career.”
“He is highly respected and much-loved amongst our playing group, coaches and staff and his footy nous and sense of humour will be missed around the Club.”
"While ‘Ossie’ didn’t play a great deal of senior footy in the second half of this year, he made an important contribution to the Box Hill premiership side and continued to help develop and coach our younger players both on- and off-field,” he said.
Bailey finishes up with 43 games across eight years at the Club, having been beset by injury for a period of his career.
The ultimate team member and Club servant, the 2013 premiership is undoubtedly Bailey’s most prized playing honour.
Senior Coach Alastair Clarkson applauded Bailey’s attitude and commitment across his career.
“Max is undoubtedly one of the most loved and respected members of our Club and I’m sure all Board directors, staff, players, coaches, volunteers and supporters who have been lucky enough to have been a part of Max’s football journey will be sad to farewell him,” Clarkson said.
“An important member of our 2013 ruck division, Max has been an excellent servant for our Club on-field and showed this season what a skilled tap ruckman he is.”
“His attitude towards the setbacks he experienced and his resilience in tough times have showed what an outstanding leader and impressive young man he is.”
“Max can leave the game knowing that he did everything to get the most out of his body and he should be proud of his achievements, which includes a premiership medallion that is thoroughly deserved.”