Career
Originally from Thorpdale, Victoria, he was drafted in the first round of the 2002 American Federation of Labor-Congress Draft from the Gippsland Power in the TAC Cup. In June 2008, after playing 26 games in a season and a half, he underwent back surgery to repair a prolapsed disc, missing the rest of the year. He returned the following season to have one of his best seasons, earning 10 votes to be the equal leader for Essendon and finishing fifth in the club"s best and fairest award.
In round 4, 2011 Winderlich suffered a serious Anterior Cruciate Ligament injury which ended his season.
In August 2014, Winderlich announced he would retire at seasons end, however, after the end of the Essendon"s finals campaign, it was publicly revealed that he was contemplating playing on. Reported he had chosen to continue his career at Richmond, Winderlich announced in October that he would be staying with Essendon to continue his career.
He managed only one match for 2015 due to a back injury, and announced his retirement in September.