Episode Details

260 AFL games. Two new careers. One very clear sense of what comes next.

Brad Ebert spent the better part of two decades at the elite end of Australian football West Coast, Port Adelaide, 260 games. What he's built since says as much about his character as anything that happened on the field. Hey Diddle Wines started as a pipe dream with a Port Adelaide teammate. Phillips Coaching is where his purpose in the athlete transition space really comes alive. Together, they paint a picture of someone who made the most of football and was equally ready for what came after which, it turns out, is a far less common combination than it should be.

IN THIS EPISODE

The origin of Hey Diddle Wines pipe dreamer conversations, a winemaker from Rockford, and the decision to build something real rather than just lend a name to it The humility of moving to Melbourne and realising nobody knows or cares who plays for Port Adelaide and why that was exactly the grounding he needed Why footballers are better equipped for business than they think but need to slow down for collaboration His uncle's advice: 'Remember the ones on the way up they're the first ones you meet on the way down' Phillips Coaching's work across the full athlete journey from school-age development to the entrepreneurial mindset course for players stepping out of sport The motivation shift: from self-focused to genuinely wanting to give back including making space for his wife's career after 15 years of following his