A Westie is a bogan from the outer Western suburbs which are far from the hipster delights of the inner west, the gentrified grooviness of the eastern suburbs, or the entitled arseholery of the north shore (etc etc - there are more tribes than this in Sydney). We actually moved around quite a lot when I was a kid, but I spent my teenage years in a Housing Commission flat ( pubic housing apartment) in a shit hole suburb called Ermington. I was brought up by my widowed mother - with an older brother - and we were pretty poor. My mum had little education but she was smart and always reading and so my brother and I did to. My brother went to Uni to study architecture and so I went to Uni too, and - long story (and it is a long story) short - eventually ended up as a doctor, thank you Saint Gough for the window of free Uni education.
So, in summary, the guy in the photo is what I am not, but what I came from.