Read this last week, definitely an interesting perspective.
First of all, I think his reasoning for not buying real estate in the GTA is fairly sound. However, he seems to be using it as a justification for his lifestyle, which is a stretch.
As for living with his parents, that could very well be a cultural thing and it doesn't make him a moocher. He did say that his parents are immigrants from the Middle East so we don't know exactly what their cultural norms are so I think we should withhold some judgement there.
Expensive booze is simply a hobby. Like with many things, you have to pay to get high quality stuff. I don't think it's a big deal. After all, a lot of people here partake in a very expensive hobby themselves.