In fairness, I don't think he was ever gambling with his entire bankroll. It would have been interesting to hear more about why the web design business didn't work out. This article did get me interested in "21". Maybe I should look into "Bringing Down the House" first, though. It definitely doesn't sound like a particularly glamorous life, but it does seem interesting in its own way. It doesn't sound like the AP in the article is entirely tired of the hustle and grind. I expect there are still certain thrills to it, even if there isn't much glamour. Yeah, medium calls itself a "social journalism" platform. Essentially anyone can post articles and share them. You can follow authors you like etc. A bit like what NewsVine tried (and failed) to be. To be honest there's a lot of noise, and I don't really have the patience for it, so I only visit it when I'm linked to it by someone.