If this guy actually lost his life savings playing "Tubs Of Fun," that's sad. And if the game was rigged, that's fraud! Also, I think that banana is offensive.
But I find it almost entirely impossible to believe this is actually a dude who carries this item around with him all the time, perched on top of a baby stroller. This comes from the local news in Boston, and it appears to be presented seriously, but it looks like a segment from a satirical news broadcast, no?
Either way, the lesson is clear: Your mother was right. If you spend almost $3000 playing Tubs Of Fun, you may wind up with only a banana with dreadlocks to show for it. Put that on your inspirational office poster.