9. Sneaker Reseller

Everyone hates about 98% of them but the select few that do it responsibly and do it fairly, get a great deal of respect. There's still a grey area of right and wrong when it comes to reselling but either way some of these dudes with extreme patience and great connects are making a butt-load of cash off of flipping sneakers. And usually they end up with first dibs on new products that they might actually want to keep — retailers love loyalty, especially in the form of money.