Sneakerhead culture has expanded exponentially in the past five years effectively turning the secondary sneaker retail market into a billion-dollar industry. As the culture continues to grow, so too do the values of top-ticket items sold at New York City’s Flight Club, an institution that acts as the middleman in shoe resales. Known for its vast catalog of stock, it amasses its inventory by offering those looking to sell their kicks 80% of the current market value and then resells its acquisitions to the public. In celebration of 10 years in operation, Complex magazine worked with Flight Club to compile a list of the 10 most expensive sneaker sales for each year it has been in the sneaker-selling game. Whether you’re wise to the value of rare kicks or not, these price tags still have the potentiality to surprise.