Tim Cook: Nike Roshe 2 Flyknit

Apple CEO Cook is the lead independent director of Nike's board, so it makes sense he'd choose Nike kicks.

"For Nike, the Roshe run has performed really well over the years," the team at Flight Club says. "It was first spotted overseas in Asia and then it hit the States in 2012. We have witnessed Roshe Run sell by the hundreds in the secondary market ranging from $109 to $300, depending [on] popularity. The demand for this model and return upon investment are undeniable."

Flight Club added that the most popular colors for Roshe Runs are Triple Red, Calypso, GPX Tiger Camo Pack, Yeezy, Rainbow, and Santa Monica Pier.

Price: $130 originally, down to $104.97