Based on her eclectic collections and the daring, vampy outfit she wore to last week's CFDA Awards, you wouldn't necessarily take Jen Kao for an avid sports fan. But her latest Resort lineup is a game changer, starting from the ground up. Kao has been courting Nike for the past few months and collaborated with the footwear behemoth on a new capsule of graffiti-sprayed gladiator sandals with bungee cord laces—ideal kicks for sidewalk sprints between appointments during the warmer months. The clothes, meanwhile, specifically referenced mountaineering. Holding up a tiered silk maxi skirt featuring this season's digital print, Kao pointed out the tiny climbers scaling a craggy summit. On a less literal but more wearable note, there was a cool ripstop anorak here as well as distressed jeans accessorized with rucksack bags and carabiner-inspired pieces. Kao is headed to London next month with her entire family for the Olympics, and given these thoughtful designs, we're happy to see her embracing her inner athletic side.