Vail Horton, the co-founder and CEO of Keen Mobility, likes to glide along the hallway of his headquarters in Portland, Oregon, on his wooden skateboard, checking in with employees who might need an extra jolt of encouragement or a laugh with their morning coffee.

Vail Horton, the co-founder and CEO of Keen Mobility, likes to glide along the hallway of his headquarters in Portland, Oregon, on his wooden skateboard, checking in with employees who might need an extra jolt of encouragement or a laugh with their morning coffee.