An accountant went looking for better jeans and ended up building Mugsy. The telling part is what he did after people agreed to buy them: he went back to the drawing board.

The engineer-turned-marketer built Stantt around an elegant sizing algorithm. The harder invention was a business willing to follow customers from a screen to a fitting room - and back again.

A childhood camp, an in-seat ordering startup and a briefcase full of fabric swatches all led to Rhone. A useful lesson from Nate Checketts lives beyond the clothing: small irritations can become durable systems.