S1, E1: Don is desperate to arrive at tonight's Small Business Awards in a new prestige vehicle to impress his girlfriend, Bridget. Following a financial set back Don works to quickly increase sales. Sam, his daughter, lends her youthful, entrepreneurial skills to help raise cash via her social media endorsement business. Ray could solve Don's financial crisis by selling a Don's Dirty Dog Wash franchise but will only do so on the condition that Don hires Ray's transitioning son as the WWBG graphic designer.