Jess and Josh are best friends, housemates and 'twentysomething'. While their friends finish university degrees, climb the corporate ladder and settle down, Jess and Josh live for the weekend. When they find themselves unemployed, they decide it is time to become their own bosses.
Their entrepreneurial pursuits range from a hugely successful erotic house cleaning service, guided Melbourne tours that show twentysomething backpackers the city in a new light, an elite babysitters' agency for a very small 60% commission and even profiting from returning lost dogs for big rewards. Although Jess and Josh have every intention of succeeding, they somehow manage to self-destruct, always ending in chaos.
With Josh under added pressure from his older and more successful brother Nick, (Simon Russell), to join the family advertising business, Jess finds a welcome distraction in Billy (Hamish Blake), an on again/off again ex who has recently returned home from an overseas adventure. When there is no one else, there is always Abby, (Leah de Niese), the back up friend.