Katherine Wentworth is struggling. Her company, Closet Connections, is underperforming largely due to her inexperience; and her personal life is a series of meaningless hookups and missing out on her best friend’s needs. Now Closet Connections success is dependent on her ability to navigate the financial strains of a series of recent losses; and that, combined with the shame of not being there for her best friend, has her ready to buckle down and get serious. Which means asking for help from Jess Masterson, the overbearing financial leader at Apex Investing who makes it clear she is not up to the task; and is also her own personal source of a few late night fantasies. Swallowing her pride she reaches out to him for help, but does she have what it takes to handle Jess Masterson’s personal version of ‘help’?