|In the fall of 2016, on Nathaniel Plimpton III's first day as the new co-owner of Whitefeather & Associates he called a staff meeting in the boardroom. He chastised the firm's star attorney Rebecca Bunch for arriving late and insisted she make her job her main priority. Nathaniel was unfazed when she quit since without her on payroll he could fire fewer employees. Rebecca took back her resignation and assured Nathaniel she could bring in revenue to avoid lay offs. He gave her until the end of the week and went to have lunch with Darryl at Home Base. When Darryl advised he tone down his management style Nathaniel informed him he was now the sole boss as he had bought additional shares of the firm from Darryl's ex-wife. Afterwards Nathaniel was told by Rebecca that she lined up a meeting with a potential client.
However, she was unable to secure a contract so Nathaniel proved he was serious about the deadline by firing George (♫ George's Turn ♫). Later, Nathaniel teased Rebecca at a restaurant where she was having dinner with her fiancée and his parents. The next day Nathaniel was about to fire several employees wheh he was interrupted by Rebecca and Paula. Having failed to get a client, Rebecca pleaded with Nathaniel in private to reconsider. When Nathaniel insulted both her and Josh, Rebecca assaulted him with a pen. As Nathan struggled with Rebecca the potential clients from the other day showed up. Despite witnessing the scene they hired the firm anyway and Nathaniel announced that everyone's job was safe for now ("When Do I Get to Spend Time With Josh?").
Sometime later, Nathaniel discovered a Treadmill desk in storage at the office and had it cleaned and installed in his office. As he excercised on the treadmill, he was interrupted by Darryl who made some inadvertent scatalogical references. Once Darryl left Rebecca showed up to tell him she was using her vacation days to take a trip back home to Scarsdale with Josh.