Liam decides to open his own custom surfboard shop for women, but things get complicated when he becomes romantically involved with his first investor; a wealthy young woman named Sydney who is married. Meanwhile, Naomi tries to convince Mark to stay in Los Angeles after he receives an offer to be head chef at a restaurant in New York, while Annie feels that Naomi is tying Mark down and plots a scheme to make him leave after learning that Mark has a meeting of minds with Adrianna. Elsewhere, Dixon convinces Silver to direct Michaela's first music video before she gets pregnant but they learn that the scheduling date for the video is on the day of Michaela's insemination appointment. Also, Navid tries to land a prestigious marketing job by trying to impress his uptight would-be employer, Brock Page.