Jane Austen's Emma Woodhouse, re-imagined as a bold, smart, idealistic, and audacious young entrepreneur with an expertise in life coaching and matchmaking, decides to start documenting her "greatness" for future achievements. Emma partners up with lifelong friend Alex Knightley, whose straight, logical, business mind clashes against Emma constantly, yet is exactly what she needs.
A documentary crew is brought in by Harriet's suggestion in the hopes of bringing Emma out of her funk after failing a matchmaking client.
Alex encourages Emma to take on Richard Collins as a client in order to be able to move on from her last client.
Bobby and Harriet try their best at the office despite their recent breakup. Emma reminds herself not to meddle, while Alex reassures her that things will work out.
Mr. Collins wants Emma to help him find his true purpose.
Emma suggests a career change for Mr. Collins, much to his delight.
Wine-tasting Night doesn't go particularly well for anyone.
Emma and Alex reflect on their actions that led to the events of the Wine-tasting Night disaster.
Not wanting to leave the company (or Emma and Alex), Harriet and Bobby try to talk things out so they can still work together.
