At the Millionaire's Club's headquarters, Patti reviews DVDs of her two new clients, Jeff and Julien. Patti pegs Jeff as a "wannabe" aging rocker, while Julien seems to be quite the catch. A face-to-face meeting with each guy will help Patti diagnose the real problem they are having in finding true love. At Jeff's house, Patti is pleased to discover that Jeff is a sincere guy looking for love underneath his hard rocker exterior. Patti promises to find a true love for her "diamond in the rough" millionaire, but he'll have to agree to a makeover to update his appearance before she'll send him on any dates. As Patti drives up to Julien's house, she is shocked to learn that although he is a millionaire, Julien has chosen to live in a "chateau ghetto" with two of his college roommates. Julien is attractive, wealthy and a nice guy, but Patti is brutally honest when she tells him that no woman will ever take him seriously "living in a dump like this." Julien is open to Patti's suggestions. Before meeting any potential matches, Jeff must undergo a mini-makeover from Jen, one of Patti's stylists. Patti and Jen rip apart Jeff's closet and convince him to lose the studded jeans and try a slightly more modest look. Jeff reluctantly agrees and even promises to shave the "landing strip" on his chin. A gorgeous Japanese restaurant in the Hollywood Hills is the location for a high-end mixer where Jeff and Julien get to mingle with a handpicked pool of women. In his new attire Jeff seems perfectly at ease, and it doesn't take long for him to make a connection. Julien, on the other hand, shows Patti one of the other reasons he has had trouble in the love arena - he is completely awkward around women and never seems to say the right thing. Patti calls in Dr. Shannon Fox, a relationship expert, to meet with Julien to counsel him on his social awkwardness. In their meeting, Dr. Fox realizes Julien has a fear of going out of his comfort zone and encourages him to "try something new." He agrees to try and let go of his old habits. On his date at a quiet wine bistro, Julien is nervous, the conversation is minimal and his date looks uncomfortable. The only relaxed conversation Julien has is with the waiter...in French. Meanwhile, Jeff takes his date to a castle in northern California for an evening of wine tasting. She's thrilled to be in the company of such a fun-loving millionaire.