Daniel Negreanu is a 37-year-old World Class professional poker player who is done gambling with love. But Patti sends him to astrologer Christopher Renstrom, and soon Daniel has his confidence back. If he plays his cards right this time, he might even find love. Patti's second millionaire is divorced, 40-year-old, family money heir Brian Holloway II. He's a total Mama's boy who brings his very English mama with him to meet Patti.

Steve Lobel, a Jewish hip-hop manager from Queens who’s worked with everyone from Run DMC to Tupac. Steve looks and acts like a tough guy, but inside he’s soft like a teddy bear and wants to find his soulmate, settle down, and have kids. Can the right woman get past the Queens exterior and see the gentleman inside? Patti goes toe-to-toe with her second millionaire, divorced, 40-year-old plastic surgeon Dr. Alex Simpolous. Patti is horrified that he might be looking for perfection, as he was more than willing to make "surgical enhancements" to his last ex-wife.

Patti has a Jim and a Jimmy, and their names aren't the only thing they have in common. First up is Jim Schramm, a 44-year-old entrepreneur from Beverly Hills who's newly divorced and tends to show off his money, which can attract the wrong kind of girls. Will Patti lead him to a girl that's not digging for gold? Patti has her work cut out for her with Jimmy Grdina, a 52-year-old divorcee from Scottsdale, AZ who is a perfectionist. Everything in his life is perfect, from the placement of the cans in his fridge, to the impeccable looks of his women.

Patti's task is to set up Irv, actress Denise Richard's dad, whose wife passed away from cancer five years ago. Irv feels he’s finally ready to date again, but can Patti find the right woman for the 62-year-old who's looking for love again? Patti’s second client is an attractive, young millionaire, Stephanie Costa, who has a squeaky voice and an unlikely career as a retirement-home magnate. She just turned 30 and is ready for a serious man, but is used to dating jobless losers with no ambition. Patti's job is to teach Stephanie how to fend off the losers and be on the lookout for a winner she could end up with for life.

Angela Lutin is a hard-headed 37-year-old divorced mother. When Patti learns her best friend is Angela’s ex-husband, Greg, Patti flies him out to help Patti pick out the right guy for her. Can Patti find a guy strong enough to handle Angela’s domineering personality? Shonda, Patti’s second client, is a strong, 41-year-old African American woman who was cheated on by her last serious boyfriend. Shonda is also attracted to strong personalities and her celebrity crush is Donald Trump! Patti takes this wounded bird under her wing and shows her that she doesn't have to look for the strong business type to find an attractive man with heart.

Matt Riviera is 28, owns a sand and gravel company, but is probably best known in his Arkansas hometown for not only being a fan of Professional Wrestling, but for actually doing it! Patti, however, immediately recognizes that the wild child is a front for a real Southern Gentleman with a good heart. Aimee Elizabeth is a self-made millionaire and dance enthusiast who has done everything from buying and selling real-estate to penning a bestselling book, but has had less success with love. Patti realizes Aimee’s problems stem from control issues.