Patti enlists the help of her friend, TV’s Carson Kressley, to match obnoxious Ian and NFL player Jeff Ogden. Thirty-three year-old Ian Bernardo is an art dealer and a spoiled trust fund brat who lives in New York City. Ian stands to inherit tens of millions of dollars, but the one thing missing in his life is true love. Ian has come to Patti to find him a man. However, the walls he has put up -- and his obnoxious behavior -- prove to be a lot to handle so Patti enlists the help of her friend, TV personality Carson Kressley. Will Patti and Carson be able to get Ian to be his true self so he might actually find a soul mate? Patti’s second millionaire this week is former NFL player, Jeff Ogden. Jeff is a 38-year-old entrepreneur who lives in Austin, Texas and owns a gym and a boot camp. Jeff has already been married twice: once for a month, and once for one day! Now he wants Patti’s help to find him "the real deal." Patti calls him an "emotional cliffdiver" who needs to think first before jumping into another serious relationship. Can Patti get Jeff to change his approach with women so the third time’s a charm?